Call the Shots. Own the Outcomes. A Founder’s Framework with Jon Reilly
Release Date: 04/17/2025
Making Decisions Like a Musician
The Cred Podcast
Bill Shafton spent nine years as the legal backbone of Grindr, navigating a Chinese acquisition, a national security divestiture, and a Wall Street IPO. In this episode, he breaks down his philosophy on decision-making: how research sets the boundaries, but instinct drives the performance. Tune in to learn how Bill operates in the gray areas, making high-risk decisions with incomplete data, and why “technical correctness” doesn’t shield you from reputational fallout. If compliance is the baseline, trust is the real metric. He also shares why the legal function is less like a gatekeeper...
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Why Consensus Is the Wrong Signal With Steven Rosenblatt
The Cred Podcast
In this episode of The Cred Podcast, Mack talks with Steven Rosenblatt, co-founder and General Partner at Oceans, about how decisions really get made when you’re building companies, backing founders, and choosing what to stand behind before the outcome is obvious. Steven reflects on the early mobile days, helping Apple launch iAd, and his time at Foursquare, where survival meant rethinking the business entirely. Those experiences now shape how he invests at Oceans: why it’s all about the people, how he evaluates founders, and why consensus can be dangerous in venture investing. More...
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Making Decisions in the Gray with Tess Michaels
The Cred Podcast
On this episode of The Cred Podcast, Tess Michaels, Founder and CEO of Clasp, joins Mack McKelvey to talk about making decisions while building a new category at the intersection of education, healthcare, and workforce retention, where there is no established playbook to follow. Tess breaks down how customer signals shape better decisions, why pattern recognition beats perfect data, and how learning when to say no is critical to scaling without distraction. Listen in on a sharp conversation on leadership, focus, and navigating the gray.
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Instinct, Ownership, and the Discipline of Decision-Making
The Cred Podcast
Rafat Ali doesn’t take notes. And he makes decisions on instinct. In this episode, the founder and CEO of Skift breaks down how he actually makes decisions as a global operator, committing to a choice, avoiding second-guessing, and never falling in love with a single option. He explains how visualization helps him pressure-test hires, products, and acquisitions, why early yellow flags almost always turn red, and the defining mistake early in his career when he sold his first company. Rafat looks for two signals when decisions are being made. First, is there a clear owner who will carry it...
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The Power of Contextual Decision-Making with Lisa Pillette
The Cred Podcast
“I’ve probably seen more erroneous decision-making by over-reliance on data than by over-reliance on gut.” In this episode of The Cred Podcast, Mack McKelvey sits down with Lisa Pellette, a global CMO and transformation leader whose career spans Levi’s, Ralph Lauren, Lacoste, Casper, and Fossil Group, to talk about how data, context, and gut converge to inform decisions. Drawing on her background in psychology and decades of experience leading iconic brands and major transformations, Lisa unpacks the importance of defining a clear North Star, relying on contextual decision-making, and...
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Sliding Doors Decisions with Sarah Pousho
The Cred Podcast
What happens when a lifelong fascination with space collides with a 30-year career in building complex commercial deals? This week, Mack McKelvey sits down with Sarah Pousho, Co-Founder and CEO of Space Bridge Partners, to explore the unconventional decisions that shaped her career and how she now helps fund some of the most ambitious space missions in the world. Sarah traces her path from aspiring astronaut to consumer products executive, and ultimately back to the space sector, where she leads a new model for funding exploration, science, and education missions. The conversation dives into: ...
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Head, Heart, Wallet: Inside Marci Weisler’s Decision-Making Framework
The Cred Podcast
Marci Weisler didn’t build her career by following a script. She followed her curiosity. From analyst to mobile pioneer, from co-founding SWSI Media (which became Viacom’s Queen Boss) to leading a major line of business at T-Mobile and now advising companies as a managing director in investment banking — Marci has made a career out of stepping into what’s new before it’s obvious. In this episode, she talks with Mack about why she’s always chased the “bright, shiny” emerging ideas, how her Head, Heart, Wallet framework keeps her grounded when the stakes rise, and what she’s...
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Clear on the Outcome, Flexible on the Approach with Camille Preston, PhD
The Cred Podcast
Camille Preston went to the beach to start writing her book… and it promptly snowed 13 inches for the first time in more than a decade. An abrupt reminder that conditions change fast, even when you think you know what’s coming. It’s the perfect setup for this conversation about how leaders actually make decisions today. A business psychologist and author of , Camille challenges the old markers of success and pushes leaders to understand themselves well enough to make decisions from the inside out. She talks about being “totally put together and a hot mess,” not as a contradiction but...
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Explaining Your Gut: The Missing Step in Decision-Making with Gladys Kong
The Cred Podcast
Some people talk about trusting their gut. Gladys Kong has learned how to explain hers. In this conversation, the CEO of Azira joins Mack to talk about how she makes tough decisions: when to lean on data, when to listen to her instincts, and how to translate that gut feeling into something her team can understand and act on. With the precision of an engineer and the perspective of a seasoned leader, Gladys shares how she brings logic and empathy to the table and why transparency builds stronger teams than perfection ever could. Gladys reminds us that leadership isn’t about having all the...
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The Final Filter: Layering Intuition over Data and Debate with Danielle Lee
The Cred Podcast
From building AT&T’s first-party audience business to helping take Spotify public and reimagining the NBA’s fan experience during the height of the pandemic, Danielle Lee has made high-stakes calls across some of the world’s most visible brands. In this episode, she breaks down her decision-making framework: get crystal clear on goals, weight what matters most, pressure-test with trusted voices, and never let hype (or “golden handcuffs”) outrank integrity. The final layer? Intuition. Danielle explains how reading the intangibles (integrity, character, fit) sits on top of...
info_outlineWhat does real ownership look like in leadership? In this episode, Mack McKelvey sits down with Jon Reilly, co-founder and CEO of Akkio, to explore the kind of decision-making that builds momentum.
Jon breaks down his mental model for making decisions—from obvious 80/20 calls to murky 51/49s—and shares how speed, clarity, and accountability help his team move faster and smarter. He also discusses the importance of hiring people with a strong sense of ownership—those willing to make decisions, stand by them, and lean in to learn from their mistakes.
We talk about:
💡 Why decision paralysis is the enemy of progress
🎯 Why prioritization is as critical as the decisions themselves
💥 What it means to bet on yourself—and stake your reputation on it
🛠️ Why “we can do better” isn’t just Jon’s mantra, it’s his leadership operating system
Jon also shares why he doesn’t read business books and the power of building a board that challenges you to think bigger. This episode is a must-listen for anyone building, leading, or learning how to make decisions that matter.