Triangle Tweener Talks

Triangle Tweener Talks

A podcast for builders by builders in the Triangle. We explore the startup journey and stories with local Triangle founders, from the idea to the exit and everything in between. Triangle Tweener Talks is hosted by Scot Wingo, presented and produced by Triangle Tweener Fund, with creative assets and design support from Walk West. We couldn’t share posts like this without our amazing sponsors: Gold Sponsors: Balentine: https://www.balentine.com/triangle-entrepreneurs EisnerAmpner: https://www.eisneramper.com Robinson Bradshaw: https://www.robinsonbradshaw.com Silver Sponsors: Automated Consulting Group: https://automated.co Bank of America: https://business.bofa.com/en-us/content/technology-industry-group.html 2025 Sponsors: Extensis HR: http://www.extensishr.com/

Episodes

April 2, 2026 34 mins

Round 2 of Tweener Madness is here. With a spot in the next round on the line, Iguana Cyber and HAM (Hierarchical Agent Memory) go head-to-head in a high-stakes pitch battle.

One is building next-gen cybersecurity to stop AI-driven exploits. The other is helping engineering teams cut AI costs and improve performance. Both are technical. Both are ambitious.
 
But only one moves forward.

🧠 What you’ll see in this episod...

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8 founders. One bracket. $25,000 on the line. Welcome to Tweener Madness 2026, the high-stakes startup competition where North Carolina’s most promising companies go head-to-head.

In this Round 1 matchup, Utilyst and BeneDoc step into the arena to pitch their businesses to a panel of experienced investors. Each founder has one shot to make their case, answer tough questions, and prove they deserve to advance.

One moves on. O...

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This episode kicks off Season 2 of Tweener Madness and sets the stage for what’s ahead. You’ll get:

  • The evolution of Tweener (from list → fund → statewide platform)
  • Why this competition exists (and why founders love it)
  • How the bracket works
  • What judges are actually looking for
  • And of course… the reveal of all 8 competing companies

This isn’t just a competition. It’s a behind-the-scenes look at how early-stage investors...

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What does a go-to-market engineer actually do, and why is this role suddenly showing up everywhere?

In this episode, we unpack one of the fastest-evolving roles in modern startups. Evan shares how he went from using ChatGPT as a college student and new BDR to helping build AI-powered systems inside one of the Triangle’s best-known software companies.

The conversation covers how AI is changing outbound sales, why intent signa...

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This episode is a special one. We’re replaying NC IDEA’s Ecosysteming Podcast episode featuring Scot and Robbie following the announcement of the new North Carolina Tweener Fund, powered by NC IDEA. (Check out the announcement.

The conversation covers the “why” behind the partnership, how the Tweener model works, why statewide startup data matters, how founders can connect with the fund, and why this effort could attract ...

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In this episode, we unpack how a college capstone project turned into a scalable system for custom-fit 3D-printed bracing, moving from “hours in CAD” to minutes with automated design templates. We get into the origin story, the technology moat, go-to-market evolution, fundraising, and the founder mindset required to stay in the game.

Highlights covered

  • How PROTECT3D started with a custom brace for a Duke teammate
  • Why “one...
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This episode is a big one. There’s a lot of noise right now around AI, venture, and whether SaaS is fundamentally broken. Public markets are re-rating software companies. Seed rounds are shifting. Pricing models are changing. And founders are asking the same question:

“Are we toast?”

Joe Mancini from Front Porch is in a unique position to answer that. His firm sits inside dozens of funds and startups across the Southeast and...

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We started the Tweener List in 2015 with the idea of local founders paying it forward to help amplify and support our local startup ecosystem. Based on the popularity of that list and a grassroots effort to innovate a new way to help fund and support local founders, in 2022 we started the Tweener Fund.

That’s good, but it’s not enough. We’re always asking the community of founders we support - what else can we do to help yo...

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In this episode of Triangle Tweener Talks, we unpack what it really takes to go from professor to CEO, how InsightFinder built trust in a skeptical enterprise market, and where LLMs help (and don’t) when you’re dealing with machine telemetry data. They also explore multi-agent workflows, “composite AI,” practical enterprise adoption hurdles, and Helen’s advice for students navigating an AI-shaped future.


