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The 0 To 5 Million Podcast
Ollie Whitfield
147 episodes
1 week ago
Trying to grow your business from the ground up? Shawn Finder and Ollie Whitfield interview Founders, CEOs and revenue leaders from businesses between 0 and 5 Million in ARR (Annual Recurring Revenue) to find out how they did it. Subscribe and listen if you want to learn how the best in the business did it, so you can too.
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Entrepreneurship
Business
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All content for The 0 To 5 Million Podcast is the property of Ollie Whitfield 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.
Trying to grow your business from the ground up? Shawn Finder and Ollie Whitfield interview Founders, CEOs and revenue leaders from businesses between 0 and 5 Million in ARR (Annual Recurring Revenue) to find out how they did it. Subscribe and listen if you want to learn how the best in the business did it, so you can too.
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Entrepreneurship
Business
Episodes (20/147)
The 0 To 5 Million Podcast
Going On Pause...

In this special episode of The 0 to 5 Million Podcast, hosts Shawn and Ollie share some big news: The 0 to 5 Million Podcast is taking a break. Join them as they take a trip down memory lane, reminiscing about their favorite episodes and memorable guests from the past two years. They also take a candid look back at some episodes that didn't quite go as expected, leading them to remain unreleased.

This isn't goodbye; it's just a temporary pause — and the beginning of a potential new chapter. Stay tuned to see what exciting developments are on the horizon!

Make sure you Subscribe to our channel to see what comes next.

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

VanillaSoft: https://vanillasoft.com/

Autoklose: www.autoklose.com

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2 years ago
8 minutes 58 seconds

The 0 To 5 Million Podcast
Managing Your Money: Key Advice For Founders

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie share essential advice for founders on managing their finances. They cover topics like maintaining a 12-month financial runway, when to consider lowering your runway, the monthly vs. annual billing debate, adapting financial strategies, and the critical role of data in decision-making.

Whether you're starting your entrepreneurial journey or scaling your business, this episode provides valuable insights to enhance your financial management skills.

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
18 minutes 16 seconds

The 0 To 5 Million Podcast
How To Raise Capital For Your Business

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie explore the ins and outs of raising capital for your business. They cover different funding methods, common challenges, advice for first-time founders. They also explore angel investing, the differences between venture capital and private equity. Shawn, a seasoned entrepreneur, shares invaluable insights on starting and growing a company.

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
16 minutes

The 0 To 5 Million Podcast
Following Up on Event Leads: DreamForce, INBOUND & More

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie dive deep into the world of event lead follow-up. They explore different event types, ROI strategies, optimizing contacts, researching attendees, and strategies for making a memorable impression.

Shawn draws from his extensive event experience, including his take on attending events for photography purposes.

Whether you're a business owner, entrepreneur, or professional looking to up your networking game, this episode is loaded with actionable tips and valuable insights.

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
20 minutes 18 seconds

The 0 To 5 Million Podcast
The Anatomy of a Perfect Sales Team

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie talk about the anatomy of a sales team.

They delve into the world of sales teams, covering key topics like the pivotal role within a sales team, the composition of an ideal sales team, the financial considerations, and what to do when things don't go as planned.

They also explore common mistakes made in sales teams and shed light on the important role of a Solutions Engineer.

Whether you're a seasoned pro or just starting in sales, this episode offers valuable insights into building and maintaining a successful sales team.

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
16 minutes 49 seconds

The 0 To 5 Million Podcast
Which Is Harder: Inbound Versus Outbound

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie tackle the age-old debate: "Which is harder, Inbound vs. Outbound?"

Shawn champions outbound strategies, while Ollie makes the case for inbound approaches. They dissect the expectations tied to each method and explore which one to prioritize when launching a business. They also uncover the challenges within inbound marketing and discuss how it complements sales efforts.

Whether you're a newbie entrepreneur or a business pro, Shawn and Ollie have the expertise to guide you through the world of marketing. Subscribe now for a deep dive into these essential strategies!

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
17 minutes 30 seconds

The 0 To 5 Million Podcast
How To Coach Cold Callers

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie delve into the world of cold calling, exploring the blunders to avoid, the charm of wit, and the power of personalization. Discover Shawn's coaching secrets to turn cold calls into valuable conversations, and learn how to leave a lasting impression with every prospect.

Ready to revolutionize your cold calling game? Tune in now and level up your sales skills!

Want to hear more conversations with Founders, CEOs, and Revenue Leaders who are growing their business? Make sure you subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

VanillaSoft: https://vanillasoft.com/

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2 years ago
18 minutes 38 seconds

The 0 To 5 Million Podcast
Tom Slocum - Consulting, Scaling Services & Referrals

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie interview Tom Slocum, founder & CEO of The SD Lab.

