Why is Tweener Madness taking over Triangle Tweener Talks? Visit https://www.tweenermadness.com to find out! 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. Hosted by serial entrepreneur and founder of the Triangle Tweener Fund Scot Wingo, and produced by Earfluence.
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Tweener Madness Championship! ZW vs InviteJet: Who Takes Home the $25K Tweener Fund Investment?
1:05:25
1:05:25
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1:05:25Who will be crowned champion of Tweener Madness and take home the $25K investment from the Triangle Tweener Fund? The championship features two radically different approaches to innovation: ZW (Robert Fu) – An AI-powered platform helping manufacturers optimize production and R&D in complex industries. InviteJet (Brian Watson & Paul Davis) – A calen…
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Engineering Entrepreneurs: NC State Eship and Triangle Legend Dr. Tom Miller
1:53:01
1:53:01
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1:53:01If you ask anyone about the entrepreneurial ecosystem in the Triangle, one name that keeps coming up is Dr. Tom Miller. Known as the champion of engineering entrepreneurship at NC State, Tom has been pivotal in shaping the region’s startup culture for over 40 years. From his early days in eastern North Carolina to founding the Engineering Entrepren…
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CivicReach or InviteJet? What Startup Advances to the Tweener Madness Championship?
52:09
52:09
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52:09Who’s Advancing from the Fabulous Four - CivicReach or InviteJet? Welcome back to Triangle Tweener Madness, the high-stakes startup tournament where eight companies go head-to-head for a $25,000 investment from the Triangle Tweener Fund! We’re down to the Fabulous Four, and this week’s semifinal is a clash between a calendar-powered marketing platf…
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Unlocking Leadership Potential: Katherine Krupka on Raleigh Durham Startup Week
14:40
14:40
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14:40What if the most powerful tool for success as an entrepreneur isn’t the latest strategy or tech hack—but the way you perceive and process every challenge you face? In this episode of Triangle Tweener Talks, guest host Rebecca Ross sits down with Katherine Krupka, a leadership strategist and executive coach, to dive into the powerful connection betw…
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Moxie or ZW? What Startup Advances to the Tweener Madness Championship?
48:52
48:52
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48:52Who’s Advancing from the Fabulous Four - Moxie or ZW? Welcome back to Triangle Tweener Madness, where four startups remain in the race for a $25K investment from the Triangle Tweener Fund! In this week’s matchup, we’ve got two very different companies: one’s building AI to protect the integrity of academic research, and the other’s helping manufact…
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Tweener Madness! Logistics Innovation (Deliveri) vs Bulk Marketing Invitations (InviteJet)
53:27
53:27
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53:27Welcome back to Triangle Tweener Madness, where 8 startups go head-to-head for a $25K investment from the Triangle Tweener Fund! This week, it’s a battle between a logistics platform built for scrappy e-commerce sellers and a surprising new marketing tool using your calendar. Only one can move on to the next round. Let’s meet the contenders. The Co…
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Why Brain Science is Critical for Entrepreneurs, with Phil Dixon (Raleigh Durham Startup Week Keynote)
10:14
10:14
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10:14Guest host Rebecca Ross sits down with Phil Dixon, CEO of the Oxford Brain Institute and expert on neuroscience in leadership. With years of experience working with top companies like Apple, Google, and Facebook, Phil is bringing his insights to Raleigh Durham Startup Week as a keynote speaker. You’ll hear Phil discuss: Why understanding brain scie…
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Valuable App vs CivicReach: The Battle of AI, Government, and Hidden Treasures
48:15
48:15
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48:15Welcome back to Triangle Tweener Madness, where 8 startups go head-to-head for a $25K investment from the Triangle Tweener Fund! This week, it’s a clash of categories—govtech vs. asset tech—as two AI-powered platforms pitch their visions for transforming outdated systems. One startup is helping local governments serve residents more efficiently. Th…
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Exclusive Interview: $45m financing for Inn-Flow with CEO John Erhart
28:35
28:35
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28:35Bootstrapped vertical SaaS software company, Inn-Flow, raised $45m from Mainsail. In this exclusive interview we hear from CEO and co-founder John Erhart the history of Inn-Flow, how they got the deal done and what this means going foraward. ------ Triangle Tweener Talks is sponsored by: Atomic Object: https://atomicobject.com/…
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Moxie (Jessica Parker) vs TutorSmith (Austin Ketola): Tweener Madness Battle of the EdTechs!
