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    Business

    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.

    Advertise
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    • Google Play
    • Spotify

    Latest Episodes:
    Do Hard Things A Podcast With Gabe Lullo Ft. Sugata Sanyal Mar 25, 2026
    Show notes

    “As an engineer you learn to balance the left and right side with an equal sign. And the equal sign always ends up being people” - Sugata Sanyal

    No matter how you define success in life or business, it always comes back to people.

    On one side, there are customers.

    Their needs, challenges, and expectations.

    On the other side, there’s the team.

    A group of people aligned to solve those problems together.

    The real work isn’t just in building solutions.

    It’s in understanding, connecting, and aligning people on both sides of the equation.

    People are at the center of everything meaningful.

    The best outcomes don’t come from optimizing systems alone.

    They come from investing in relationships, communicating clearly, and building environments where people can do their best work together.

    Whether you’re building a product, leading a team, or growing a business, the equation stays the same:

    People → Problems → Solutions → Results

    And at every step, people are the multiplier.



    Do Hard Things A Podcast With Gabe Lullo Ft. SOUL COLE Mar 23, 2026
    Show notes

    “Respect my rest” - SOUL COLE


    Flow state isn’t about doing more; it’s about being aligned.


    It’s the quiet moment when everything begins to slow down…


    …and somehow, you speed up in all the right ways.


    Your thoughts are clear.


    Your movements feel intentional.


    Your energy is steady, not forced.


    You’re relaxed, but fully alert.


    Calm, but deeply focused.


    That’s the space where your best work lives.


    We often glorify the grind, but flow doesn’t come from constant pressure.


    It comes from knowing when to pause, when to breathe, and when to trust your rhythm.


    Rest isn’t a reward. It’s a requirement.


    Protect it. Respect it. Build around it.


    Because when you honor your rest, you don’t just recover, you return sharper.


    Season 6 is now live!




    Do Hard Things A Podcast With Gabe Lullo Ft. SOUL COLE Mar 23, 2026
    Show notes

    “Respect my rest” - SOUL COLE


    Flow state isn’t about doing more; it’s about being aligned.


    It’s the quiet moment when everything begins to slow down…


    …and somehow, you speed up in all the right ways.


    Your thoughts are clear.


    Your movements feel intentional.


    Your energy is steady, not forced.


    You’re relaxed, but fully alert.


    Calm, but deeply focused.


    That’s the space where your best work lives.


    We often glorify the grind, but flow doesn’t come from constant pressure.


    It comes from knowing when to pause, when to breathe, and when to trust your rhythm.


    Rest isn’t a reward. It’s a requirement.


    Protect it. Respect it. Build around it.


    Because when you honor your rest, you don’t just recover, you return sharper.


    Season 6 is now live!


    Full episode in the comments.


    😎 Do Hard Things.



    Do Hard Things A Podcast With Gabe Lullo Ft. Tom Bright Mar 19, 2026
    Show notes

    “People think sales is a lot easier than it is.” - Tom Bright


    They don’t see the effort.


    The pressure.


    The sleepless nights.


    From the outside, it looks simple.


    On the inside, it’s anything but.


    So forget the word sales.


    What did you actually do well in that relationship?


    How did you make the problem clearer?


    And most importantly, how did your product or service solve their issue?


    That’s the work.


    Not the pitch.


    Not the closing line.


    The reason someone trusted you.


    Once you understand that, don’t keep it in your head.


    Capture it.


    Document what worked.


    Turn it into a playbook.


    Because great sales isn’t luck.


    It’s repeatable if you take the time to make it so.




    Do Hard Things A Podcast With Gabe Lullo Ft. Tom Bright Mar 18, 2026
    Show notes

    “People think sales is a lot easier than it is.” - Tom Bright


    They don’t see the effort.


    The pressure.


    The sleepless nights.


    From the outside, it looks simple.


    On the inside, it’s anything but.


    So forget the word sales.


    What did you actually do well in that relationship?


    How did you make the problem clearer?


    And most importantly, how did your product or service solve their issue?


    That’s the work.


    Not the pitch.


    Not the closing line.


    The reason someone trusted you.


    Once you understand that, don’t keep it in your head.


    Capture it.


    Document what worked.


    Turn it into a playbook.


    Because great sales isn’t luck.


    It’s repeatable if you take the time to make it so.



    Do Hard Things A Podcast With Gabe Lullo Ft. Nicky Coburn Mar 16, 2026
    Show notes

    “Your worth matters, no matter where you are. You are always building your legacy.” - Nicky Coburn


    Legacy isn’t something that starts later in life.


    It’s being built right now, in the small moments most people overlook.


    It’s in how you show up when no one is watching.


    It’s in the work you choose to do with care.


    It’s in the way you treat people along the way.


    No matter what you’re doing today, your job, your passion project, your conversations, approach it as if someone will look back on it long after you’re gone.


    Because in many ways, they will.


    Your actions tell a story about who you were.


    So whatever you do:


    - Do it with integrity.

    - Treat people with kindness.

    - Do work you’re proud to attach your name to.


    Your title doesn’t define your legacy.


    Your character does.


    And the truth is… you’re writing that story every single day.




    Do Hard Things A Podcast With Gabe Lullo Ft. Nicky Coburn Mar 16, 2026
    Show notes

    “Your worth matters, no matter where you are. You are always building your legacy.” - Nicky Coburn


    Legacy isn’t something that starts later in life.


    It’s being built right now, in the small moments most people overlook.


    It’s in how you show up when no one is watching.


    It’s in the work you choose to do with care.


    It’s in the way you treat people along the way.


    No matter what you’re doing today, your job, your passion project, your conversations, approach it as if someone will look back on it long after you’re gone.


    Because in many ways, they will.


    Your actions tell a story about who you were.


    So whatever you do:


    - Do it with integrity.


    - Treat people with kindness.


    - Do work you’re proud to attach your name to.


    Your title doesn’t define your legacy.


    Your character does.


    And the truth is… you’re writing that story every single day.



    Do Hard Things A Podcast With Gabe Lullo Ft. Devain Doolaramani Mar 10, 2026
    Show notes

    “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.



    Do Hard Things A Podcast With Gabe Lullo Ft. Andrea Bumstead Mar 09, 2026
    Show notes

    “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.




    Do Hard Things A Podcast With Gabe Lullo Ft. Christopher Regnier Feb 27, 2026
    Show notes

    “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.



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