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Do Hard Things Podcast
Gabe Lullo
38 episodes
5 days ago
Meet Gabe Lullo. Gabe Lullo is the CEO of Alleyoop, a sales development agency working with industry giants such as ZoomInfo, Salesloft, and Adobe. He has trained over 8,000 salespeople across diverse businesses and, during his tenure in Alleyoop, he has personally hired and managed more than 1,500 SDRs. With over two decades of experience in sales, marketing, and executive recruitment, his strategies have significantly driven Alleyoop’s growth.
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Business
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All content for Do Hard Things Podcast is the property of Gabe Lullo 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.
Meet Gabe Lullo. Gabe Lullo is the CEO of Alleyoop, a sales development agency working with industry giants such as ZoomInfo, Salesloft, and Adobe. He has trained over 8,000 salespeople across diverse businesses and, during his tenure in Alleyoop, he has personally hired and managed more than 1,500 SDRs. With over two decades of experience in sales, marketing, and executive recruitment, his strategies have significantly driven Alleyoop’s growth.
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Business
Episodes (20/38)
Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Seth Greene

“Never give up. It’s only a failure if you quit.” - Seth Greene


Bet on yourself. 


Always.


If the people around you aren’t pushing you to grow, it’s time to

find those who will. 


Surround yourself with believers, people who challenge you, support you, and expect more from you because they see more in you.


Every month, he’s leveling up in business, in relationships, and in the results he delivers for his clients.


Because growth doesn’t happen by accident.


It happens by intention.


The goal?


Build stronger connections.


Deliver better results.


Create experiences so valuable and unexpected that people can’t help but refer others to you.


Tune in to the latest episode, it’s all about betting on yourself and never giving up on your vision.


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1 week ago
28 minutes 20 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Natalie Freear

Tilly Freear helps founders find their voice on LinkedIn and she’s phenomenal at it.


The struggle she sees most:


"Everyone has a story, everyone has a unique perspective, they just don't know how to put it into words."


That's the gap.


People want to relate to people, not polished corporate speak.


Real-life experiences? Those are what actually perform.


Want to build a presence that actually converts?


Show up consistently. 


The more you post and add value, the more you see ROI.


Start small before you scale. 


Spread yourself too thin and nothing performs well.


Carve out dedicated time. 


It becomes routine. 


You'll actually enjoy it.


Your community holds you accountable. 


You can't tell others to show up if you don't.


Commit to the process. 


Even when it's exhausting.


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3 weeks ago
30 minutes 8 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Jordan Pedron

Jordan Pedron was on track for a PhD in economics.


He ended up on Wall Street and realized fast:


“Everything is sales. You don’t close, you don’t survive.”


That mindset stuck.


And when startups started calling, he saw the gap.


Founders were building great products, but couldn’t sell them without blowing budgets on full-time hires.


So Jordan built a fractional growth team that helps early-stage startups scale sales without hiring a VP too early.


Here’s what he’s learned:


Founders are the best first salespeople.


Confidence ≠ cockiness, believe in what you built.


Scrappy still needs structure.


High-pressure selling is dead. Value wins.


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4 weeks ago
35 minutes 48 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Matt Baxter

From mowing lawns to revolutionizing hiring.


Matt Baxter hired his first employee as a high school senior for his lawn company.


He quickly learned something: technical skills don't matter as much as you think.


"I didn't care if someone knew how to mow a lawn or weed whack; you can teach those skills. But I did care if someone can shake your hand, be personable, and if you trust them in front of customers." - Matt Baxter


After selling his accounts to a property company, that hiring lesson stuck with him.


Because he saw the problem from both sides:


→ Hirers struggled to find the right people. Interviews sucked. Resumes told them nothing.


→ His friends graduated college and couldn't land jobs, not because they weren't capable, but because a resume couldn't capture who they actually were.


That gap sparked Wedge.


Here's what Matt's learned building it:


Your hiring process is a mirror of your company.


