Margin For Error: The Story of Entrepreneurs, Investors and Platform Builders

Margin For Error: The Story of Entrepreneurs, Investors and Platform Builders

Building an innovative company don’t come with safety nets. Margin For Error is a podcast series featuring unfiltered conversations with the people shaping the startup world — founders, investors, and platform leaders. Hosted by HelloAdvisr, each episode dives into what it's really like to build a company from the ground up — and the challenges and decisions being made behind closed doors - to drive innovation and disrupt the status quo. Tune in to get honest insights for anyone building something that matters. Follow us and stay in the loop on www.helloadvisr.com

Episodes

August 26, 2025 38 mins

Alex Waters isn’t your typical startup insider. He didn’t raise a mega round or exit a unicorn. But over the last 15 years, he’s built something arguably more transformative: pathways.

As Executive Director of The Program Labs and a veteran of San Diego’s entrepreneurial community, Alex helps nonprofits and ecosystems design startup programs that work—especially for overlooked and underestimated founders.

In this episode, we talk ab...

Mark as Played

Ahmed Saad has worn many hats: founder, ecosystem builder, educator—and program manager at Oxford's Saïd Business School, where he helps idea-stage ventures become investment-ready startups. But before all that? He had a closet full of unsold Egyptian cotton t-shirts and a crash course in startup failure.

In this episode, Ahmed shares his journey from launching a fashion brand in Egypt to shaping one of the UK’s most influential...

Mark as Played

In this episode, Maria Gonzalez-Blanch, Managing Partner at Crescent Ridge VC, unpacks a refreshingly honest take on building great companies without burning through capital. With a background spanning engineering, private equity, and startups, Maria brings a multidimensional lens to early-stage investing across a set of core pillars.

This conversation also tackles AI as a founder equalizer, the power of self-awareness in founder-in...

Mark as Played

Stephen Hargett’s path into entrepreneurship wasn’t planned—it was earned through persistence, hustle, and a relentless openness to saying yes to what came next.

In this episode, Stephen shares his deeply personal and refreshingly candid journey to founding wrkspace, a "workspace-as-a-service" platform offering fully managed space solutions for teams, events, and collaborators. But before co-founding wrkspace, Stephen was figuring t...

Mark as Played

Alan Rich has built and exited not one, not two—but three successful software ventures, including his latest startup, Y Meadows. In this episode, he shares a masterclass in long-haul entrepreneurship and what it takes to keep building, even when you've already crossed the finish line—twice.

Alan’s journey begins with founding Elite Information Group alongside his father, building financial systems for law firms before scaling it glo...

Mark as Played

Lily Elsner, co-founder of Jack Fertility, shares how she’s helping reshape male reproductive healthcare—starting with the world’s first postal sperm testing kit.

In this episode, Lily shares the origin story behind Jack Fertility, a startup pioneering the world’s first full semen analysis through the mail. Born out of a personal conversation during the pandemic and informed by both femtech experience and rural agricultural insights...

Mark as Played

Bilal Kaiser, founder and principal at Agency Guacamole, joins to share the journey of building a standout agency in a crowded industry—and why agility, creativity, and authenticity are key ingredients to long-term success.

Starting from a solo venture to a 20-person agency serving national beauty and lifestyle brands, Bilal walks through the evolution of Agency Guacamole, what the name really means, and how he’s stayed ahead of shi...

Mark as Played

Elianne Rodriguez, Executive Director of LEEAF (Los Angeles Economic Equity Accelerator & Fellowship), shares how a lifelong connection to small business—and a chance bus ride into downtown LA—sparked her mission to build more inclusive, community-rooted startup ecosystems.

From selling Jordans and working multiple jobs, to launching a career in tech incubation and economic empowerment, Elianne’s story is a testament to resource...

Mark as Played

Nassir Criss of Sixty8 Capital joins us to share how defying the traditional VC path—and logging time in the trenches as a startup operator—made him a sharper, more founder-focused investor.

Before stepping into venture, Nassir had already helped build 15+ startups by age 22. That operational depth gives him a rare edge in early-stage investing: a real-world understanding of what it takes to bring ideas to life. This conversation di...

Mark as Played

In this episode, we talk with Sonya Petcavich, founder of Meowtel, to unpack how a deeply personal loss led to building the leading cat-sitting marketplace in the U.S.

Sonya shares how her childhood cat, Miss Lily, inspired the founding of Meowtel—a platform born out of grief, guilt, and a bold desire to create a better life for cats everywhere. They dive into how Sonya bootstrapped the company, raised minimal VC funding, and still ...

Mark as Played

Popular Podcasts

    Season Two Out Now! Law & Order: Criminal Justice System tells the real stories behind the landmark cases that have shaped how the most dangerous and influential criminals in America are prosecuted. In its second season, the series tackles the threat of terrorism in the United States. From the rise of extremist political groups in the 60s to domestic lone wolves in the modern day, we explore how organizations like the FBI and Joint Terrorism Take Force have evolved to fight back against a multitude of terrorist threats.

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    NFL Daily with Gregg Rosenthal

    Gregg Rosenthal and a rotating crew of elite NFL Media co-hosts, including Patrick Claybon, Colleen Wolfe, Steve Wyche, Nick Shook and Jourdan Rodrigue of The Athletic get you caught up daily on all the NFL news and analysis you need to be smarter and funnier than your friends.

    Stuff You Should Know

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    The Breakfast Club

    The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.