Actually, I Can.

Lindsay Tjepkema
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What if the voices that say "you can't" and "you shouldn't" are wrong? Actually, I Can. is a celebration of bold choices, courageous journeys, and the deeply personal stories of founders, visionaries, and leaders who dared to defy the doubters and choose "yes" even when the world kept saying "no." This isn’t about growth hacks or formulas—it’s about the raw, human moments that shape real leaders. Host Lindsay Tjepkema sits down with real leaders and digs deep into the grit, grief, and reinvention that turned real dreams into exceptional realities. Whether you're an entrepreneur, a dreamer, or on the edge of your next big move, Actually, I Can. will inspire you to trust your intuition, bet on yourself, and redefine success on your own terms.

  1. MAY 5

    Be More Difficult with Katie Robbert

    Katie Robbert has been told to stay quiet, stay in her lane, and let someone else be the face of the company. She heard it from a mentor she respected. She heard it from investors. She heard it so many times she almost believed it. She didn’t.  Katie is the CEO of Trust Insights, an AI education and analytics firm she co-founded eight years ago. And she holds that title deliberately, because someone told her she shouldn’t.  In this episode, she pulls back the curtain on what it actually took to get there: the verbally abusive VP she was told to just tolerate, the investor feedback that nearly made her hand over the CEO seat, and why she’s now built a virtual version of herself to run ideas past before they get to her. The answer is always the same: it’s going to ask a million questions. What you’ll learn: Why “don’t rock the boat” advice - however well-intentioned - can quietly wire you to shrink instead of leadWhat Katie did when investors told her a female CEO would tank her chances of fundingHow to tell the difference between a battle worth fighting and one that will just cost youWhy the people who say yes to everything are the ones who keep leaving, and what Katie looks for insteadHow Trust Insights built a virtual Katie Robbert AI trained on her own decision-making style (and why the team runs ideas past it first)What real community looks like for founders who need someone to be honest with - not impressed by themAbout Katie Robbert Katie Robbert is the CEO of Trust Insights, a data analytics and AI education firm she co-founded with Christopher Penn in 2017. With over 15 years in AI and analytics, she has built a reputation for asking the questions other people are afraid to ask - in client work, in company culture, and in every room she walks into. Trust Insights serves organizations navigating real-world AI adoption and has been a resource in the space long before generative AI became a boardroom talking point. Katie is an introvert who runs a public-facing company, a pragmatist who works alongside one of the most innovative minds in marketing AI, and a CEO who was told she shouldn’t be one. This episode is for anyone who has been handed advice that was really just a request to make themselves smaller — and is trying to figure out when to ignore it. 📩 Subscribe to the newsletter: lindsaytjepkema.substack.com  🔗 Follow Lindsay on LinkedIn 🔗 Follow Katie on LinkedIn 💼 Learn more about Trust Insights: trustinsights.ai

    38 min

  2. APR 28

    Operate Out of Abundance with Ted Harrison

    Ted Harrison has heard the advice a hundred times: negotiate everything, ask for the friends and family discount, don’t spend what you don’t have to. He heard it from other agency founders. From coaches. From people who have genuinely built successful businesses. He thought about it, and then he emailed a vendor to ask them to charge him more. That’s not a bit. That’s just how Ted builds. The founder of Neuemotion, a 360 full-service B2B marketing agency, Ted doesn’t believe in treating cash as scarcity. His first principle as a company: operate out of the abundance of what’s possible, not the fear of what might happen. Two and a half years in, bootstrapped, and named one of Ad Age’s Best Places to Work, he’s got some evidence it’s working. What you’ll learn: Why “save your money” advice - however well-intentioned - can quietly wire you to build from fear instead of possibilityHow Ted’s 10 company values actually function as a decision-making system (and why one of them explicitly says Neuemotion is not your family)What building a business inside Twitter taught him about transparency, ownership culture, and running a p&lWhy Ted has a personal AI agent trained on years of his own writing - and uses it as a gut-check mirror when no one else is in the roomThe one piece of advice Ted gives every founder: build values that actually fit you - because friction you create for yourself is the worst kind About Ted Harrison Ted Harrison is the CEO and Founder of Neuemotion, a 360 full-service agency for B2B marketers. Before starting Neuemotion, he spent six years at Twitter - including a year at X post-acquisition - where he built an internal business that drove significant revenue and learned what it actually looks like to run a company from the inside out. He left in 2023 and bootstrapped Neuemotion from day one, building it around 10 company values that function less like a culture deck and more like an operating system. Neuemotion was named to Ad Age’s Best Places to Work in 2026. Ted is also a believer in paying full price - especially for friends. This episode is a masterclass in what happens when you stop optimizing for the worst-case scenario and start building from what’s actually possible - and why that shift in mindset might be the most practical business decision you ever make. TIMESTAMPS [0:00] The Bad Advice: “Don’t Spend Your Money” [00:42] Meet Ted Harrison [03:23] Abundance Over Scarcity [04:14] Friends Pay Full Price [06:17] Spend on Quality People [08:15] Values in Daily Decisions  [13:35] Neuemotion Values [19:55] Using AI as a Mirror [21:54] Discernment in Spending  [25:26] Best Advice for Founders 📩 Subscribe to the newsletter: lindsaytjepkema.substack.com  🔗 Follow Lindsay on LinkedIn 🔗 Follow Ted on LinkedIn 💼 Learn more about Neuemotion: https://www.neuemotion.com/