If it's broken, impersonal, or outdated, candidates notice. Make it candidate-driven.


Think long-term.


Starting young in business taught him this. 


Short-term wins don't build companies. Relationships do.


Stay true to your network.


Check in with people just to check in. 


Not when you need something. Your network isn't transactional, it's foundational.


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1 month ago
40 minutes 34 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Hans Lagerweij

“Come in as the Chief Listener, connect with the teams, and understand what is going on.” - Hans Lagerweij 


Leadership isn’t about walking through the door with all the answers.


It’s about walking in with the right questions and a willingness to truly listen.


When stepping into a new role, especially as a leader, your first priority should be to understand the people, the culture, and the challenges on the ground. 


It requires humility, curiosity, and empathy.


This mindset is critical, not just for building trust but for laying the foundation of any meaningful change.


At the same time, it's essential to think strategically. 


Yes, you need a long-term vision, but the vision alone isn't enough. 


People want to see progress. They want to know you're not just planning, but also delivering.


It’s where short-term wins come in.


Quick, tangible results show your team, your stakeholders, and anyone else watching you’re not only listening, you’re acting. 


These early milestones create momentum, build credibility, and foster buy-in for the bigger picture.


The key is finding the right balance between listening and leading, between long-term thinking and short-term execution.


The balance is what sets effective leaders apart.


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1 month ago
37 minutes 15 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Karissa Kerr

“The reason I got to where I am today is because I roll my sleeves up and work alongside my team. I'm not just a leader who dictates, I'm right there with them.” – Karissa Kerr


Karissa went from being an Assistant to becoming the Chief Operating Officer.


It didn’t happen overnight. 


It’s not just mental,  it’s physical.


It’s long days, longer nights.


It’s entertaining clients, traveling, and being there for your team in the trenches, not just leading from above, but walking beside them.


So what sets someone apart at this level?


A mix of passion, assertiveness, and the constant desire to grow. 


That’s the mindset that separates people who want the title from those who earn it.


This is modern leadership.


Grounded, relentless, and deeply connected to the people who make it all happen.


😎 Do Hard Things.


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1 month ago
26 minutes 29 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Lauren McSorley

“Say no when you need to, and ask people to do things when you need them to.” – Lauren McSorley


From day one, Lauren understood success isn't just about doing everything. 


It's about doing the right things, in the right order, with the right people.


The key? Trust.


Having a team and a network you can rely on changes everything. 


You can't, and shouldn’t, do it alone. 


When things pile up, the support of a dependable team is what keeps momentum going and quality high.


Yes, you can have a to-do list. 


But often, the real work is in the unspoken.


It’s about reading the room, sensing what’s off, and fixing it before it becomes a problem.


Leadership isn’t always loud. 


Sometimes it’s quiet intuition, strong boundaries, and knowing when to ask for help.


😎 Do Hard Things.


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1 month ago
28 minutes 7 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Morgan Ingram

“The reason most people say ‘either/or’ is because they’re very confident in that thing, but not the other.” - Morgan Ingram


Most execs don’t lean towards social selling because they didn’t use content to get to where they are.


They say:


“Make more calls.”


“Send more emails.”


“Host more events.”


Why? Because it’s what worked for them.


They didn’t close deals on LinkedIn when they were sellers.


To them, content and social selling feel like foreign concepts.


They think:


"Influencers? Dancers? That won’t drive pipeline."


But that’s the past.


We’ve got to leave it in the past.


We’re in a new world now.


Social selling wasn’t top of mind for them, but it doesn’t mean it shouldn’t be for us.


We either adapt or we get left behind.


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2 months ago
37 minutes 33 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Megan Prince

“Culture starts from the top and trickles its way down to the rest of the team.” – Megan Prince


If you want to build an amazing culture, start by being the example.


Leadership sets the tone.


No individual is greater than the team.


Strong foundations create strong teams.


Always act in the best interest of the group. 


That goes for everyone.


Be accountable.


Own your actions.


