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The Dave Gerhardt Show
Dave Gerhardt
311 episodes
2 days ago
Conversations about marketing and business. Hosted by Dave Gerhardt (Founder of Exit Five, Former CMO). If you work in marketing check out exitfive.com
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Marketing
Business,
Entrepreneurship
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All content for The Dave Gerhardt Show is the property of Dave Gerhardt and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Conversations about marketing and business. Hosted by Dave Gerhardt (Founder of Exit Five, Former CMO). If you work in marketing check out exitfive.com
Show more...
Marketing
Business,
Entrepreneurship
Episodes (20/311)
The Dave Gerhardt Show
What Your Messaging is Missing: How to Close the Meaning Gap (with Diane Wiredu, Founder of Lion Words)

#300 Drive | This episode is from Drive 2025, our 2-day in-person event for B2B marketers in Burlington, VT. It features Diane Wiredu, Founder of Lion Words and expert in B2B messaging and positioning. She shared a killer talk on “What Your Messaging Is Missing,” breaking down why most B2B copy sounds the same and how to close the meaning gap by focusing on clarity, balance, and buyer context.


Head over to exitfive.com/drive to join the waitlist for Drive 2026 and be the first to know when tickets go on sale.

Timestamps

  • (00:00) - – Intro from Dave
  • (02:52) - – What “message-market fit” actually means
  • (05:22) - – Why most B2B messaging misses
  • (09:27) - – The “meaning gap” and why it happens
  • (14:12) - – Balancing clarity, emotion, and differentiation
  • (19:37) - – How to simplify complex products
  • (26:33) - – Examples of messaging that actually resonates
  • (32:03) - – How to pressure-test your messaging
  • (38:18) - – Aligning teams around a clear message
  • (44:03) - – Turning insights into copy that converts
  • (49:13) - – Q&A: internal buy-in, testing, next steps

Join 50,000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today’s episode is brought to you by Paramark.


It’s November. 2026 planning is already here. And the stuff you’re doing right now will decide how next year plays out. 


But here’s the problem: most teams are still planning next year's marketing strategy based on the WRONG DATA because of broken attribution and a misleading gut feel.  And you can’t make smart budget calls if you’re just guessing what’s working, what’s not, and where to put your next dollar.

That’s where Paramark comes in. They help you replace the guesswork with actual insight backed by $2 billion in analyzed marketing data. They’ve figured out what actually drives incremental growth across every channel including LinkedIn, Meta, TikTok, Google, CTV, even OOH.

And right now, they’re offering a private 1:1 consultation with their CEO and CMO, Pranav and Sam, who have led marketing teams at companies like Dropbox, Adobe, Microsoft, and Shutterfly. 

In this 45-minute strategy session, they’ll help you measure the real impact of every marketing dollar, pull insights from your current media mix, and design a 2026 roadmap that’s rooted in data, not gut.


This is a heck of an offer. And it’s real. And will go fast. So if you want to future-proof your marketing strategy for 2026, don’t miss out on this offer.

Grab your spot at paramark.com/brand-consult.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
2 days ago
52 minutes

The Dave Gerhardt Show
GTM Growth Decoded: 100 Companies, 3 Stages, 1 System with Sangram Vajre, Co-Founder & CEO of GTM Partners

#299 Drive | This episode is from Drive 2025, our 2 day in-person event for B2B marketers in Burlington, VT. Our first speaker was Sangram Vajre, Co-founder and CEO of GTM Partners and expert in GTM strategy. He shared a great session on building a repeatable GTM Operating System for sustainable growth, offering insight from 100 companies on what separates teams that scale from those that stall.


Head over to exitfive.com/drive to join the waitlist for Drive 2026 and be the first to know when tickets go on sale.


Timestamps

  • (00:00) - – Intro from Dave
  • (03:07) - – Sangram’s background + setup
  • (05:07) - – What GTM really means
  • (12:02) - – The 3 stages of GTM maturity
  • (12:27) - – Why NRR is the key metric
  • (21:07) - – The “boring marketing” advantage
  • (27:53) - – How to say no and prioritize
  • (29:53) - – Why GTM alignment beats tactics
  • (33:53) - – Building your GTM Operating System
  • (36:13) - – Q&A: GTM alignment, discovery, growth

Join 50,000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today’s episode is brought to you by Paramark.


It’s November. 2026 planning is already here. And the stuff you’re doing right now will decide how next year plays out. 


But here’s the problem: most teams are still planning next year's marketing strategy based on the WRONG DATA because of broken attribution and a misleading gut feel.  And you can’t make smart budget calls if you’re just guessing what’s working, what’s not, and where to put your next dollar.

