• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
NewslettersTerm Sheet

Defy Ventures teaches entrepreneurship in prisons. It changed how I think about founders

Allie Garfinkle
By
Allie Garfinkle
Allie Garfinkle
Senior Finance Reporter and author of Term Sheet
Down Arrow Button Icon
Allie Garfinkle
By
Allie Garfinkle
Allie Garfinkle
Senior Finance Reporter and author of Term Sheet
Down Arrow Button Icon
February 20, 2026, 6:40 AM ET
Defy Ventures's Andrew Glazier.
Defy Ventures's Andrew Glazier.Defy Ventures

I love going to prison with Andrew Glazier. 

Recommended Video

Glazier is the CEO of Defy Ventures, a Los Angeles-based nonprofit running entrepreneurship training programs in prisons across eight states. And twice now, I’ve tagged along at Defy events, including a New York coaching day and a California pitch competition. As you might expect, there are all sorts of rules in prison: first names only, no promises, no asking ‘what you’re in for,’ high-fives and fist bumps. But I’d argue there’s one rule that matters above the others: That this is fundamentally humanizing. 

“When you walk into a Defy class, the first thing we’re expressing to you is that you’re a human with unique gifts and talents,” said Glazier, who’s run the organization since the founder’s departure in 2018. “You’re no longer ‘inmate number blank.’ You’re now an entrepreneur-in-training. What do you want to do?”

Entrepreneur-in-training (or EIT) is an important turn of phrase at Defy—there are no “convicts” or “inmates,” just EITs and volunteers. And I should say: I’ve shown up to these events as a volunteer, not as a journalist. But—as a person who interviews entrepreneurs and investors for a living—I asked Glazier if I could write about Defy, and what it reveals about entrepreneurship itself. 

As it turns out, even in prison, a pitch is a pitch and a business is a business. 

“Legal and illegal businesses involve the same skill sets,” said Glazier. “They require thoughtfulness around cash management, followership, marketing, inventory management, operations. So, for us, it’s about how you transform that hustle… We’re looking to employ entrepreneurship as a transformational frame.”

These pitches from EITs are often good to great, and frankly make more sense than half the startup pitches that hit my inbox each day. Unlike startup founders (kidding, mostly), EITs have rules for the businesses they’re proposing—there needs to be a clear customer problem you’re solving, a minimum viable product, a plan for overhead costs, and a possible path to scale. They’re simultaneously preparing for the reality that they’ll have to talk about the worst transgressions of their lives.

“It’s about leading with, ‘look I made some mistakes and these are some of the things I’ve learned through really hard times,’” said Glazier. “‘I’ve come out on the other side, and I can be a great asset to you and this community.’”

If you strip it all away, what’s the real difference between an EIT and the startup founders I talk to every day? In many cases, I’d argue it’s not talent, ideas, or grit. It’s opportunity and context. An entrepreneur is someone who has decided, for whatever reason, to control their destiny.

“Certainly, entrepreneurship for people coming home from prison can be a path to economic independence,” said Glazier. “When you come home, getting hired can be hard, advancement can be constrained. So, the idea that you can come home and be your own boss can be very compelling.”

And here’s the thing: The goal isn’t necessarily that every EIT will start their own business. Rather, the goal’s that they have a path back to the world, and to a better version of themselves. There’s evidence this program is deeply effective: 85% of released grads are employed within six months, and the one-year recidivism rate is less than 10% (nationally, that number’s more than 40%).

So, something’s working, and here’s my guess: That there’s something about entrepreneurship that is essentially and undeniably human—the ability to imagine a future that doesn’t yet exist, and to build toward it.

And that every founder, no matter where they are, is engaging in an expression of freedom.

See you Monday,

Allie Garfinkle
X:
@agarfinks
Email: alexandra.garfinkle@fortune.com
Submit a deal for the Term Sheet newsletter here.

Joey Abrams curated the deals section of today’s newsletter. Subscribe here.

VENTURE CAPITAL

- Code Metal, a Boston, Mass.-based code translation platform for mission-critical industries, raised $125 million in Series B funding. Salesforce Ventures led the round and was joined by Accel, Cap B, and others.

- Braintrust, a San Francisco-based developer of AI monitoring technology, raised $80 million in Series B funding. ICONIQ led the round and was joined by Andreessen Horowitz, Greylock, and others.

- Altesa BioSciences, a College Park, Ga.-based pharmaceutical company focused on therapies for COPD and asthma, raised $75 million in Series B funding. Forbion led the round and was joined by Sanofi and existing investors.

- ProSomnus Sleep Technologies, a Pleasanton, Calif.-based developer of non-CPAP sleep apnea devices, raised $38 million in funding from Catalio Capital Management.

- VIZZIA, a Paris, France-based provider of video surveillance technology for public safety and cleanliness, raised €30 million ($35.3 million) in Series B funding. Base10 Partners led the round and was joined by Headline and Sistafund.

- Circuit, an Austin, Texas-based developer of AI technology designed for manufacturing and service companies, raised $30 million from Jim Breyer, Charlie Amato, and other individual investors.

- Eagle Wireless, a Cleveland, Ohio-based Internet of Things and automotive solutions company, raised $30 million in Series B funding. Asymmetric Capital Partners and The O.H.I.O. Fund led the round.

- Portkey, a San Francisco-based developer of a platform designed to get AI systems ready for production, raised $15 million in Series A funding. Elevation Capital led the round and was joined by Lightspeed.