48:13
48:13
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48:13Who’s Moving On in the Battle of EdTech? Welcome back to Triangle Tweener Madness, where 8 startups go head-to-head for a $25K investment from the Triangle Tweener Fund! This week, two edtech startups take the stage in a battle of AI-driven learning solutions—but only one will move on to the next round. The Contenders 🔹 Moxie (Jessica Parker) – An …
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MyMatR (John Starke) vs ZW LLC (Robert Fu): Let the Tweener Madness Begin!
1:14:28
1:14:28
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1:14:28Welcome to the first-ever Triangle Tweener Madness, where 8 startups compete for a $25K investment from the Triangle Tweener Fund! We kick off the competition with two promising startups going head-to-head: John Starke from MyMatR and Robert Fu from ZW LLC. With a distinguished selection committee featuring David Jones (Bull City Venture Partners),…
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8 Startups Competing for $25K Prize: This is Tweener Madness!
1:42
1:42
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1:42Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. About Twe…
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Tweener Madness! Meet the Selection Committee: Michael Jones
20:42
20:42
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20:42Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Anthony Rotoli
23:10
23:10
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23:10Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Anil Chawla
18:23
18:23
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18:23Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Dave Neal
22:49
22:49
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22:49Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Jason Caplain
26:56
26:56
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26:56Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Tobi Walter
22:53
22:53
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22:53Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Randy Myer
22:08
22:08
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22:08Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Kevin Mosley
15:52
15:52
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15:52Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Breaking News: Earfluence Walk West - Acquisition Chat with Jason Gillikin and Greg Boone
33:32
33:32
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33:32In this special edition of Triangle Tweener Talks, we’re breaking some big news: Walk West has acquired Earfluence! Jason Gillikin, founder of Earfluence (which produces this podcast), and Greg Boone, the incoming CEO of Walk West, join host Scot Wingo to discuss the details of the deal, what it means for the future of both companies, and how this …
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$6m Seed, Exclusive Deep Dive: Isaac Park @ Keebler Health.
27:41
27:41
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27:41In this episode, Keebler founder, Isaac Park, shares some great best practices for how to get a seed raise done in the current environment. ------ Triangle Tweener Talks is sponsored by: Atomic Object: https://atomicobject.com/By Triangle Tweener Fund
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Tweener Madness! Meet the Selection Committee: Jenn Summe
23:38
23:38
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23:38Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Lister Delgado
20:48
20:48
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20:48Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness Selection Show (Recorded Feb 20, 2025 1pm ET)
1:00:22
1:00:22
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1:00:22In this episode we reveal the Tweener Madness "Exceptional Eight" - our eight triangle high-tech startups that 'made the cut' to move forward. Each company's founder was able to make it and comes on the show to tell us a bit about themselves and their customer. ------ Triangle Tweener Talks is sponsored by: Atomic Object: https://atomicobject.com/…
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Tweener Madness! Meet the Selection Committee: Robbie Hardy
13:06
13:06
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13:06Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: David Jones
13:34
13:34
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13:34Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Mahati Sridhar
17:02
17:02
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17:02Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Evan Shear
13:49
13:49
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13:49Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Nikin Shah
19:33
19:33
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19:33Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Zakiya Alta Lee
20:17
20:17
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20:17Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: David Gardner
16:39
16:39
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16:39Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Mitch Mumma
23:11
23:11
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23:11Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, 3 members of the selection committee will vote on which startups advance leading up to the finals in early April where one company will take home the top prize. Before th…
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Tweener Madness! Meet the Selection Committee: Jan Davis
11:51
11:51
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11:51Welcome to Tweener Madness, the high stakes startup showdown where 8 promising companies go head to head for a $25,000 investment prize from the Triangle Tweener Fund. Each round, three judges will vote on which startups advance leading up to the finals in early April where one company will take home the top prize from the judges. Before the compet…
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Igor Jablokov: From a cave to IBM to Amazon/Alexa, then $160m+ at Pryon
1:31:59
1:31:59
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1:31:59If you ask Alexa who invented Alexa, she'll tell you it was Amazon.com. While that's kinda true, the Alexa foundation was developed by Igor Jablokov and his team at Yap, which was acquired by Amazon in 2011. Today, we talk to Igor and get the entire story - from a childhood in a Greek cave to pioneering AI advancements that shape the way we interac…
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Jud Bowman: Founder at 18, Went From .COM bust to Unicorn and Much, Much More!
