Making Decisions in the Gray with Tess Michaels

Making Decisions in the Gray with Tess Michaels

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.

Instinct, Ownership, and the Discipline of Decision-Making

Instinct, Ownership, and the Discipline of Decision-Making

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 forward once the conversation ends, or is it drifting in a sea of shared responsibility? When no one is clearly on the hook, progress slows and things slip. Second, he pays attention to how people handle details as a gauge for decision readiness. The people who think through implications and follow through are usually the ones prepared to make the call, not just weigh in.

Tune in for a candid conversation about instinct, ownership, and what it really means to decide.

The Power of Contextual Decision-Making with Lisa Pillette

The Power of Contextual Decision-Making with Lisa Pillette

“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 building your own team of decision-makers. Plus, learn how culture shapes whether mistakes are metabolized into momentum or friction.

The Power of Contextual Decision-Making

The Power of Contextual Decision-Making

There’s a persistent belief in modern leadership that better data leads to better decisions. But after decades leading global brands through growth, disruption, and transformation, Lisa Pellette has come to a different conclusion: data is necessary, but it’s rarely sufficient.

The problem arises when numbers are viewed in isolation, stripped of the context that gives them meaning. Metrics can tell you what is happening, but they often fail to explain why. And when leaders mistake symptoms for causes, they end up solving the wrong problem with great confidence.

This is where Lisa draws a sharp distinction between data-driven decision-making and contextual decision-making. Context includes everything data alone can’t capture: brand health, cultural nuance, timing, consumer intent, internal dynamics, and the patterns that repeat across cycles and markets. Decisions don’t happen in a vacuum. They sit inside ecosystems. 

Your Gut Isn’t Guesswork

What many people label as “gut instinct” is often misunderstood. In Lisa’s view, gut isn’t guesswork or impulse; it’s pattern recognition built over time. It’s the accumulation of experience, seeing similar moments unfold across industries, markets, and teams, and recognizing the signals before they fully show up in the numbers. This is why she’s seen more bad decisions come from over-reliance on data than from over-reliance on gut. Data can be framed to support almost any narrative. Judgment, shaped by experience and context, is harder to fake.

Another critical piece of her framework is something teams frequently skip: commitment. Many organizations are good at analysis and alignment, but far less disciplined about committing to a decision once it’s made. Agility gets confused with constant revisiting. Clarity often comes after commitment, not before it.

Building Decision-Makers

Lisa is equally direct about leadership responsibility. The job of a leader isn’t to be the perpetual decider; it’s to build decision-makers. Teams shouldn’t escalate problems upward without doing the work. They should arrive with options, tradeoffs, and context. That’s how judgment scales inside an organization and how leaders avoid becoming bottlenecks.

How Mistakes are Metabolized

Errors are inevitable, especially in environments that encourage innovation and first-mover behavior. What matters is whether the culture allows those mistakes to turn into learning and momentum or whether they calcify into fear and friction. The same mistake can be a catalyst or a liability, depending entirely on the environment around it.

At its core, good decision-making comes from understanding context, trusting experience, committing to a direction, and creating a culture where it’s OK to make a mistake.

This perspective is explored in depth in Mack McKelvey’s conversation with Lisa Pellette on The Cred Podcast.

Sliding Doors Decisions with Sarah Pousho

Sliding Doors Decisions with Sarah Pousho

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:

  • Making high-stakes decisions when the buck truly stops with you
  • Blending gut instinct with expert input and data
  • How decades of deal-making prepared Sarah for the complexities of space missions
  • The personal decisions that quietly set the course for an entire career

This episode is a candid look at confidence earned over time, the power of non-linear paths, and the “Sliding Doors” decisions you make in your life.

00:00 Journey to Space Bridge Partners

07:54 Decision-Making in High-Stakes Environments

19:19 Navigating Outcomes and Learning from Mistakes

27:04 Future Plans for Space Bridge Partners

How a Journalist’s Mindset Drives Better Decision-Making with Margaret Magnarelli

How a Journalist’s Mindset Drives Better Decision-Making with Margaret Magnarelli

In this episode, Mack talks with Margaret Magnarelli, VP of Marketing and Communications at Baldor Specialty Foods, about how her roots in journalism shape the way she leads, makes decisions, and builds teams. Before leading marketing for one of the East Coast’s largest specialty food distributors, Margaret spent years as an editor at Seventeen, Good Housekeeping, and Money Magazine, a background that taught her to ask better questions, understand audiences deeply, and communicate with empathy.

She and Mack dive into how those same skills translate into stronger leadership: knowing when to move fast or slow, balancing data with intuition, and helping her team make confident, customer-centric choices. It’s a conversation about curiosity, clarity, and what it really takes to make thoughtful decisions in a fast-moving business.

The Cred Podcast: 2025 Wrap-Up

The Cred Podcast: 2025 Wrap-Up

In 2025, The Cred Podcast focused on one recurring reality: decision-making is rarely clean, linear, or comfortable. Across conversations with founders, executives, operators, and advisors, host Mack McKelvey explored how real decisions get made when certainty is low, pressure is high, and outcomes aren’t guaranteed.

Beyond frameworks or formulas, our guests shared their lived experiences: how they decide, what they’ve learned from decisions that worked, and what stuck with them from the ones that didn’t.

Below are some of the moments that captured that theme most clearly:

  • “That’s the ground truth of leadership right now. We’re swimming in data, drowning in options, and still somehow starving for clarity.” — Camille Preston
  • “If you know you want to be the decider, then you probably need to be in a role that gives you the room to do that.” Marci Weisler
  • Some people talk about trusting their gut. Gladys Kong has learned how to explain hers.
  • “Decisions aren’t always easy, but you have to move when something is pressing. And if you make a bad decision, you pivot.” — Sheila Marmon
  • Great decisions aren’t made in isolation. They’re tested, refined, written, rewritten, and said out loud until the idea earns its clarity. —Terence Kawaja
  • “Even if it feels like it was a mistake in the moment, there may be some green shoots to come out of it.” — Margaret Magnarelli
  • In leadership, there are no easy answers. If it was easy, someone else would have already made the call.  —Jason Kaplan 

If 2025 reinforced anything, it’s that decision-making isn’t about having perfect information. It’s about judgment, ownership, and the willingness to act and adapt when the path forward isn’t obvious.

As the show heads into the year ahead, that tension remains at the center: how leaders navigate complexity, make calls that matter, and live with what comes next.