That’s where Paramark comes in. They help you replace the guesswork with actual insight backed by $2 billion in analyzed marketing data. They’ve figured out what actually drives incremental growth across every channel including LinkedIn, Meta, TikTok, Google, CTV, even OOH.

And right now, they’re offering a private 1:1 consultation with their CEO and CMO, Pranav and Sam, who have led marketing teams at companies like Dropbox, Adobe, Microsoft, and Shutterfly. 

In this 45-minute strategy session, they’ll help you measure the real impact of every marketing dollar, pull insights from your current media mix, and design a 2026 roadmap that’s rooted in data, not gut.


This is a heck of an offer. And it’s real. And will go fast. So if you want to future-proof your marketing strategy for 2026, don’t miss out on this offer.

Grab your spot at paramark.com/brand-consult.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
6 days ago
50 minutes

The Dave Gerhardt Show
I Answered 15 Questions About Work and Life from the Exit Five Team

#298 Q&A | OK I asked my team for some questions; a bit of a mailbag type of episode. So I sat down solo for this one and answered 15 questions from the Exit Five team about work, life, marketing, and everything in between. We got into everything from my daily routine and how I think about LinkedIn, to the best career advice I’ve ever gotten, what I’m reading, and a few personal stories I’ve never shared before.

Watch this episode on YouTube on my channel: https://www.youtube.com/watch?v=EyagkJf6xHw&t=508s


Timestamps

  • (00:00) - – Intro
  • (02:08) - – What’s your LinkedIn content creation process?
  • (04:53) - – How often do you check Slack and email?
  • (05:53) - – What are you reading or listening to right now?
  • (09:23) - – What does a perfect day look like for you?
  • (11:23) - – Tell your life story in four minutes.
  • (12:08) - – If you could gain any quality or ability, what would it be?
  • (16:08) - – What’s your most embarrassing work moment?
  • (18:43) - – What’s your favorite all-time book and why?
  • (19:43) - – What’s the best career advice you’ve ever received?
  • (22:03) - – What motivates you when you’re feeling unmotivated?
  • (23:08) - – If you could transform into any animal, what would you choose?
  • (23:43) - – What are your biggest pet peeves?
  • (25:33) - – Which team member would you swap lives with for a day?
  • (26:43) - – What’s your go-to karaoke song?
  • (27:18) - – If you weren’t running Exit Five, what job would you have?
  • (28:58) - – Wrap-up & closing

Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
1 week ago
32 minutes

The Dave Gerhardt Show
From Growth Marketer to CMO: How Kelly Cheng Leads Marketing at Goldcast

#297 Leadership | I sat down with Kelly Cheng, CMO at Goldcast, to talk about her path from growth marketer to marketing leader, how she’s built and scaled Goldcast’s marketing org, the shift from PLG to sales-led, and why she believes great CMOs play the long game.


Timestamps

  • (00:00) - – Intro
  • (03:08) - – Kelly’s path from Hong Kong to Boston
  • (06:08) - – Joining Goldcast and the PLG pivot
  • (09:08) - – Moving from growth marketer to CMO
  • (12:08) - – The role of mentors in her career
  • (20:08) - – Questions to ask before taking a CMO role
  • (27:43) - – Inside Goldcast’s marketing org structure
  • (33:43) - – How Kelly measures brand and mindshare
  • (40:43) - – Why the BDR team reports to marketing
  • (46:43) - – The link between brand, content, and pipeline
  • (51:43) - – Leading with vulnerability and the “long game”

Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
1 week ago
57 minutes

The Dave Gerhardt Show
Live from LGA my NYC Recap

Hey it's me live from the airport, LGA to be exact. Sorry for the poor audio, my AirPods make it way worse than just talking into the phone, now I know. But we cleaned it up a bit. Recapping our NYC event if you missed it, talking about the ROI of hanging out in person and what's next.


Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
2 weeks ago
10 minutes

The Dave Gerhardt Show
Mastering Messaging, Copy, and Clarity with Emma Stratton

#295 Messaging | Dave is joined by Emma Stratton, founder of Punchy, where she helps B2B tech companies sharpen their positioning and write messaging that actually connects. Emma’s worked with hundreds of teams to cut through vague, abstract copy and turn it into language buyers instantly get.


Dave and Emma cover:

  • How to go from vague to punchy using specificity and buyer empathy
  • Why most B2B messaging blends into the “sea of sameness” (and how to stand out)
  • How customer research and real conversations create message–market fit


They wrap with a candid chat on journaling, focus, and how managing your mental energy can make you a better marketer and human.