Tom shares his journey of starting his own business, including lessons he learned early on and challenges he encountered in the first 90 days. He also discusses his plans for the future, such as scaling his business and expanding his team.

Lastly, listeners will gain insight into Tom's self-education methods and find out where to find him.

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

VanillaSoft: https://vanillasoft.com

Autoklose: www.autoklose.com

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2 years ago
21 minutes 51 seconds

The 0 To 5 Million Podcast
How To Be A Cold Email Coach

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie discuss how to become a cold email coach.

Shawn explains how he handles different email writing styles and shares his opinions on short versus long emails. He also shares how often he reviews sales emails and how he provides feedback. Moreover, he emphasizes the importance of setting up your sales representatives for success.

Watch this episode for more tips on how to successfully coach your sales reps and help them write better cold emails.

If you want to hear more conversations with founders, CEOs, and revenue leaders who are growing their business, make sure you subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

VanillaSoft: https://vanillasoft.com/

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2 years ago
19 minutes 8 seconds

The 0 To 5 Million Podcast
The State of Cold Email, Cold Calling & SMS Marketing

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie are joined by VanillaSoft's own Dan Sims to discuss the state of phone, SMS, and email.

Dan talks about how current regulatory disruptions, caused mainly by 10DLC, are shaking up SMS. He also discusses STIR/SHAKEN standards that help prevent phone spam and robocalls and their impact on the pick up rates.

Shawn shares his insights on the state of email and what it might look like in the near future. He discusses the increasing impact of AI, the broader adaptation of video in emails, and the importance of compliance.

If you want to hear them talk about these topics in even more depth, watch this VanillaSoft’s webinar: https://info.vanillasoft.com/multi-channel-complexities-webinar

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
25 minutes 20 seconds

The 0 To 5 Million Podcast
Cold Email Stats

In this information-packed episode of The 0 to 5 Million Podcast, Shawn and Ollie dive deep into the world of cold email statistics.

Curious about what sets the top performers apart from the rest? Watch Shawn and Ollie uncover the key metrics that matter, such as open rates and reply rates, revealing the average numbers you should aim for.

But that's not all! They'll also discuss the best day and time to hit that "send" button, maximizing the impact of your outreach efforts.

Learn more about how to improve your cold email reply rates in this webinar: https://hey.autoklose.com/cold-email-reply-rate-guide-webinar

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

VanillaSoft: https://vanillasoft.com/

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2 years ago
15 minutes 9 seconds

The 0 To 5 Million Podcast
Michael Lin - MRR, Growth & Exit

In this episode of The 0 to 5 Million Podcast, Ollie is joined by Michael Lin, Founder & CEO of All-In Engineering Consulting, to talk about the meandering acquisition journey, growing and exiting, the best channels to use for consumer and enterprise products, and the lessons learned in the process. Tune in to hear valuable, first-hand entrepreneurial tips and tricks. 

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Connect with Michael -> Consulting: https://allinengineeringconsulting.com

Newsletter: https://www.michaellinwrites.com

LinkedIn: https://linkedin.com/in/michael-lin-tech

Autoklose: www.autoklose.com

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2 years ago
22 minutes 14 seconds

The 0 To 5 Million Podcast
Best Trigger Events To Use When Selling

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie discuss trigger events and creating new business opportunities by keeping a close eye on the latest industry trends. They talk about the most common trigger events, how to identify them, why you should use LinkedIn Sales Navigator, Owler, and industry newsletters, and most importantly, how deciphering the Why behind trigger events can give you a new perspective on things. To dig even deeper into this topic, watch our “4 Top Sales Triggers for Outreach Success” webinar with David Kreiger on demand. 

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
18 minutes 20 seconds

The 0 To 5 Million Podcast
What Do Good & Bad Sales Managers Say, Do?!

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie delve into the world of sales management and uncover what makes a sales manager great or not-so-great.

From checking on deal progress and diligent follow-ups to the art of getting involved in closing deals, they leave no stone unturned in their quest for sales management excellence.

Furthermore, they share valuable insights on handling feedback effectively, ensuring that it becomes a catalyst for growth rather than an obstacle.

This episode is inspired by the recent VanillaSoft webinar titled "Family Feud: Sales Edition!" where 100 people were polled to uncover what separates good sales managers from the bad ones. Watch the webinar on-demand: https://info.vanillasoft.com/family-feud-sales-edition-webinar

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
16 minutes 56 seconds

The 0 To 5 Million Podcast
Cold Email Battle - 2021 Ollie Versus 2023 Ollie

In this episode of The 0 to 5 Million Podcast, join Ollie as he takes a deep dive into his email journey with VanillSoft and Autoklose, comparing the first email he sent in 2021 to the most recent one in 2023.

Prepare to uncover the strengths and weaknesses of both emails, while gaining valuable insights on crafting effective sales emails.

Tune in to witness Ollie's growth and discover if his email writing prowess has evolved over the years.

