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21st Century Entrepreneurship

Martin Piskoric
21st Century Entrepreneurship
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  • Jake Stahl: Are You Missing Hidden Decision Signals?
    Jake Stahl is a psychology-trained communication strategist, NLP master practitioner, and global trainer who has coached over 10,000 people across six countries—and we spoke about how people actually make decisions. His core premise is simple: every person has two profiles, the polished public one and the internal one “that responds to fear and biases and happiness,” and only that second profile makes decisions. Jake teaches leaders, founders, and sales teams how to communicate directly to that internal profile by learning to recognize the caption someone is “saying without saying.”A turning point in his work came from moments like a Zoom call where a prospect outwardly showed interest but subconsciously signaled discomfort by twisting her wedding ring. Jake noted that “her voice was saying we want to do business, her caption was saying you touched a scar,” which forced him to reframe on the spot. His method is a structured process—recognize the signal, identify the trigger, and reframe the moment—to regain trust and “own the room.” He applies the same lens to CEOs who look away, tap their pen, or turn their feet toward the door; every signal is data, and his rule is clear: call it out, never ignore it.Practically, Jake breaks communication into micro-behaviors that shape presence long before words do. He explains why “confidence is the precedent to results,” not the reward, and why people fail when they wait to feel ready. He also offers concrete tools—like the three elements of a trustworthy headshot: a genuine smile, upright or forward posture, and a slight head tilt that subtly signals trust.For anyone who wants to become unforgettable instead of overlooked, Jake’s approach provides a step-by-step way to read signals, control presence, and communicate to the part of people that actually decides.Key takeawaysSpeak to the internal profile that makes real decisions.Read subtle signals: gaze shifts, pen tapping, foot direction.Call out signals directly to regain attention and trust.Recognize triggers and reframe quickly to save the interaction.Build confidence through micro-behaviors, not results.Use headshot cues—smile, posture, head tilt—to pre-signal trust.
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  • Peter Maher: Can cash-flow beat broken credit?
    Peter Maher is the U.S. expansion lead for Ovanti—recently rebranded as Flote—and we spoke about why he left a stable, well-paid role in fintech leadership to build an alternative to what he calls a “very, very broken” credit system. With 12+ years in payments, partnerships, and market launches, he brought a career’s worth of operational and commercial experience to a problem he personally lived through.Maher’s motivation is rooted in his early setbacks. A single poor decision at 19 “cost me the better part of the next 10 years,” teaching him that a traditional credit score can deny people opportunities even when their real financial behavior is healthy. He argues that “credit score is not an indicator of affordability,” especially for the half of U.S. adults—gig workers, young earners, and credit-averse consumers—locked out of conventional financing.That belief underpins Flote’s model: instead of backward-looking credit data, they use linked bank accounts, real-time cash-in/cash-out analysis, and account-age patterns to understand someone’s actual financial stability. As Maher puts it, they assess consumers based on “the financial health or situation that they’re in now, not a snapshot of the past 10 years of their life.”He also detailed the realities of building a responsible lending infrastructure from scratch—earning trust in a market full of failed promises, making daily build-versus-partner tradeoffs, and convincing institutions to back a new underwriting model. Maher relies on endurance principles: don’t “boil the ocean,” focus on the next milestone, and keep the mission front and center for a small team wearing multiple hats. For him, the ethical imperative is clear: “Innovation does not have to mean exploitation.”Listeners will walk away with a concrete understanding of why affordability-based underwriting matters, how Flote’s model works in practice, and what it truly takes to build credibility in modern financial services.Key takeawaysReal-time cash flow often predicts affordability better than credit scores.Many gig workers are excluded due to inconsistent employment data.One financial mistake can suppress traditional credit scores for years.Building trust requires transparency after years of false industry promises.Focus on the next milestone instead of the entire long journey.Strong past relationships accelerate early-stage partnerships.
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  • Jeff Abraham: Why do men last 5:40 while women need 18 min?
