Do Hard Things Podcast

Gabe Lullo

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.

  1. Do Hard Things A Podcast With Gabe Lullo Ft. Tony Brophy

    3h ago

    Do Hard Things A Podcast With Gabe Lullo Ft. Tony Brophy

    "People don't actually do the thing for hours on end every day consistently. They just talk about theory." - Tony Brophy Tony started cold calling in a boiler room in Dublin. His first day on the job, someone handed him a phone, a stack of magazines, and a script, then told him to start dialing.  He had no idea what he was doing, but he kept showing up anyway, and two years later he built a business around it. Not a coaching program. Not a course. Actual cold calling, for clients who hand him a list and expect results.  Six hours on the phone the day he recorded this episode, running hour-and-a-half call blocks five or six times a day, speaking to roughly 20 people per block, a quarter of whom hang up the moment he opens his mouth. He calls it getting kicked in the teeth for a living. The reason he went all in on one channel and one service, no multi-channel strategy, no fancy funnels, is simple: he's got ADHD and if he doesn't lock onto one thing, he goes off the rails.  So he picked the hardest thing in sales and did it every single day until the discomfort became background noise. His advice to new SDRs comes down to a few things.  Set call blocks and protect them. Follow the script instead of trying to be clever before you've earned the right to improvise. Speak like a normal person, not like someone auditioning for a movie. And when a prospect asks if you're AI, have something ready. His line: they don't have the Irish accent on AI yet, mate. Everything else is just showing up and making the dials. "The only way you're going to get better is by pushing through that fear and that discomfort. Nobody else is going to do it for you."

    25 min
  2. Do Hard Things A Podcast With Gabe Lullo Ft. Neil Weitzman

    4d ago

    Do Hard Things A Podcast With Gabe Lullo Ft. Neil Weitzman

    "The GTM bar is quite low. And that's a good thing for those of us who get it." - Neil Weitzman, Fractional CRO and Founder of Weitzman Go to Market Neil's philosophy comes down to three words: get it done. Not more frameworks, not more slide decks, just execution. His take on the say-do ratio is simple: If you say you're going to do something, do it. If you can't, communicate it before someone has to ask. Sounds obvious. Yet most companies still miss the mark. The follow-up that never comes, the quote promised on Tuesday that's still sitting in the drafts on Friday. The proposal that takes two weeks instead of two days. Neil's point: the bar is so low that simply doing what you say you'll do already puts you ahead of most of the market. When he joins a company as a Fractional CRO, he starts with the data. Do they know what good looks like in their funnel? What's converting? Where are deals getting stuck? Most companies have fragments of the answer.  Very few use that information to coach, hire, and improve consistently. Build the foundation, create repeatable systems, get the team running, and eventually hand it off to a full-time leader. And for founders who say they want honest feedback? He'll give it. The best ones are willing to hear it.

    43 min
  3. Do Hard Things A Podcast With Gabe Lullo Ft. Sam Hollander

    Jun 22

    Do Hard Things A Podcast With Gabe Lullo Ft. Sam Hollander

    "You still have to have some form of human personalization. You still have to pick up the phone. You still have to build relationships." - Sam Hollander That's Sam Hollander's view on AI in sales. Not because he's anti-AI. Quite the opposite. After 18 years building revenue in markets where the traditional playbook doesn't exist, he's seen firsthand where technology helps and where it doesn't. He's led two companies through successful exits, and his first 90 days always look the same: talk to customers, pressure-test the messaging, and build operating structure. Because in startups, ambiguity is the biggest challenge. The only way through it is to create your own anchor. When it comes to outbound, Sam doesn't think the answer is more automation. At a conference last month, he watched a friend open her inbox: 1,000 unread emails from vendors. Just sitting there. That's why he's building LynkUp, a marketplace that connects high-intent buyers and sellers at conferences, turning random badge scans into intentional, confirmed meetings. The biggest deals of his career didn't start in an email sequence. They started in person. His advice for enterprise sales is simple: map stakeholders early, identify champions and blockers, and stay in touch consistently. Momentum matters. AI is great for saving time.  Great for research, writing, and prep work. But relationships still close deals.