Timestamps

  • (00:00) - – Intro to Emma
  • (04:13) - – What makes B2B messaging actually good
  • (07:55) - – Common messaging mistakes (and why “clarity > clever”)
  • (10:53) - – Positioning vs. messaging: what’s the difference?
  • (15:06) - – Why it’s hard to name great B2B marketing examples
  • (17:30) - – How to sharpen weak messaging and fix vague positioning statements
  • (20:38) - – Simplifying complex products without dumbing it down
  • (23:48) - – How to write for buyers (not just execs)
  • (28:55) - – Using customer interviews and research to build strong messaging
  • (33:33) - – Standing out in a crowded, buzzword-filled market
  • (36:17) - – How storytelling fits into B2B messaging
  • (39:23) - – Messaging advice for early-stage founders and startups
  • (42:38) - – How often should you revisit and update messaging?
  • (44:48) - – Productivity, managing your energy, and staying focused
  • (48:03) - – Journaling, mindfulness, and being intentional with your time
  • (51:58) - – Final takeaways

Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
2 weeks ago
53 minutes

The Dave Gerhardt Show
Behind the Scenes of Drive 2025 with Anna Vermillion and Allison Saxon

#294 Event Strategy | First time podcast guest alert! I invited Allison and Anna from the Exit Five team on for a conversation post Drive 2025 - to talk about lessons learned and behind the scenes from our annual marketing conference in Vermont. Snag your tickets for next year now exitfive.com/drive


Timestamps

  • (00:00) - – Intro
  • (02:08) - – Why events are making a comeback in B2B marketing
  • (06:08) - – What Drive is and how it started
  • (11:08) - – Why every event should start with the landing page
  • (14:08) - – Lessons from year one and how feedback shaped Drive 2025
  • (19:08) - – Treating events like products, not projects
  • (21:08) - – Building connection through “third spaces” and excursions
  • (26:08) - – Why community is the real ROI of in-person events
  • (32:43) - – The biggest Drive mishap (and what it taught us)
  • (37:43) - – Post-event strategy: why the event isn’t over when it ends
  • (47:43) - – Favorite moments, lessons, and shoutouts from Drive 2025

Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
2 weeks ago
58 minutes

The Dave Gerhardt Show
Email vs. Real Mail

#293 Email Marketing | I'm trying to make my way from Vermont to New York and back with a mini episode talking about email (is email dead?), direct mail, the Dream 100, and a smart lesson from a non-B2B marketer.


Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
3 weeks ago
15 minutes

The Dave Gerhardt Show
Traveling and The ROI of Events

#291 In-Person Events | I decided to break the pattern with a solo podcast, just me and my phone, walking around the woods at my home in Vermont on a damp October morning before heading to NYC for the Exit Five meetup. I talk about my goals for the week, our plans, why we're hosting a dinner, the value of meeting in-person, remote vs. in office work, and other ramblings.

*If you listened to this: DM me on LinkedIn or email dave@exitifve.com - tell me what you want me to cover on this podcast as it relates to marketing, business, or life.


Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletter
Learn more about Exit Five's private marketing community: https://www.exitfive.com/

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
3 weeks ago
11 minutes

The Dave Gerhardt Show
Beyond Copy: How To Use AI to Build GTM Systems That Scale

#290 AI Workflows | In this episode, Dave is joined by Dan Guenet, GTM Engineer at Compound Growth Marketing, and Eoin Clancy, Head of Growth at AirOps. Both guests are at the forefront of building AI workflows that make marketing more efficient and scalable, from content creation to sales enablement.


Dave, Dan, and Eoin cover:

  • How to use Clay, Zapier, and AirOps to build repeatable GTM systems that scale without burning bandwidth
  • The frameworks behind automating webinar production, sales transcript analysis, and content refreshes with AI
  • Why marketers need to bridge the gap between AI hype and real execution, and where to start with building practical workflows

Together, they break down the exact tools, prompts, and processes they’re using to turn AI from theory into impact across B2B marketing teams.


Timestamps

  • (00:00) - – Intro
  • (02:08) - – The gap between AI hype and real execution
  • (06:08) - – Dan’s background and how GTM Engineering came to life
  • (09:08) - – Building repeatable webinar systems with Clay
  • (13:08) - – How to scale content and events without burning bandwidth
  • (18:08) - – Eoin’s content creation workflow using AirOps
  • (23:08) - – Turning sales transcripts into actionable GTM insights
  • (33:43) - – Using Zapier Agents to automate product marketing tasks
  • (41:43) - – Refreshing SEO content with AI for better performance
  • (49:43) - – Where AI fits in your team and how to start small

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
3 weeks ago
57 minutes

The Dave Gerhardt Show
Events, AI, and The Future of B2B Buying with Sydney Sloan, CMO at G2

#289 Strategy | Dave is joined by Sydney Sloan, Chief Marketing Officer at G2, where she’s leading the charge on integrating AI into marketing, rethinking team structures, and modernizing how B2B brands build trust. Sydney brings decades of experience from companies like Adobe, Alfresco, and Salesloft, and now oversees one of the largest software marketplaces in the world.


