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PODCAST

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

business entrepreneurship

All Episodes

00:40:12

EP 15 | Capital with Character: David Tswamuno on...

Margin For Error: The Story of Entrepreneurs,... ·

2025/11/04

David Tswamuno's path to venture capital wasn’t traditional, it was deeply personal. Shaped by early lessons from his father about business and service, David built Fairbridge VC around a simple but powerful idea: capital with character. As General Partner, he backs founders tackling the biggest socio-economic challenges across health, wealth, and the planet—where opportunity meets responsibility.In this episode, David shares how his life experiences, from banking to impact investing, inspired

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00:59:49

E14 | From Chaos to Clarity: Lawrence Kao on...

Margin For Error: The Story of Entrepreneurs,... ·

2025/10/21

Lawrence Kao didn’t follow the straight path into entrepreneurship. A self-described “lost computer science student,” he blended technology, media, and community into a career building startups at the intersection of fandom, digital platforms, and e-commerce. From co-founding VC-backed ventures to leading creative studios, Lawrence has spent decades turning chaos into clarity—and passion into business models.Now, as co-founder of The Companion, Lawrence is reimagining fandom not just as

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00:47:35

E13 | From Zero to One: Olivia O’Sullivan on Killing...

Margin For Error: The Story of Entrepreneurs,... ·

2025/10/09

Olivia O’Sullivan didn’t take the classic VC path. A former marketer and product builder, she zig-zagged from McDonald’s to Dow Jones to venture—carrying a zero-to-one obsession the whole way. Now Partner & COO at Forum Ventures, Olivia helps founders validate fast, sell sooner, and raise smarter—often before there’s even a working prototype.In this episode, we get into how Forum’s studio, accelerator, and seed fund back B2B founders from day zero—and why brutal idea-killing, customer pull, and

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00:37:06

E12 | From Physics to Funding: Min-Yi Shih on...

Margin For Error: The Story of Entrepreneurs,... ·

2025/09/23

Min-Yi Shih didn’t follow a straight path into investing. He started in physics and engineering, moved through executive leadership roles, and only later pivoted into the startup ecosystem as an angel investor and advisor. That nonlinear journey—spanning hard tech, business operations, and global networks—now informs how he evaluates founders and helps startups grow.Today, as Chair of Due Diligence at Tech Coast Angels and Director at the Taiwan Global Eastbound Association, Min-Yi bridges worlds:

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00:37:20

E11 | From Product to Portfolio: Monika Rodiqi of...

Margin For Error: The Story of Entrepreneurs,... ·

2025/09/09

Monika Rodiqi didn’t take the traditional VC route. She didn’t start in finance or come from a long line of investors. Instead, she built her way into the venture world by doing the work—building products, managing teams, and scaling early-stage startups from the inside.Now, as an Investment Analyst at Berlin-based Express Ventures, Monika brings that builder’s lens to every investment decision. Express Ventures focuses on logistics and industrial startups, but Monika’s story is about more than

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00:38:43

E10 | Access Over Assumptions: Alex Waters of The...

Margin For Error: The Story of Entrepreneurs,... ·

2025/08/26

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 about how Alex moved from edtech founder to ecosystem architect, why

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00:51:49

E09 | From T-Shirts to Deep Tech: Ahmed Saad from...

Margin For Error: The Story of Entrepreneurs,... ·

2025/08/12

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 university entrepreneurship programs. We dive into what makes a great

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00:29:14

E08 | From Capital to Canvas: Maria Gonzalez-Blanch...

Margin For Error: The Story of Entrepreneurs,... ·

2025/07/29

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-investor fit, and why venture capital should be a canvas, and not a

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00:44:44

E07 | From Side Hustles to Startups: Stephen Hargett...

Margin For Error: The Story of Entrepreneurs,... ·

2025/07/15

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 things out one step at a time—from moonlighting as a boarding school

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00:31:12

E06 | Built to Last: Alan Rich of Y Meadows on Serial...

Margin For Error: The Story of Entrepreneurs,... ·

2025/07/01

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 globally and selling to Thomson Reuters. Then came Chrome River

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00:43:21

E05 | Rethinking Fertility: Lily Elsner on Breaking...

Margin For Error: The Story of Entrepreneurs,... ·

2025/06/17

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, Lily and her team set out to build a product that reimagines access

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00:26:46

E04 | Mixing the Perfect Blend: Bilal Kaiser of...

Margin For Error: The Story of Entrepreneurs,... ·

2025/06/03

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 shifts in the creator economy, PR, and digital marketing.Here’s what’s

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00:55:59

E03 | From Hustle to Ecosystem: Elianne Rodriguez of...

Margin For Error: The Story of Entrepreneurs,... ·

2025/05/16

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 resourcefulness, grit, and the belief that startup knowledge should be

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00:39:17

E02 | Breaking the Mold: Nassir Criss of Sixty8...

Margin For Error: The Story of Entrepreneurs,... ·

2025/05/15

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 dives into the gaps in the VC status quo, the value of founder empathy,

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00:29:13

E01 | Sonya Petcavich of Meowtel on Bootstrapping,...

Margin For Error: The Story of Entrepreneurs,... ·

2025/05/15

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 scaled Meowtel to eight-figure annual revenues—all while navigating a

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15 results

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