As a leader, you’re not just setting the pace, you’re driving it.


Practice what you preach.


Grow constantly.


Learn relentlessly.


Knowledge is power.


And leadership is responsibility.


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2 months ago
30 minutes 28 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Seung Paik

“Economics tells you what is, and reminds society of where it should be, and where it ought to go.” – Seung Paik

What’s the purpose of economics?

In the confusion, chaos, and uncertainty of life, economics helps you find a guiding point, a framework to move forward with clarity.

It draws a necessary tension between what is and what should be.

It asks:

Where are you now?

Where do you want to be?

And what forces are shaping the gap between the two?

Economics tells us: in a market with high demand, prices will rise.

But then comes the deeper question: Is that a good thing? Is that right?

Want to learn more about the rollercoaster curve and how leadership fits into the bigger economic picture?

Tune into the latest podcast episode with Seung Paik.

And don’t miss his upcoming book, Leadernomics, launching September 9th. Pre-Order now! 


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2 months ago
40 minutes 45 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Jason Marc Campbell

“Love and sales got discovered at the same time for me.” - Jason Marc Campbell


Jason’s first girlfriend came from a sales interaction.


Not a pitch. Not a trick. Just a real, human moment.


And that’s how he’s seen sales ever since:


Not as pressure.


But as presence.


As connection.


When you sell something good, there’s happiness on the other side.


Sales doesn’t have to feel like a drag.


It doesn’t have to feel manipulative or transactional.


When you’re in it for the right reasons…


To help.


To serve.


To make life better for someone else…


Your results follow.


We talk about all of that in this episode: 


Mindset. Ethics. Fulfillment.


And how falling in love and falling into sales can sometimes look the same.


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2 months ago
40 minutes 2 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Devan Felano

“It’s okay if you look around and no one is like you. It’s okay to be the first.” - Devan Felano


Being the first can feel lonely. 


Uncomfortable. Even intimidating.


But it’s also powerful. Inspiring. Transformative.


Have thick skin.


Prove yourself. 


Be the most prepared in the room. 


Earn their buy-in.


Get to know people. 


That’s how you grow. That’s how you lead.


Don’t just take up space, shape it.


Become a trusted voice.


Become a better leader.


Make it easier for the next “first.”


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3 months ago
40 minutes 22 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo FT. Brian Burke

“I wasn’t willing to pick plan B.” - Brian Burke


That’s not just a quote.


It’s a mindset.


Brian started flipping phones on eBay in college.


Then he made a pivot most wouldn’t:


Laser focus on Apple only.


No distractions. No backup plans.


Because when you’re obsessed with what you’re building, you don’t need a safety net.


You need grit.


You need resilience.


You need to treat customer service like it’s your product.


Most people chase convenience.


Brian chased excellence.


This episode is for the builders.


The sellers.


The ones who refuse to settle.


If you’ve ever been tempted to compromise, don’t.

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3 months ago
34 minutes 30 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Justin Ashby

"I am your sales guy who is actually in marketing." - Justin Ashby


Why does content miss the mark?


Because it forgets who it’s for.


Not for the boardroom.


Not for the algorithm.


For people.


Real ones.


The story behind your product is what gets remembered.


And when the story sticks?


The product moves.


One good story can power the whole go-to-market.


It’s not about volume.


It’s about resonance.


This one’s for the marketers who want to sell better, and the sellers who wish marketing actually helped.


Let’s tell better stories.


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3 months ago
46 minutes 56 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Melissa Gaglione

“I thought I was supposed to be a teacher… because that’s what I was told.” – Melissa Gaglione


But when the classroom felt more like a chain, there was another path:


Sales.


The lesson?


You don’t need permission to pivot.


You need courage.


B2B or B2C, it’s all H2H. 


Human to Human.


People don’t buy what’s loudest.


They buy what feels right.


Attention is the new currency.


Brand is your biggest edge.


And the best content? It’s already inside your walls.


Let your people lead.


Set the right expectations.