Dave and Sydney cover:

  • How to design events that truly drive pipeline, using frameworks like “Think, Feel, Do” to plan with purpose
  • A smarter way to measure event ROI with Sydney’s “Revenue in the Room” approach
  • How AI is transforming the buyer journey and reshaping what modern marketing teams look like

An episode that will leave you rethinking your marketing strategy, from the events you run to the org you build.


Timestamps

  • (00:00) - – Intro
  • (03:08) - – The return of in-person events
  • (06:08) - – Building community through smarter event design
  • (08:08) - – Inside G2’s “AI in Action” roadshow
  • (11:08) - – The “Think, Feel, Do” event framework
  • (14:08) - – Why details make or break events
  • (17:08) - – Measuring success with “Revenue in the Room”
  • (20:08) - – Post-event follow-up that drives results
  • (27:43) - – How AI is reshaping the buyer journey
  • (43:43) - – Rethinking marketing orgs for the AI era

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
3 weeks ago
55 minutes

The Dave Gerhardt Show
Marketing in the Age of AI: CMOs Separating the Hype from What’s Real

#288 AI in Marketing | In this episode, Dave is joined by three B2B marketing leaders: Sara Ajemian, Head of Brand & Communications at SOCi, Jennifer Delevante-Moulen, CMO at Knak, and Tara Robertson, CMO at Bitly. Together they share real-world perspectives on how AI is actually shaping marketing teams today—what’s working, what’s not, and how leaders are adapting.


Dave and the panel cover:

  • The most overhyped AI use cases in B2B marketing (and where human nuance still wins)
  • Real success stories, including building an AI-powered content research engine, scaling global localization, and using AI to make creative teams more data-driven
  • How CMOs are personally using AI as a strategic thought partner for board prep, customer insights, and team coaching

Whether you’re experimenting with new tools or figuring out how to bring AI into your strategy, this conversation gives a grounded look at what B2B marketing leaders are really doing today.


Timestamps

  • (00:00) - – Intro
  • (03:08) - – Meet the panel: SOCi, Knak, Bitly
  • (07:08) - – Has AI met or missed expectations?
  • (11:53) - – The most overhyped AI use cases
  • (15:08) - – Why human nuance still matters in personalization
  • (20:08) - – The imposter syndrome of AI adoption
  • (23:08) - – The power of AI with memory
  • (25:48) - – Best AI use cases from the panel
  • (31:43) - – Scaling global localization with AI
  • (34:43) - – Training brand teams to be more data-driven
  • (38:43) - – How CMOs personally use AI in their workflow
  • (42:43) - – Using AI as a strategic thought partner
  • (46:43) - – Coaching teams with AI feedback loops
  • (48:43) - – The frustrations of iteration and tool updates
  • (52:43) - – Is leadership pushing AI adoption?
  • (56:43) - – Budgeting and building a modern AI-enabled tech stack
  • (59:43) - – Final takeaways and closing

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
1 month ago
1 hour 4 minutes

The Dave Gerhardt Show
Beyond Clicks: Building B2B Brands with Offline Ads with Amrita Gurney

#287 Brand Marketing | In this episode, Matt is joined by Amrita Gurney, a veteran B2B marketing leader who has scaled some of Canada’s fastest-growing startups and now works as a fractional CMO. At Float, she led bold offline campaigns, from billboards and buses to TV spots, that helped the company stand out against major banks and build lasting brand recall.


Matt and Amrita cover:

  • Why offline ads like billboards and transit campaigns are making a comeback in B2B marketing
  • How creative choices — bold colors, emotional messaging, and relatable personas — can make or break brand campaigns
  • What B2B marketers should know about budget allocation, measuring recall, and balancing brand vs. performance marketing

Whether you’re running your first brand campaign or rethinking your spend mix, this episode will give you fresh ideas on how to stand out in B2B marketing.


Timestamps

  • (00:00) - – Intro
  • (03:08) - – Amrita’s background and career journey
  • (04:28) - – Why Float invested in offline ads
  • (06:08) - – Launching their first billboard campaign
  • (08:08) - – Taking bold risks with creative
  • (10:08) - – Human-centered messaging vs. product copy
  • (12:08) - – Expanding into buses, subways, and airports
  • (15:08) - – Testing (or not testing) creative concepts
  • (16:08) - – What brand recall really means in B2B
  • (18:08) - – Measuring lift from offline campaigns
  • (22:43) - – Balancing brand vs. performance spend
  • (24:43) - – Lessons from consumer marketing in B2B
  • (26:43) - – How they chose cities and placements
  • (29:43) - – Budget breakdown and allocation
  • (33:43) - – Tracking TV ad performance
  • (35:43) - – How long to run campaigns for impact
  • (36:43) - – Advice for marketers considering offline ads
  • (38:43) - – Closing thoughts and takeaways

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

Today's episode is brought to you by Knak.