1:27:23
1:27:23
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1:27:23Few Triangle founders have experienced as many highs and lows as Jud Bowman. From launching his first startup as a high school student to navigating the dot-com bust, leading Motricity through a billion-dollar market cap, and pivoting multiple times to stay ahead of industry shifts, Jud's entrepreneurial journey is nothing short of legendary. In th…
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Chris Evans: 80s Founder, 40yrs of Davinci (1st Windows Email) and Accipiter Unicorn Exit
1:31:24
1:31:24
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1:31:24Four teenage friends decide to build the world’s first Windows-based email program—and then go on to launch a second venture that scores a legendary dot-com outcome. In this episode of Triangle Tweener Talks, host Scot Wingo sits down with Chris Evans, co-founder of DaVinci Systems (founded in 1985!) and Accipiter, to uncover the wild backstory beh…
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Richard Holcomb: Using "Hillbilly Negotiating" to Create an Excel-lent Microsoft Deal
1:18:33
1:18:33
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1:18:33What happens when you grow up on a tobacco farm in rural North Carolina, turn down a million-dollar offer from Microsoft, and then build multiple groundbreaking software companies? In this episode of Triangle Tweener Talks, host Scot Wingo sits down with Richard Holcomb—serial founder, mentor, investor, and a driving force in the Triangle’s tech sc…
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Todd Olson, CEO of Pendo: Pendo Founding story and What Makes Him Tick?
1:30:14
1:30:14
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1:30:14What drives someone to leave a cushy corporate role, start (and sometimes stumble at) multiple tech ventures, and finally build one of the Triangle’s most iconic unicorns? On this episode of Triangle Tweener Talks, we sit down with Todd Olson, Founder and CEO of Pendo—a leading product analytics platform now powering hundreds of the world’s top sof…
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Peter Zaitsev: Open-Source Entrepreneurship and the Percona Story
1:32:02
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1:32:02How do you grow a 350-person, globally distributed tech company—without outside venture funding? In this episode of Triangle Tweener Talks, we chat with Peter Zaitsev, Co-Founder of Percona, who bootstrapped his open-source database services and software company from a scrappy two-person startup in the U.K. to a $50M+ revenue business headquartered…
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Tina Tang: Finding Product-Market Fit, Raising Pre-Seed, and the Bristles.AI Story
1:27:04
1:27:04
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1:27:04How do you turn a simple “what if?” into a thriving venture—especially when you’re blending creativity, technology, and a dash of entrepreneurial courage? In this episode of Triangle Tweener Talks, we sit down with Tina Tang, Co-Founder and CEO of Bristles, an AI-driven platform that helps furniture refinishers and DIYers reimagine their projects b…
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Robbie Allen: Automated Insights and Infinia ML (Exits) -> Bionic Health and Triangle Tweener Fund
1:37:18
1:37:18
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1:37:18How do you transition from corporate life to building a successful startup? What does it take to create a company culture where people genuinely enjoy working while navigating the challenges of entrepreneurship? In this episode of Triangle Tweener Talks, Scot Wingo sits down with Robbie Allen, a serial entrepreneur and founder of companies like Sta…
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Dr. Joy Bhosai: Raising Millions and Revolutionizing Healthcare with Pluto Health
59:50