    37 min
  4. Do Hard Things A Podcast With Gabe Lullo Ft. Zack Schneider

    Jun 17

    Do Hard Things A Podcast With Gabe Lullo Ft. Zack Schneider

    "Do you have the grit necessary to see it through? That's where I see a lot of people struggle." - Zack Schneider, Founder of Agency 15 Zack started his first agency at 19. Not because he had a plan, but because he had nothing to lose. By 26, he had scaled it to an exit. He'll be the first to tell you that naivety was the advantage. At Agency 15, every team member keeps a carabiner on their desk with 30 fundamentals on it.  Not values. Fundamentals. Specific, observable behaviors that managers can coach in real time. One fundamental each day. Every day. Until they stop being reminders and become habits. Today's fundamental: Practice blameless problem solving. Apply your creativity to solutions, not finger-pointing. Learn from mistakes faster than everyone else. Simple doesn't mean easy. In fact, most of the things that actually work are surprisingly simple. The biggest leadership lesson Zack learned came later. Growing the company wasn't about strategy. It was about replacing himself, over and over again, with people who were better than him at the things he used to do. He compares it to mountain climbing. As the altitude changes, some people adapt and keep climbing with you. Others reach a level where they can't go any higher. That doesn't diminish what they contributed. It just means they aren't the right people for the next stage of the climb. The companies that succeed aren't built by people who never struggle. They're built by people with the grit to keep climbing anyway.

    27 min
  5. Do Hard Things A Podcast With Gabe Lullo Ft. Tom Farley

    Jun 15

    Do Hard Things A Podcast With Gabe Lullo Ft. Tom Farley

    "We tell our stories because we do not heal in isolation. We need each other." - Tom Farley, Recovery.com Tom will tell you upfront that he doesn't walk into a room to motivate anyone.  He walks in because he needs to be there just as much as the person sitting across from him. He grew up in a big Irish family in Madison, Wisconsin, where drinking was just how you handled anything uncomfortable.  By the time he got to Georgetown, then Wall Street, he had built an entire identity around being sharp, polished, and put together, with no idea how hollow it felt underneath. The moment that cracked something open came before his own recovery.  He went to an AA meeting with his brother Chris Farley, in a basement in Hell's Kitchen, and watched him stand up and be more honest than Tom had ever seen him, in front of a room full of strangers.  He didn't understand it yet. But he never forgot it. Years later, when he found his own way into recovery, he finally did.  The only place he has ever felt real belonging wasn't his family, his career, or his religion. It was a church basement with people he never would have thought to sit with otherwise. He's been to recovery centers, prison programs, veterans' groups, and boardrooms since.  What he keeps finding is the same thing: people don't lack the desire to get better. They lack permission to be honest about where they actually are. His take on stigma is simple.  It comes from fear, and the only way through it is real human connection, not awareness campaigns, not likes or shares, but someone looking you in the eye and saying, I've been there too. "Recovery exists on the other side of fear. Every time you walk through it instead of drinking it away, you get stronger."

    49 min
  6. Do Hard Things A Podcast With Gabe Lullo Ft. Brianne Price

    Jun 10

    Do Hard Things A Podcast With Gabe Lullo Ft. Brianne Price

    "The brand is the most important thing. Everything you put out into the universe has to align with your three pillars. And if it doesn't serve you, cut bait and move on." - Brianne Price, CPG Executive and Chief Revenue Officer Brianne didn't get into consumer brands from a business school case study. She got in from a salon floor, sweeping hair, when a new line called Bumble and Bumble came in and she thought the packaging and messaging was the coolest thing she'd ever seen. That moment launched a career scaling brands from under $10 million to over $100 million. The hard part was never the product. It was knowing when to stop protecting what was built and start being honest about what needed to change. Her take on where most brands get stuck: they get really good at one channel, Amazon, DTC, or retail, and struggle to make the jump to the next. The brands that break through aren't necessarily the ones with the best product. Everyone has good products now. What separates them is whether consumers see the brand as part of their lifestyle, not just something on a shelf. Her advice to founders stuck between $5 million and $20 million comes down to one question: What is your customer's experience like right now? The longer you're in business, the easier it is to see your brand through internal eyes instead of customer eyes. That's when growth stalls. The brands that reach the next level are willing to challenge their assumptions, stay aligned with what the brand stands for, and adapt before the market forces them to. They stay honest about what's working, what's not, and what needs to change.