Email (in my humble opinion) is the still the greatest marketing channel of all-time.

It’s the only way you can truly “own” your audience.

But when it comes to building the emails - if you’ve ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. 


That’s why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.

  • Frustrated by clunky email builders? You need Knak.
  • Tired of ‘hoping’ the email you sent looks good across all devices? Just test in Knak first.
  • Big team making it hard to collaborate and get approvals? Definitely Knak.

And the best part? Everything takes a fraction of the time.

See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.


***

Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.

  • They give you unlimited podcast editing and strategy for your B2B podcast.
  • Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.
  • Visit hatch.fm to learn more
Show more...
1 month ago
42 minutes

The Dave Gerhardt Show
How to Be Great at Marketing Without Being a Subject Matter Expert with Kevin White, Head of Marketing at Common Room

#286 Growth | In this episode, Dave is joined by Kevin White, Head of Marketing at Common Room, a leading customer intelligence platform for go-to-market teams. Kevin shares insights from his experience helping teams capture and act on digital breadcrumbs to optimize their marketing and sales efforts.


Dave and Kevin cover:

  • How to be a good marketer even when you're not the Subject Matter Expert
  • Signal-based marketing and how it is transforming the buyer’s journey by focusing on the right actions instead of just clicks
  • B2B influencer marketing plays that work

Timestamps

  • (00:00) - - Intro to Kevin
  • (06:18) - - How to Be Good At Marketing When You're Not a Subject Matter Expert
  • (08:56) - - Why You Should Stay Close to Your Customer
  • (16:15) - - How to Manage a Marketing Team with Limited Resources
  • (18:34) - - Eliminating Ineffective Marketing Efforts to Drive Real Results
  • (25:17) - - Signups and Demos Boost From LinkedIn
  • (26:23) - - How to Attribute ROI in Multi-Platform Marketing
  • (30:33) - - Creating Authentic and Valuable Content
  • (35:12) - - Generating Pipeline with Economic Buyer Signals
  • (36:53) - - Increasing Digital Touchpoints
  • (40:51) - - How To Maximize Actionability, Volume, and Conversion Rate
  • (42:37) - - LinkedIn Measurement

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

This episode of the Exit Five podcast is brought to you by Qualified.


AI is the hottest topic in marketing right now. And one thing we hear a lot of you marketers talking about is how you can use AI Agents to help run your marketing machine.


That’s where Qualifed comes in with Piper, their AI SDR agent.


Piper is the #1 AI SDR Agent on the market according to G2, and hundreds of companies like Box, Asana, and Brex, have hired Piper to autonomously grow inbound pipeline. How good does that sound?


Qualified customers are seeing a massive business impact with Piper: a 3X increase in meetings booked and a 2X increase in pipeline.


The Agentic Marketing era has arrived. And if you’re a B2B marketing leader looking to scale pipeline generation, Piper the #1 AI SDR Agent is here to help.


Hire Piper, the #1 AI SDR Agent, and grow your pipeline today.


You can learn more at qualified.com/exit5

Show more...
1 month ago
47 minutes

The Dave Gerhardt Show
How To Turn Your Company Story Into Actionable Marketing Ideas with Pranav Piyush

#285 Creative Strategy | In this episode, Dave is joined by Pranav Piyush, Founder & CEO of Paramark, a measurement platform helping B2B and B2C companies run smarter marketing experiments. Pranav is known for turning strategy documents into repeatable creative processes that generate campaigns, ads, and content tied directly to a company’s story.


Dave and Pranav cover:

  • How to translate your company narrative into concrete marketing campaigns and creative hooks across channels
  • Why creative output (not measurement) is the biggest bottleneck for most B2B marketing teams today
  • The frameworks like category entry points, jobs-to-be-done, and behavioral psychology that help marketers spark fresh, testable campaign ideas month after month

You can expect a practical, example-filled conversation on turning strategy into execution and building a creative engine that never runs dry.