PRIVATE EQUITY

- Amberjack Capital Partners acquired CIMA Services, a Pasadena, Texas-based waste management, environmental remediation and industrial services company. Financial terms were not disclosed.

- Ariel Alternatives acquired Front Line Power Construction, a Rosharon, Texas-based powerline construction company. Financial terms were not disclosed.

- Bregal Sagemount acquired a majority stake in Harbor Compliance, a Lancaster, Pa.-based compliance solutions provider for nonprofit and middle-market corporations. Financial terms were not disclosed.

- Centralis, backed by HGGC, acquired PINE Advisor Solutions, a Denver, Colo.-based provider of compliance, fund officer, and distribution services to asset managers. Financial terms were not disclosed.

- CUBE, backed by Hg, acquired 4CRisk.ai, a San Francisco-based regulatory technology company. Financial terms were not disclosed. 

- Greenbriar Equity Group agreed to acquire AIT Worldwide Logistics, an Itasca, Ill.-based freight-forwarding company. Financial terms were not disclosed.

- Impact XM, a portfolio company of The Riverside Company, acquired Jack Morton, a Boston, Mass.-based brand experience and live event marketing agency. Financial terms were not disclosed.

- OceanSound Partners acquired Automated Financial Systems, an Exton, Pa.-based provider of loan servicing and lifecycle management technology for financial services companies. Financial terms were not disclosed.

- WestView Capital acquired a minority stake in Benefits All In, a Cincinnati, Ohio-based employee healthcare benefit and risk management company. Financial terms were not disclosed.

OTHERS

- eBay agreed to acquire Depop, a London, U.K.-based secondhand fashion marketplace, from Etsy for approximately $1.2 billion in cash.

IPOS

- Clear Street Group, a New York City-based capital markets infrastructure company, withdrew plans to raise up to $364 million in an offering of 13 million shares priced between $26 and $28 on the Nasdaq.

FUNDS + FUNDS OF FUNDS

- HGGC, a Palo Alto, Calif.-based private equity firm, raised $3.2 billion for its fifth fund focused on middle-market companies in the tech, business services, financial services, and consumer sectors.

PEOPLE

- DCVC, a Palo Alto, Calif.-based venture capital firm, promoted Rachel Slaybaugh to general partner. 

This is the web version of Term Sheet, a daily newsletter on the biggest deals and dealmakers in venture capital and private equity. Sign up for free.
About the Author
Allie Garfinkle
By Allie GarfinkleSenior Finance Reporter and author of Term Sheet
LinkedIn iconTwitter icon

Allie Garfinkle is a senior finance reporter for Fortune, covering venture capital and startups. She authors Term Sheet, Fortune’s weekday dealmaking newsletter.

See full bioRight Arrow Button Icon

Latest in Newsletters

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
Fortune Secondary Logo
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Newsletters

In this photo illustration, the SpaceX logo is seen displayed on a smartphone screen.
NewslettersCFO Daily
Why CFOs should pay attention to Elon Musk’s SpaceX IPO—and its rumored $1.5 trillion market cap
By Sheryl EstradaMarch 12, 2026
2 hours ago
Steven Sinofsky speaks and gestures with his hands
NewslettersTerm Sheet
a16z exec Steven Sinofsky had murky dealings with Jeffrey Epstein in his previous life working for Microsoft
By Lily Mae LazarusMarch 12, 2026
2 hours ago
NewslettersFortune Tech
Uber ups robotaxi bet with steering-wheel free Zoox rides in Las Vegas
By Alexei OreskovicMarch 12, 2026
3 hours ago
NewslettersCEO Daily
A U.K.-based sustainability initiative is drawing U.S. CEOs like BoA’s Brian Moynihan: ‘We’ve got to make this happen the right way’
By Kamal AhmedMarch 12, 2026
4 hours ago
NewslettersMPW Daily
What J.Crew learned from its U.S. Ski partnership during the Olympics
By Emma HinchliffeMarch 11, 2026
21 hours ago
NewslettersCIO Intelligence
Why Levi’s turned a hackathon idea into an AI tool for store employees to make denim shopping easier
By John KellMarch 11, 2026
22 hours ago

Most Popular

placeholder alt text
Economy
'This cannot be sustainable': The U.S. borrowed $50 billion a week for the past five months, the CBO says
By Eleanor PringleMarch 10, 2026
2 days ago
placeholder alt text
AI
'Proceed with caution': Elon Musk offers warning after Amazon reportedly held mandatory meeting to address 'high blast radius' AI-related incident
By Sasha RogelbergMarch 11, 2026
18 hours ago
placeholder alt text
Big Tech
Big tech has defeated everything for 30 years, but for the first time faces something it can't control: a jury
By Carolina Rossini and The ConversationMarch 10, 2026
2 days ago
placeholder alt text
Commentary
How the ultrawealthy use smartphone apps to avoid millions in taxes
By Jose AtilesMarch 11, 2026
1 day ago
placeholder alt text
Future of Work
Shark Tank's Kevin O'Leary doesn't care if you work from your basement. He just wants to know if you can ‘execute’
By Marco Quiroz-GutierrezMarch 10, 2026
2 days ago
placeholder alt text
Personal Finance
Retirees wait for the day they can sell their homes and cash in—but there's a secret Medicare 'trap' that could stop them in their tracks
By Sydney LakeMarch 11, 2026
1 day ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.