Highlights cove...

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In Part 1 of this conversation on Triangle Tweener Talks, we walked through how David built Offline over 13 years, three companies, multiple pivots, and a subscription model that finally worked.

In Part 2, we shift gears. This episode is about leverage. David breaks down how he went from running a ~34-person team to operating a multi-city business with ~2.5 people, not by cutting corners, but by rebuilding the company aroun...

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This is Part 1 of a two-part conversation. In this episode, we focus on Offline’s origin story and business evolution, not AI (yet).

Highlights from Part 1

  • Offline has effectively been three different companies under one brand
  • Early versions tried to reinvent Meetup, and failed
  • A city-guide app reached ~3M people/month but couldn’t monetize
  • Consumer businesses can look successful while quietly breaking
  • Subscription was the f...
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Part 2 picks up where the origin story ends, and where the real work begins.

Tony breaks down the three phases of Phononic: proving the science, surviving productization, and ultimately finding the market where solid-state cooling wasn’t just better, but mission-critical. It’s a candid look at why deep-tech companies require patience, capital discipline, and brutal focus to survive.

This is the episode for founders navigatin...

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In this episode (Part 1), we cover the origin story. 

Tony walks through the decisions, failures, and inflection points that led to Phononic’s founding: leaving the Northeast for graduate school at USC, working on applied energy systems at JPL during the Mars rover era, and learning painful but formative lessons from a university spin-out that didn’t work.

Then comes the moment you can’t script. In the fall of 2008, while th...

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In Part 2 of the conversation with Brice Englert, we move from origin story to execution and scale. We cover:

  • Pricing without overthinking: how TradePending set pricing before having perfect data
  • Sales-first growth: building an outside sales motion that paid for itself quickly
  • Scaling with discipline: reaching profitability fast and choosing when to reinvest
  • Private equity, from the founder’s seat: rolling equity, staying ...
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In this episode (Part 1), Brice shares the early story: how the idea formed, how he got the first version built, what the market told him at the beginning, and what he did to push through the inevitable uncertainty that comes with building from scratch.

This is the origin story and early foundation of TradePending, before the scaling years.

You’ll hear:

  • How Brice got started and why he chose automotive as the arena
  • What th...
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In this special solo episode of Triangle Tweener Talks, Scot goes beyond the two-part Tweener Times report to walk founders through what the data actually means in practice. This episode exists for one reason: to give Triangle founders clearer goalposts, better context, and fewer surprises when they sit down to raise capital.


Tune in to hear:

  • How founders can self-service fundraising expectations using real Triangle ...
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In Part 2 of this two-part deep dive, Triangle Tweener Talks host Scot Wingo sits down with legendary Triangle founder Mike Doernberg to explore his journey on scaling multiple companies, spinning out new ventures, navigating private equity, and why he never left North Carolina.

Tune in to hear:

  • How ReverbNation grew from a side project into a 6M-artist platform
  • The spin-out journey behind Adwerx, and why it worked
  • Mike’s ...
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In Part 1 of this two-part deep dive, Triangle Tweener Talks host Scot Wingo sits down with legendary Triangle founder Mike Doernberg to explore the earliest chapters of his career, from CPA to multi-exit entrepreneur.

Mike walks through the founding of Marathon, the rise of early PC-driven consulting, the creation and spinout of SmartPath, raising capital through the old-school angel gauntlets, navigating the DoubleClick a...

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Mark Flickinger is the COO and General Partner at BIP Ventures, one of the Southeast’s most active venture firms. Based in Atlanta, Mark brings a rare dual perspective, an operator who scaled startups before joining the investing side. Since 2015, he’s helped BIP expand from an Atlanta-centric firm into a major player across the Southeast and Midwest.

Every year, BIP Ventures releases its State of Startups in the Southeast ...

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From the world of tech startups to the high-stakes world of sneakers, Walk West CEO and founder Greg Boone is a serial entrepreneur with a unique journey. With a background in computer science and a history of building and investing in companies, Greg brings a fresh perspective on how to navigate the current "AI tsunami."

Tune in to hear:

  • Greg's entrepreneurial journey, from his computer science degree at North Carolina ...
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