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59:50How can technology close the healthcare gaps that leave so many underserved? What does it take to build a startup that challenges the status quo while navigating the ups and downs of entrepreneurship? In this episode of Triangle Tweener Talks, we sit down with Dr. Joy Bhosai, founder and CEO of Pluto Health, to explore the inspiring journey that le…
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Dr. Alison Fragale: Author of Likeable Badass and UNC Professor and Assistant Dean
58:52
58:52
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58:52What does it take to embrace your unique strengths, navigate the dynamics of power and status, and achieve the success you deserve? In this episode of Triangle Tweener Talks, we sit down with Dr. Alison Fragale, author of Likable Badass: How Women Get the Success They Deserve. Alison is a distinguished professor at UNC’s Kenan-Flagler Business Scho…
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Dusan Babich: South Africa -> Device Magic (Double Exit!) -> New Startup
53:39
53:39
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53:39What does it take to bootstrap a company, achieve a private equity exit, and then score a second windfall with a double exit? In this episode of Triangle Tweener Talks, Dusan Babich shares his incredible entrepreneurial journey, starting with his move from South Africa to the Triangle in 2015 to grow Device Magic. Dusan reflects on the lessons lear…
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Robbie Hardy: Her CI Technologies Exit, Women Investing in Women, and Upsetting the Table
1:30:48
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1:30:48Throughout her corporate consulting career in the 1980's, Robbie Hardy continued to rise in the ranks. However, according to Robbie, "I kept thinking there had to be something more. I was the always the only woman in the room, but I kind of didn't know that was weird because I didn't know anything else." So in 1993, Robbie founded her first company…
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Jesse Lipson: ShareFile (Exit to Citrix) -> Raleigh Founded and Levitate
1:08:28
1:08:28
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1:08:28In 2005, Jesse Lipson founded ShareFile, which he bootstrapped until it was sold to Citrix Systems in 2011 - for $93M. So how did he do it? And what inspired him to start Raleigh Founded coworking and his latest venture Levitate? Let's find out on today's Triangle Tweener Talks! Where to Find Jesse Lipson: Linkedin: https://www.linkedin.com/in/jess…
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Jan Davis: Generation 1 Triangle Founder -> RTP Angel Fund + Carolina Angel Fund
1:22:33
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1:22:33According to her LinkedIn headline, Jan Davis has "doubled the size of three different businesses in different industries in three years or less as an operator." Amazing, but what's even more impressive is that she started her entrepreneurial journey in the 1980's, when female founders were few and far between. Today we hear her story of founding c…
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Alex Lassiter: Gather (Exit) -> GreenPlaces
1:15:53
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1:15:53As a Morehead Scholar UNC grad, and with a successful start to his career at Bain Capital, Alex Lassiter could have done anything next. He chose entrepreneurship, which led to him living in Atlanta over a Chinese restaurant, so poor that he was calculating the cost of beans with his other cofounders and eating blue chicken. He had dozens of ideas t…
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Scot Wingo: Stingray -> AuctionRover -> ChannelAdvisor -> Spiffy -> Triangle Tweener Fund
1:01:59
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1:01:59Welcome to Triangle Tweener Talks, where we share stories from founders about how they got to where they are today. The first founder we’re hearing from is the man who will be hosting this podcast - serial entrepreneur and general partner of the Triangle Tweener fund, Scot Wingo. Where to Find Scot Wingo: Linkedin: https://www.linkedin.com/in/thesc…
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