    28 min
  7. Do Hard Things A Podcast With Gabe Lullo Ft. Ari Barmapov

    Jun 8

    Do Hard Things A Podcast With Gabe Lullo Ft. Ari Barmapov

    "A lobster knows when it's time to shed its shell when it starts getting uncomfortable. If it never felt uncomfortable, it would never grow." - Ari Barmapov, Co-founder of Foundations Ari didn't start in a boardroom. He started at Blockbuster, selling membership add-ons from behind a cash register, just asking everyone who walked in.  The more he asked, the better he got, and he ended up the top salesperson in the entire district.  That was the whole formula, and it hasn't changed since. No auto-dialer, no real CRM. Just a phone, a phone book, and 150 to 200 manual dials a day.  Brutal reps, but invaluable ones.  Four President's Clubs later, he built Foundations to give founders what nobody gave him. His take on why founders stay stuck in founder sales: they try to delegate before they've done the work themselves.  BDRs aren't there to figure out your business, and a VP of Sales isn't going to cold call for you.  The only way out of founder sales is through it.  Do it yourself, do it a hundred times, know what works, then pass it on. On cold calling being dead: it isn't.  People say it's dead because you can't sell a $99 course on it.  You actually have to pick up the phone, and most reps today won't sit down and make focused calls for 90 minutes. Not because they don't have the time, but because they don't want to be uncomfortable.  That discomfort is the whole point. The one question he leaves every founder with: when was the last time you booked a meeting with someone you didn't know?  If you can't remember, you already know what to do next.

    35 min
  8. Do Hard Things A Podcast With Gabe Lullo Ft. Chason Forehand

    Jun 3

    Do Hard Things A Podcast With Gabe Lullo Ft. Chason Forehand

    "We don't just flip eggs. We flip lives." - Chason Forehand, Founder of Transformation Kitchen Chason is a HR advocate with 45 years spanning culinary, human resources, and DEI.  He is someone who knows exactly what it feels like to need a sandwich and have no idea what comes next. Chason grew up as the oldest of six boys in an abusive home. By college, the guardrails were off. Straight-A student to academic probation in under a year. Drugs. An attempt on his own life. Incarceration. Then a chef found him. Ten years clean and sober, someone who cared as much about people as he did about food. He became a mentor, a sponsor, a friend. That changed everything. The hardest thing Chason ever did wasn't build a program. It was putting his hand up and asking for help. Now he makes it easier for others to do the same. Transformation Kitchen isn't job training. It's what he calls a forge. You come in, you transform, and you never age out. The metric isn't who completed the 12 weeks. It's where you are five years later. Still housed? Still employed? Still clean? Because if all you hand someone is a sandwich, you've handled today. Nothing else. "The most profitable companies are driven by purpose." Doing hard things isn't just a personal challenge. It's an organizational one.  It means paying people what they're actually worth.  It means building culture that outlasts any one quarter.  It means showing up for your community when there's no immediate ROI. For companies that want to get involved beyond writing checks: volunteer, join a board, post about an organization you believe in.  Your social circle is different from theirs. That difference has real value. Start there.

    35 min
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5
out of 5
90 Ratings

About

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.

Information

  • Creator
    Gabe Lullo
  • Years Active
    2024 - 2026
  • Episodes
    89
  • Rating
    Explicit
  • Copyright
    © Gabe Lullo
  • Show Website
    Do Hard Things Podcast

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