Timestamps

  • (00:00) - – Intro and audience roll call
  • (05:09) - – Why narratives often get stuck in a Google Doc
  • (08:09) - – Foundational docs you need before creating campaigns
  • (13:09) - – Category entry points and jobs-to-be-done explained
  • (17:09) - – How to feed company inputs into AI tools
  • (23:09) - – Generating ad campaign ideas with real examples
  • (25:09) - – Using analogies (like basketball) to explain complex concepts
  • (29:54) - – Where AI falls short (and why human judgment matters)
  • (32:54) - – Mining sales call transcripts for campaign hooks
  • (36:54) - – Turning customer objections into marketing messages
  • (40:54) - – Repurposing podcasts, presentations, and blog posts into new formats
  • (44:54) - – Systemizing idea generation for repeatable output
  • (48:54) - – Closing thoughts and audience Q&A

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

This episode of the Exit Five podcast is brought to you by Qualified.


AI is the hottest topic in marketing right now. And one thing we hear a lot of you marketers talking about is how you can use AI Agents to help run your marketing machine.


That’s where Qualifed comes in with Piper, their AI SDR agent.


Piper is the #1 AI SDR Agent on the market according to G2, and hundreds of companies like Box, Asana, and Brex, have hired Piper to autonomously grow inbound pipeline. How good does that sound?


Qualified customers are seeing a massive business impact with Piper: a 3X increase in meetings booked and a 2X increase in pipeline.


The Agentic Marketing era has arrived. And if you’re a B2B marketing leader looking to scale pipeline generation, Piper the #1 AI SDR Agent is here to help.


Hire Piper, the #1 AI SDR Agent, and grow your pipeline today.


You can learn more at qualified.com/exit5

Show more...
1 month ago
57 minutes

The Dave Gerhardt Show
How to Use Cognitive Behavioral Branding to Create New Categories with Ari Yablok, Head of Brand at Island

#284 Brand | Dave sits down with Ari Yablok, Head of Brand at Island, to share his approach to creating a brand in the cybersecurity space. Ari shares his journey from agency life to leading the brand narrative at Island, where he helped build the concept of the "enterprise browser."


Dave and Ari Cover:

  • The key differences between category creation and strategic positioning, and why it matters for B2B marketers
  • The steps to building a brand story that resonates with both your internal team and your target audience
  • How focusing on the last 20% of branding efforts can elevate your company above the competition


Timestamps

  • (00:00) - - Intro to Ari
  • (04:33) - - Rapidly Growing Enterprise Browser Company Secures $375M in Series D Funding
  • (08:42) - - SEO Strategy vs Branding
  • (14:09) - - How Brand is an Art and a Science
  • (19:24) - - Challenges in Cybersecurity Branding
  • (21:08) - - Early Stage Marketing
  • (29:48) - - Cognitive Behavioral Branding
  • (34:57) - - How Ari Manages Projects with the Brand Team
  • (37:07) - - Comfortable vs. Uncomfortable Approaches to Brand Strategy
  • (41:25) - - What Founders Really Want to Do
  • (46:31) - - Balancing the Day-to-Day with Visionary Goals

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

This episode of the Exit Five podcast is brought to you by Qualified.


AI is the hottest topic in marketing right now. And one thing we hear a lot of you marketers talking about is how you can use AI Agents to help run your marketing machine.


That’s where Qualifed comes in with Piper, their AI SDR agent.


Piper is the #1 AI SDR Agent on the market according to G2, and hundreds of companies like Box, Asana, and Brex, have hired Piper to autonomously grow inbound pipeline. How good does that sound?


Qualified customers are seeing a massive business impact with Piper: a 3X increase in meetings booked and a 2X increase in pipeline.


The Agentic Marketing era has arrived. And if you’re a B2B marketing leader looking to scale pipeline generation, Piper the #1 AI SDR Agent is here to help.


Hire Piper, the #1 AI SDR Agent, and grow your pipeline today.


You can learn more at qualified.com/exit5

Show more...
1 month ago
50 minutes

The Dave Gerhardt Show
From Employee #4 to CMO: The Path to Marketing Leadership with Sylvia Lepoidevin, CMO at Kandji

#285 Marketing Leadership | In this episode, Dave is joined by Sylvia Lepoidevin, CMO of Kandji, a leading platform for managing and securing Apple devices in the workplace. Sylvia shares her journey from employee #4 to CMO at Kandji, driving the company’s growth to a $850M valuation. She talks about her experience building efficient marketing teams, leveraging AI, and creating impactful brand experiences.