    Jeff Abraham is an entrepreneur who retired after selling a semiconductor engineering company, and we spoke about how he later built a sexual wellness brand by using medical credibility instead of hype. He explained that “even in healthy couples, the average man finishes in 5 minutes and 40 seconds” while “the average female takes 18 minutes,” a difference he called “the arousal gap.” Rather than compete with “197 products online—shark fin, deer antler extract,” he chose to power statistically significant clinical trials and have board-certified experts speak for the results.He said that the turning point came from listening to customers, educating doctors, and refusing to rely on embarrassment or gimmicks. As he put it, “people said, is that an educational site or are you trying to sell product? I said both,” because correct dosing and informed use drive repeat outcomes. He also shared how leadership means joining employees “changing these labels” and spending hours in live chat to hear exactly how buyers discover solutions and what obstacles they face.For listeners, his story shows how data, humility, and customer understanding can outperform shortcuts and noise—especially in markets filled with stigma and misinformation.Key takeawaysUse clinical proof to differentiate in crowded, distrustful marketsEducate customers so correct use drives repeat resultsListen to buyers to shape products and messagingEarn credibility through real experts, not stock imageryLead by working alongside employees and customersPlan exit strategy early: joint venture or acquisition
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  • AJ Cassata: Can Cold Email Really Fill a Sales Pipeline?
    AJ Cassata is an entrepreneur who has spent more than a decade building companies using one core mechanism—outbound lead generation. We spoke about why so many founders struggle with lead flow and how, as he says, “leads are the lifeblood of your business,” yet most assume they need ads, a large audience, or influencer status to grow.His turning point was realizing that targeted outbound—“starting conversations with your target market at scale”—can outperform paid channels when done with precision. AJ walked through his three-step Repeatable Revenue Method: identify the exact ICP, message them directly, and follow up fast. Throughout our conversation he stressed specificity, noting that if you aim broadly, “you’re going to be so generic that you’re not really going to speak to anyone.” He also broke down why cold email must be treated as a one-to-one conversation, not a broadcast, and why the goal is simply to “pique their interest… and move them to the next step.”AJ shared the practical side too: how tools like Instantly can build lists, verify emails, and automate simple 2–3 step sequences so that outreach runs in the background. He emphasized that outbound works because it’s low cost, targeted, and quick to activate, saying you don’t need to be a tech expert—“within half a day” you can have a list, write templates, and have campaigns sending.For anyone looking to fill their pipeline without ads or a big audience, this episode offers a simple, proven structure you can begin using immediately.Key takeawaysLeads grow fastest when outreach is targeted to one clear ICP.Cold email works best as a short, conversational opener.Avoid selling in the first email; invite interest instead.Fast follow-up dramatically increases response likelihood.Build lists using proper databases, not generic purchased lists.Use cold-email-specific tools to protect deliverability.
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  • Paul Cecil: When can going public unlock real growth?
    Paul Cecil is the VP of Strategy at realpha and we spoke about how a young founder-minded strategist thinks through scale, pressure, and the role of AI in real business results. He began as a pre-med student, switched into business after realizing he “liked trading stocks a lot more,” and later worked for years without pay to learn capital formation. Joining realpha as employee number ten, he helped drive seven acquisitions, eight capital raises, and a NASDAQ listing in under three years.A key turning point for him was understanding what it really means to consider going public. As he put it, you must be “ready to figuratively get naked in front of the public,” with every detail, from lawsuits to losses, made visible. And once public, you “live and die by the quarter,” with pressure coming from every direction—yet that transparency unlocks credibility, national exposure, and new capital options such as ATM offerings that can provide next-day liquidity.We also discussed strategy in an era where AI acts as both leverage and potential customer. Internally, his team reduced week-long research cycles to “20 to 30 minutes,” allowing faster iteration and clearer decisions. He contrasted this lived experience with reports claiming AI yields no results, calling them “noise” compared to the signal he sees daily. He also argued founders must prepare for a future where AI agents—not humans—will evaluate products, make requests, and perform consumer tasks.Paul’s approach is shaped by a philosophy he learned from the book There Is No How: people chase prescriptions instead of clarity. By removing the “how” question and drawing insight from unexpected experiences—from guitar to skydiving to a six-day phone-free hike—he found sharper intuition about what to build, with whom, and when.Listeners will walk away with a grounded view of public markets, AI leverage, and strategic clarity in a world moving faster than ever.Key takeawaysGoing public demands full transparency and constant quarter-to-quarter pressure.ATM offerings give public companies flexible, immediate capital access.AI compresses research work from a week to under 30 minutes.Founders must design products for both humans and future AI agents.Strategy improves when you stop seeking prescriptions and focus on clarity.Non-work experiences can sharpen strategic thinking.
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About 21st Century Entrepreneurship

The 21st Century Entrepreneurship Podcast is a 4 x Gold-Award weekly show that features interviews with cutting-edge leaders and successful entrepreneurs. We talk about the fundamentals of starting and growing a business, achieving and maintaining success, as well as the difficulties of entrepreneurship and its future. Subscribe to the 21st Century Entrepreneurship Podcast and never miss an episode, so you can stay on top of the curve and gain the knowledge you need to succeed in today's competitive landscape.
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