Do Hard Things Podcast

Gabe Lullo

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BUSINESS

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.

15 HR AGO

Do Hard Things A Podcast With Gabe Lullo Ft. Devain Doolaramani

“Post through it.” - Devain Doolaramani If a post tanks… post again. One bad post doesn’t define your audience, your content, or your career. The only way to improve is to keep showing up. That doesn’t mean you can’t take a break. If you need one, take it. But the key is finding your balance and continuing to create. Too many creators stop after a post underperforms. They overanalyze it, question everything, and lose momentum. The reality is that consistency compounds. The creators who build real careers aren’t the ones who never miss. They’re the ones who keep posting through the misses. Momentum matters more than perfection. Because every creator eventually learns the same lesson: The only way to find the post that works… is to keep posting.

28 min
1 DAY AGO

Do Hard Things A Podcast With Gabe Lullo Ft. Andrea Bumstead

“Throughout my career, I have followed really big hard problems. I love digging in.” - Andrea Bumstead After a major restructuring, Andrea found herself in a position many senior leaders know well: deciding what comes next. Her initial focus was clear, network hard, and land the next VP role. But during that process, two important realizations surfaced. Lesson #1: Right now, many companies are hesitant to take a risk on a senior VP. Lesson #2: Andrea realized she didn’t want to take that same risk either. As she spoke with companies, she noticed a pattern. Almost every conversation revealed big, complicated challenges, the kind that required experienced leadership, but not always a full-time executive. That’s when the insight clicked. Instead of joining one company to solve one big problem, she could help many companies solve theirs, with far less risk on both sides. So she built something new. A company designed to tackle the kind of problems she has always loved: the messy, complex, high-impact ones. Sometimes the best opportunities don’t come from avoiding hard things. They come from leaning directly into them. Because when you build your career around solving big problems, you eventually realize… The problem itself might be the opportunity.

35 min
27 FEB

Do Hard Things A Podcast With Gabe Lullo Ft. Christopher Regnier

“Right now, rawness is real. Human-to-human connection is at the heart of everything we do in sales.” - Christopher Regnier Think about it. When you’re on a call, and you catch yourself wondering, “Is this AI?” When you see a perfectly polished video on LinkedIn and think, “Is this even real?” The moment doubt creeps in, trust drops. And doubt is the last thing you want from a prospective buyer. So if you’re hesitating to send a voicenote or post a video because you stumbled over a word, paused too long, or didn’t sound perfect, leave it in. That imperfection is proof you’re human. And people connect with humans, not perfection. We don’t build relationships through flawless scripts. We build them through authenticity. AI can support the process, but it can’t replace genuine human connection, not yet. Stay real. Stay human. Stay ahead.

39 min
26 FEB

Do Hard Things A Podcast With Gabe Lullo Ft. Andry Hendry

“We are all selling on the same sales floor. We are all doing the same things during the day. And then I go home and practice for another work day. By the time 6 months have passed, I’ve had way more time in the role.” - Andrew Hendry Growing up with the philosophy that no one is coming to save you means you learn to save yourself. Sales doesn’t reward clock-watchers. It rewards those who show up, learn relentlessly, and outwork everyone else. There is more sales training available online for free than in any other industry. The tools are there. The knowledge is there. What’s missing is action. People who treat sales like a 9-5 get paid like it. If you want to make $200-300k+, you have to work like it. Put in the extra hours. Study the scripts. Run the roleplays. Practice when no one is watching. Because success doesn’t wait.

31 min
23 FEB

Do Hard Things A Podcast With Gabe Lullo Ft. Sara Hanegby

“I’m looking for real examples. People who have built something before, and maybe even failed, but got back up and tried again.” - Sara Hanegby That’s exactly who thrives in sales. Not the ones with the perfect script. Not the ones with the smoothest pitch. But the ones with grit. The people who can take rejection, learn from it, and show up the next day ready to try a different angle. Sales is hard. Emotionally, mentally, and professionally. We’re not outside doing physical labor. It happens behind screens. In conversations. In follow-ups. In the quiet persistence no one sees. And that perspective matters. From where we sit, inside the calls, the objections, the silence after a proposal, resilience becomes the real differentiator. The ability to hold a genuine conversation. To listen. To adapt. To fail without folding. Experience doesn’t always look like a flawless track record. And in sales, the people who get back up are the ones who last.

28 min
17 FEB

Do Hard Things A Podcast With Gabe Lullo Ft. Darrell Clack

“I wanted to sell an opportunity rather than a product, and that is why I became a recruiter.” - Darrell Clack A lot of people assume being a recruiter is just posting jobs and filling roles. It is way more than that. Recruitment, when done properly, is about changing lives. It’s about opening doors. It’s about spotting potential in someone before they fully see it themselves. Darrell talked about how LinkedIn became a turning point for him. Not because it was a place to post jobs. But because it was a platform to build a voice. A place to challenge conversations. A place to advocate for change. A place to stand for something bigger than “filling roles.” LinkedIn is not just a job board. It’s a stage. And the people who win here are not just recruiters. They’re educators. They’re advocates. They’re storytellers. They’re leaders in their lane. People do listen. People want to see change. And they want to see people brave enough to talk about it.

35 min
16 FEB

Do Hard Things A Podcast With Gabe Lullo Ft. Gal Aga

“I realized I had the pipeline. If I could take the existing high-achieving reps, increase ACV, and get them closing bigger deals at higher rates, they would all overachieve like crazy. We’d still hit the number, and we did.” - Gal Aga Sometimes, you have to step back to move forward. That means making decisions quickly. That means being okay with saying no. Making the hard calls. A great buying experience takes two to tango. Learning to say no in a sales process saves you time and energy. Because signing the wrong client, the nightmare one, only guarantees a longer, harder road ahead. Sales is tough. Sales is rough. Sales is hard. And that’s exactly why clarity and conviction matter.

45 min
11 FEB

Do Hard Things A Podcast With Gabe Lullo Ft. Stacy Case

Leadership isn’t about getting people to do exactly what you do. It’s about helping people learn how to lead themselves in what they’re already good at. Everyone on the team is working toward the same destination, the same goal, the same outcome. But the path to get there doesn’t have to look the same for everyone. We all bring different strengths, experiences, and perspectives. We don’t need to be driving in the same car for us to arrive at the same place. We just need to trust that you know how to use your skills to get there. I don’t specialize in every aspect of the work, and I shouldn’t have to. Strong leadership isn’t about being the expert in everything. It’s about recognizing expertise in others. “Being a good leader is finding someone who is good at doing it and motivating them to use their skills to be the special person they are to get to the end point with you.” - Stacy Case That’s the kind of leadership that builds ownership, confidence, and results, not just compliance.

31 min

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.

Creator

Gabe Lullo
Years Active

2024 - 2026
Episodes

59
Rating

Clean
Copyright

© Gabe Lullo
Show Website

Do Hard Things Podcast