Dave and Sylvia cover:

  • How AI is reshaping marketing roles and enabling smaller, more efficient teams
  • Strategies for internal marketing that align and energize cross-functional teams
  • Product launches and creative campaigns for brand-driven growth

Timestamps

  • (00:00) - - Intro to Sylvia
  • (04:57) - - From Marketing Hire to CMO
  • (09:42) - - Understanding Equity and Financial Outcomes
  • (12:24) - - Wealth and Career Growth
  • (15:04) - - Why It’s Important to Have a Clear Career Narrative
  • (19:56) - - Mastering Storytelling in Team Meetings
  • (23:14) - - How to Engage Your Team
  • (23:50) - - Leveraging Feedback Loops to Build a Successful Team
  • (31:06) - - AI Is Enabling Smaller, More Efficient Teams
  • (34:49) - - AI’s Impact on Marketing
  • (37:49) - - How Kandji Is Expanding Their Team
  • (40:40) - - Achieving 10x Growth Through Product-Led Strategies
  • (44:20) - - Leveraging Competitor and Apple-Specific Keywords
  • (47:44) - - Minimizing Hiring Risk: Test Roles First

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

This episode of the Exit Five podcast is brought to you by Qualified.


AI is the hottest topic in marketing right now. And one thing we hear a lot of you marketers talking about is how you can use AI Agents to help run your marketing machine.


That’s where Qualifed comes in with Piper, their AI SDR agent.


Piper is the #1 AI SDR Agent on the market according to G2, and hundreds of companies like Box, Asana, and Brex, have hired Piper to autonomously grow inbound pipeline. How good does that sound?


Qualified customers are seeing a massive business impact with Piper: a 3X increase in meetings booked and a 2X increase in pipeline.


The Agentic Marketing era has arrived. And if you’re a B2B marketing leader looking to scale pipeline generation, Piper the #1 AI SDR Agent is here to help.


Hire Piper, the #1 AI SDR Agent, and grow your pipeline today.


You can learn more at qualified.com/exit5

Show more...
1 month ago
53 minutes

The Dave Gerhardt Show
Research-First CRO: How Data Leads to Better Marketing Decisions with Haley Carpenter

#281 CRO | Matt is joined by Haley Carpenter, founder of Chirpy, a conversion rate optimization agency. Haley has nearly a decade of CRO experience across agency, SaaS, and eCommerce, and she’s known for helping brands use research and testing to make smarter marketing decisions.


Matt and Haley cover:

  • Why CRO isn’t just A/B testing, and how research should guide every optimization effort
  • How to approach CRO when you don’t have massive website traffic, including scrappy testing methods and tools
  • The role of messaging, value props, and social proof in driving higher conversions (and where B2B often lags behind DTC)

By the end, you’ll have a clearer picture of how to approach CRO as a system, not just a set of tests.


Timestamps

  • (00:00) - – Intro
  • (02:09) - – Who is Haley Carpenter
  • (03:09) - – What CRO really means
  • (06:09) - – Research vs. testing explained
  • (10:09) - – Where to start CRO on a website
  • (13:09) - – Testing with limited traffic
  • (17:09) - – Using data for smarter decisions
  • (20:09) - – Building a culture of testing
  • (24:09) - – How to report CRO results
  • (29:09) - – Scrappy tools: Clarity & Hotjar
  • (34:54) - – What B2B can learn from DTC
  • (38:54) - – Why messaging matters more than features
  • (42:54) - – The power of social proof
  • (48:54) - – Common blockers to CRO success
  • (50:54) - – A surprising test result (+7% sales)
  • (52:54) - – Vanity metrics vs. real business outcomes
  • (56:54) - – Closing thoughts

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

This episode of the Exit Five podcast is brought to you by Qualified.


AI is the hottest topic in marketing right now. And one thing we hear a lot of you marketers talking about is how you can use AI Agents to help run your marketing machine.


That’s where Qualifed comes in with Piper, their AI SDR agent.


Piper is the #1 AI SDR Agent on the market according to G2, and hundreds of companies like Box, Asana, and Brex, have hired Piper to autonomously grow inbound pipeline. How good does that sound?


Qualified customers are seeing a massive business impact with Piper: a 3X increase in meetings booked and a 2X increase in pipeline.


The Agentic Marketing era has arrived. And if you’re a B2B marketing leader looking to scale pipeline generation, Piper the #1 AI SDR Agent is here to help.


Hire Piper, the #1 AI SDR Agent, and grow your pipeline today.


You can learn more at qualified.com/exit5

Show more...
1 month ago
1 hour

The Dave Gerhardt Show
The Future of GTM and Sustainable Growth with Chris Walker, CEO at Passetto

#281 Growth | In this episode, Dave is joined by Chris Walker, CEO of Passetto, and a prominent voice on LinkedIn, where he has been pushing the boundaries of B2B marketing for years. Chris shares actionable insights and tactics on social media strategy, what has changed in marketing over the last five years, and how to build effective feedback loops and flywheels.