And let them post what they believe in.


This episode is for anyone tired of sounding the same, and ready to sell different.


Season 3, Episode 1.


Let’s go.


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3 months ago
36 minutes 43 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Kevin Dorsey

“If you can’t sell it as a founder, you shouldn’t hire sellers.” – KD


Sales isn’t just hard.


It’s misunderstood.


It requires more skill, more repetition, and more discipline than most are willing to admit.


Founders:


Before you scale, you need to sell.


Before you lead, you need to know what good looks like.


You can’t outsource the blueprint.


Diagnose.


Define.


Then drill, daily.


Because process isn’t the problem.


The wrong process is.


Proof of performance is the only metric that matters.


When we need to hire:


We give you the answers to the test.


What matters is how you prep, follow, and grow.


When a rep says:


“Can I take that feedback and try again?”


Hired.


This episode is for the founders trying to scale sales right, and the reps ready to rise.

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3 months ago
51 minutes 22 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo FT. Gregg Turkovich

“Kan Jam was the start of my entrepreneurial life.” - Gregg Turkovich


That one product kicked off a chain of opportunities. 


But nothing about the path is easy.


Every founder hits hard times.


Some push decisions down the road.


That road becomes a hole.


A hard place to get out of. 


The ones who win?


They face the data.


They make small changes along the way.


Stay on track.


Good data → Good decisions → Good outcomes.


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3 months ago
33 minutes 56 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo FT. Sabrina Shafer

“Don’t worry about them. Get better every single day for yourself.” - Sabrina Shafer


It wasn’t “I can’t do it.” 


It was “I’m going to do it.”


Fear isn’t a stop sign. 


It’s a signal.


Discomfort isn’t the enemy.


It’s the path.


What scares you most? 


That’s where the growth is.


When you know where to focus, everything changes: your energy, your outcomes, your life.


You don’t need approval.


You need alignment.


Lead with humility.


Move with intention.


And double down on what matters, especially when it’s hard.


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4 months ago
41 minutes 9 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo FT. Richard Washington

“Collaborative culture is the culture that wins.” - Richard Washington


There are 4 types of hires.


Which ones are you making?


Most hiring decisions are based on the past.


But the real edge? Hiring for the future.


Context matters.


The stage of the company matters.


Resumes? Overrated.


Plenty of people ace interviews.


The best ones often don’t.


We hire for grit, and you won’t find that in a CV.


Leaders? They’re people-first.


Money-driven? That’s fine…


But the real question is: what do they want it for?


Chasing more is easy.


Chasing meaning is rare.


Show more...
4 months ago
51 minutes 52 seconds

Do Hard Things Podcast
Do Hard Things A Podcast With Gabe Lullo Ft. Kat Nichols

“You don’t find your purpose. You build it.” – Kat Nichols


Sometimes the path isn’t clear, and that’s okay.


The journey is yours to craft, brick by brick.


In a world obsessed with overnight success and quick fixes, cut through the noise. 


Show up consistently. 


Be vulnerable. 


Build your story authentically.


Hiring, leadership, and mindset. 


It’s all about intentionality.


Being raw and real will always resonate more than perfect polish.


And how owning your narrative, professionally and personally, creates a magnetic brand that attracts the right people.


No fluff. No gimmicks. 


Just real talk on how to move from stuck to unstoppable.


If you want clarity in your career and your content, this episode will give you the push you need.


Because at the end of the day, only you know what you’re capable of, and it’s time to start showing it.

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4 months ago
38 minutes

Do Hard Things Podcast
Meet Gabe Lullo. Gabe Lullo is the CEO of Alleyoop, a sales development agency working with industry giants such as ZoomInfo, Salesloft, and Adobe. He has trained over 8,000 salespeople across diverse businesses and, during his tenure in Alleyoop, he has personally hired and managed more than 1,500 SDRs. With over two decades of experience in sales, marketing, and executive recruitment, his strategies have significantly driven Alleyoop’s growth.