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
12 minutes 38 seconds

The 0 To 5 Million Podcast
Cold Calling Phrases To Avoid & To Try Out

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie explore cold calling do’s and don’ts, but with a unique twist. Take a moment to reflect on the recent VanillaSoft webinar titled "Family Feud: Sales Edition!" where a survey of 100 individuals revealed valuable insights into commonly asked sales questions.

Prepare yourself for an insider's perspective as Shawn and Ollie candidly discuss their personal experiences, delving into cringe-worthy moments encountered during cold calls. However, they also provide valuable insights on the right approach to adopt in such situations.

Don't miss out on unraveling the secrets behind crafting effective cold calling scripts, and be sure to tune in as Ollie unveils the very first cold calling script he ever created.

Watch the Family Feud Webinar here: https://info.vanillasoft.com/family-feud-sales-edition-webinar

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

VanillaSoft: https://vanillasoft.com/

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2 years ago
16 minutes 33 seconds

The 0 To 5 Million Podcast
Cold Email Phrases To Use & Avoid

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie dive into the captivating world of sales with a twist. They take a moment to reflect on the recently held VanillaSoft webinar titled Family Feud: Sales Edition! where 100 people were polled to uncover the answers to commonly asked sales questions.

Get ready to hear Shawn and Ollie's personal experiences as they respond to these questions themselves. They share cringe-worthy moments they've encountered in sales emails, but they also shed light on the right approach. Tune in to discover the magic behind crafting effective email messages and explore powerful call-to-action phrases that can make a difference in your sales strategy.

But that's not all! Shawn and Ollie go the extra mile by revealing their favorite phrases to use in sales interactions. Gain valuable insights into the art of persuasion and learn how to leave a lasting impression on your prospects.

Watch the Family Feud Webinar here: https://info.vanillasoft.com/family-feud-sales-edition-webinar

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

VanillaSoft: https://vanillasoft.com/

Show more...
2 years ago
14 minutes 9 seconds

The 0 To 5 Million Podcast
What Is The Future of Email?

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie delve into a captivating discussion about the future of email. Get ready to explore a world of possibilities as they share their expectations, fears, and hopes surrounding the future of email.

They discuss how AI detection will revolutionize the way we interact with our inboxes. Discover their insights on how artificial intelligence can assist in curating and managing email content, while also raising concerns about the potential disparity between AI-generated emails and the authentic expression of people's personalities.

Hold onto your seats as Ollie shares his bold prediction that emails are bound to become longer in the future. Meanwhile, Shawn ponders the eagerly anticipated question: will videos in emails finally make their breakthrough?

Join us for this episode as we navigate the ever-evolving landscape of email and explore the exciting possibilities that lie ahead.

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
16 minutes 21 seconds

The 0 To 5 Million Podcast
Derrick Williams - Consulting, Podcasting & Flexible Working

In this episode of The 0 to 5 Million Podcast, join Ollie as he interviews Derrick Williams, the visionary behind 3Link Consulting and the host of The Sales Consultant Podcast. Delve into Derrick's inspiring entrepreneurial journey, from humble beginnings and securing his initial clients, to the valuable lessons he learned from his missteps and the transformative evolution of his business.

Discover the motivation behind Derrick's creation of The Sales Consultant Podcast, as he sheds light on his self-education journey and the invaluable insights he has gained along the way. Tune in now for an episode brimming with growth and entrepreneurial passion.

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

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2 years ago
24 minutes 1 second

The 0 To 5 Million Podcast
Callum Beecroft - The Phonejacker, Prospecting As A Service & Branding

In this episode of The 0 to 5 Million Podcast, Shawn and Ollie sit down with Callum Beecroft, better known as The Phonejacker. Callum shares his expertise as a cold caller and sales coach, offering valuable insights into common cold calling mistakes and how to avoid them. Discover the secrets to effectively opening cold calls and learn about the optimal number of cold calls you should be making.

Additionally, Callum reveals why he chose prospecting as a service and delves into his unique approach on LinkedIn. Don't miss out on this episode packed with practical tips and strategies to improve your cold calling game. Tune in now and take your sales skills to the next level!

Want to hear more conversations with Founders, CEOs and Revenue Leaders who are growing their business? Make sure you Subscribe to our channel and leave us a comment!

Connect with Shawn: www.linkedin.com/in/shawnfinder

Connect with Ollie: www.linkedin.com/in/olliewhitfield

Autoklose: www.autoklose.com

Show more...
2 years ago
21 minutes 1 second

The 0 To 5 Million Podcast
Trying to grow your business from the ground up? Shawn Finder and Ollie Whitfield interview Founders, CEOs and revenue leaders from businesses between 0 and 5 Million in ARR (Annual Recurring Revenue) to find out how they did it. Subscribe and listen if you want to learn how the best in the business did it, so you can too.