Dave and Chris also cover:

  • The future of GTM and the evolving role of the CMO
  • Why sustainable growth is the only path forward
  • The transformative role AI will play in B2B marketing

Timestamps

  • (00:53) - - Intro to Chris Walker
  • (03:49) - - Managing different perspectives on social media
  • (08:21) - - The ROI of podcasts and social media engagement
  • (13:44) - - Why real-time feedback loops are valuable
  • (19:19) - - Shifting from "growth at all costs" to sustainable growth
  • (25:09) - - Rethinking marketing measurement and ROI
  • (33:04) - - Splitting marketing teams: strategy vs. pipeline creation
  • (40:09) - - How AI is reshaping B2B marketing teams
  • (48:14) - - Chris’s approach to creativity and focus
  • (52:59) - - Predictions for the future of B2B marketing
  • (54:37) - - Outro

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

This episode of the Exit Five podcast is brought to you by Qualified.


AI is the hottest topic in marketing right now. And one thing we hear a lot of you marketers talking about is how you can use AI Agents to help run your marketing machine.


That’s where Qualifed comes in with Piper, their AI SDR agent.


Piper is the #1 AI SDR Agent on the market according to G2, and hundreds of companies like Box, Asana, and Brex, have hired Piper to autonomously grow inbound pipeline. How good does that sound?


Qualified customers are seeing a massive business impact with Piper: a 3X increase in meetings booked and a 2X increase in pipeline.


The Agentic Marketing era has arrived. And if you’re a B2B marketing leader looking to scale pipeline generation, Piper the #1 AI SDR Agent is here to help.


Hire Piper, the #1 AI SDR Agent, and grow your pipeline today.


You can learn more at qualified.com/exit5

Show more...
1 month ago
55 minutes

The Dave Gerhardt Show
Why Cookie Cutter Marketing Doesn’t Work with Gurdeep Dhillon, CMO at ContentStack

#280 Strategy | In this episode, Dave is joined by Gurdeep Dhillon, CMO of Contentstack. Gurdeep has built an impressive career leading marketing at some of the biggest names in enterprise software, from SAP to Adobe, Marketo to Zoura. Now at Content Stack, he's challenging conventional B2B marketing wisdom in rethinking how enterprise companies should approach demand generation and brand building. In this conversation, Dave and Gurdeep dive deep into why marketing is ultimately a game of memory and reputation, not just lead generation.


Dave and Gurdeep cover:

  • The role of Demand Gen in 2025 (and what's changed)
  • Why Brand and Reputation should be prioritized over Lead Generation
  • Proven strategies to create urgency and close sales deals in enterprise markets
  • A glimpse into ContentStack’s team structure and how they plan for growth

Timestamps

  • (00:00) - - Intro to Gurdeep
  • (06:51) - - Brand and Audience Marketing
  • (08:03) - - How the Role of Demand Gen is Changing
  • (12:13) - - Brand and Reputation > Lead Generation
  • (17:03) - - How Contentstack is Doing Demand Gen
  • (19:41) - - How to Create Urgency to Win Sales Deals
  • (21:22) - - Making a Good Offer in B2B Marketing
  • (22:38) - - Why Being Bold and Taking Risks is Important in Marketing
  • (28:57) - - Selling Your Vision to Leadership
  • (31:38) - - How Contentstack Has Over 10,000 Global ICP Accounts
  • (36:21) - - Team Structure at Contentstack
  • (41:19) - - Running Marketing and Operating a High-Performing Team
  • (43:35) - - Setting Effective Annual Plans
  • (45:50) - - AI’s Role in Marketing
  • (49:24) - - Closing Thoughts

Send guest pitches and ideas to hi@exitfive.com
Join the Exit Five Newsletter here: https://www.exitfive.com/newsletter
Check out the Exit Five job board: https://jobs.exitfive.com/
Become an Exit Five member: https://community.exitfive.com/checkout/exit-five-membership

***

This episode of the Exit Five podcast is brought to you by Qualified.


AI is the hottest topic in marketing right now. And one thing we hear a lot of you marketers talking about is how you can use AI Agents to help run your marketing machine.


That’s where Qualifed comes in with Piper, their AI SDR agent.


Piper is the #1 AI SDR Agent on the market according to G2, and hundreds of companies like Box, Asana, and Brex, have hired Piper to autonomously grow inbound pipeline. How good does that sound?


Qualified customers are seeing a massive business impact with Piper: a 3X increase in meetings booked and a 2X increase in pipeline.


The Agentic Marketing era has arrived. And if you’re a B2B marketing leader looking to scale pipeline generation, Piper the #1 AI SDR Agent is here to help.


Hire Piper, the #1 AI SDR Agent, and grow your pipeline today.


You can learn more at qualified.com/exit5

Show more...
1 month ago
52 minutes

The Dave Gerhardt Show
Conversations about marketing and business. Hosted by Dave Gerhardt (Founder of Exit Five, Former CMO). If you work in marketing check out exitfive.com