    28 min

  3. APR 21

    Think Smaller? No Thanks. with Nomiki Petrolla

    Nomiki Petrolla gets told to think smaller. A venture contact - someone who didn’t know her well enough - looked at her vision for Theanna and decided the problem she’s solving is probably just a “lifestyle business.” Nomiki, who has been obsessively building for 15 years, collecting data points and ignoring the noise, heard the feedback and thought: no thanks. Then she moved on. What you'll learn: Why “think smaller” advice usually says more about the advisor’s belief in you than the actual size of your ideaHow to turn founder feedback into data - and why documenting everything changes the way you filter signal from noiseThe four things your inner circle actually needs to have (hint: one of them is macro and micro-economic fluency)How Nomiki found investors, founders, and $138K in ARR through organic TikTok - by building in public before it felt safeWhy the self-work isn’t a side quest - it’s the whole game for founders who want to think and build bigAbout Nomiki Petrolla Nomiki Petrolla is the Founder and CEO of Theanna, an AI platform that combines community and adjacent systems to help women builders create companies. She started Theanna because she identified systemic gaps in how women founders access product development knowledge. Before Theanna, she spent 15 years in the zero-to-one stage of business, surrounded entirely by founders and builders. She’s been networking that long too, which is why her founding engineer is someone she worked with in her first job in 2012. She lives all of this out loud on TikTok, which is also somehow where she found investors. This episode is a masterclass in data-driven discernment — how to collect feedback obsessively, filter it ruthlessly, and trust yourself anyway. Especially when the feedback is coming from venture. TIMESTAMPS [00:00] The Bad Advice[00:39] Meet Nomiki Petrolla, Founder & CEO of Theanna[01:01] Think Smaller? [03:06] Filtering Feedback with Data[05:05] Document and Analyze Advice[06:35] Gut Checks and Trusted Circle[08:58] Finding the Right People[10:10] Networking and TikTok Flywheel[14:40] Mission Values and Why It Matters[18:27] Family Support and Relationships[23:07] Reframing Think Smaller[25:20] Closing and Call to Action📩 Subscribe to the newsletter: lindsaytjepkema.substack.com  🔗 Follow Lindsay on LinkedIn 🔗 Follow Nomiki on LinkedIn 🌱 Learn more about Theanna: theanna.io

    27 min

  4. APR 14

    Why would I give up? with Alina Vandenberghe

    Alina Vandenberghe gets asked constantly: "Why don't you seek an exit?" In CEO communities, at events, from advisors, the assumption is always that a $3 billion exit is the ultimate goal every founder should pursue. She's been building Chili Piper for a decade. She's not selling. What you'll learn: Why the standard exit advice completely misses the point for values-driven foundersHow Alina transformed from someone who "didn't comprehend human connection" to organizing intentional dinners and building real relationshipsThe daily pressure founders face (and the one thought that keeps Alina going when the arrows come flying)Why proving capitalism can look different became her actual mission - not the exit fantasyHow to withstand relentless pressure when you're building something that doesn't fit anyone else's playbookAbout Alina Vandenberghe Alina Vandenberghe is the co-founder and co-CEO of Chili Piper, a company helping marketing teams and GTM ops people get more pipeline with agents. She started the company to create an environment where she and her husband could thrive, solving complex puzzles with fun people, remotely, with joy and compassion. Before Chili Piper, she climbed from intern to SVP at publicly traded companies across FinTech, healthcare, and education. She made a lot of money. She was very unhappy. Now she's building her own definition of success. This episode is a masterclass in what happens when you have the audacity to reject everyone's advice and discover your own path - and why the courage to simply be yourself might be the most important work you do as an adult. TIMESTAMPS [0:00] The Bad Advice[0:35] Who Alina Is and How Chili Piper Started[2:46] "The Most Important Thing We Do Is Have the Courage to Be Ourselves"[14:35] The Relationships Revelation: The Communication Course That Changed Everything[17:37] Why Exits Are Tempting (And Why She Says No Anyway)[18:13] "If You Can't Do It, There's No One Else Who Can Do It"[19:24] Advice for Founders Feeling the Pull📩 Subscribe to the newsletter: lindsaytjepkema.substack.com  🔗 Follow Lindsay on LinkedIn 🔗 Follow Alina on LinkedIn 🌶️ Learn more about Chili Piper: chilipiper.com

    22 min

  5. SEASON 2 TRAILER

    Actually, I Can. Season 2 Trailer

    Actually, I Can is a show for founders who are tired of being told how they’re supposed to bring their vision to life. Every episode focuses on guidance the guest received that turned out to be terrible advice for them as a founder. Host Lindsay Tjepkema talks with founders about these moments, how they responded to them, and what happened because of it. These are not origin stories or victory laps. They’re real conversations about pressure, doubt, tradeoffs, and decision-making when the stakes are high. Through each story, Lindsay helps surface how founders stay aligned with who they are: their vision, values, relationships, creativity, and energy - even when the world seems to constantly push them to pursue the predictable path. If you’re building something that doesn’t fit the mold, questioning the advice you’re getting, or trying to protect the thing that made you start in the first place, this show is for you.

    2 min

  6. 09/10/2025

    Actually, You CAN Build A Business For Bereavement with Justin Clifford

    What does it look like to build something that companies aren't ready for? Justin Clifford is the CEO of Bereave, a company helping organizations navigate death, bereavement, and grief support in the workplace. Justin opens up about what it’s like to lead a “death tech” company, the resistance he’s faced, and how he’s building a platform that changes the way we're supported through loss. Because grief is universal, but support isn’t. If you've ever been told that your vision was too heavy, too different, or too taboo, this conversation is for you.  Learn more about Justin's work with Bereave.  Stay connected with Lindsay: Connect with Lindsay on Linkedin.Learn more about Lindsay's work here.Subscribe for monthly updates, resources, and events from Lindsay here.

    42 min

  7. 08/27/2025

    Actually, You CAN Dive In And Learn As You Go with Fabian Rodriguez

    What if the path you’re on isn’t the one you’re meant to stay on? Fabian Rodriguez opens up about the power of letting go of outdated definitions of success, the invisible toll of constantly trying to “prove” yourself, and the freedom that comes from finally asking: What do I want? From golden handcuffs to questioning the definition of "dream life," this episode is a reminder that you have permission to choose YOU.  Learn more about Fabian's work with Culture Collaborative Media. Stay connected with Lindsay: Connect with Lindsay on Linkedin.Learn more about Lindsay's work here.Subscribe for monthly updates, resources, and events from Lindsay here.

    52 min

  8. 08/13/2025

    Actually, we BOTH CAN with Kelly Ramsdell

    What if the version of your life that feels “off course” is actually the one that leads you exactly where you’re meant to go? Coach, creative, and former attorney Kelly Ramsdell (the powerhouse behind another business called Actually I Can) unpacks how to stop "shoulding" all over yourself, why no path is ever wasted, and how self-love and nervous system regulation are non-negotiables for bold action. From inventory management to law, from poetry to painting, and from chronic illness to personal reinvention, Kelly shares her deeply personal journey of reclaiming her life, rewriting her inner dialogue, and helping others do the same. Learn more about Kelly's work with Actually I Can. Stay connected with Lindsay: Connect with Lindsay on Linkedin.Learn more about Lindsay's work here.Subscribe for monthly updates, resources, and events from Lindsay here.

    46 min
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Trailers

Ratings & Reviews

5
out of 5
8 Ratings

About

What if the voices that say "you can't" and "you shouldn't" are wrong? Actually, I Can. is a celebration of bold choices, courageous journeys, and the deeply personal stories of founders, visionaries, and leaders who dared to defy the doubters and choose "yes" even when the world kept saying "no." This isn’t about growth hacks or formulas—it’s about the raw, human moments that shape real leaders. Host Lindsay Tjepkema sits down with real leaders and digs deep into the grit, grief, and reinvention that turned real dreams into exceptional realities. Whether you're an entrepreneur, a dreamer, or on the edge of your next big move, Actually, I Can. will inspire you to trust your intuition, bet on yourself, and redefine success on your own terms.

Information

  • Creator
    Lindsay Tjepkema
  • Years Active
    2025 - 2026
  • Episodes
    26
  • Rating
    Explicit
  • Copyright
    © 2026 Lindsay Tjepkema
  • Show Website
    Actually, I Can.