VCs Off the Record with Gayle Jennings-O'Byrne
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VCs Off the Record with Gayle Jennings-O'Byrne
Real talk with real investors. This podcast is for founders, startups, and investors seeking brutally honest insights about raising capital and investment funds. Have you ever tanked an investor meeting or made a bad investment? Well, we talk to some of the top investors, venture capitalists, and wo...
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Fundable Startups, Execution & VC Reality Checks w/ Sydney Thomas, Symphonic Capital
In this VCs Off the Record episode, host Gayle Jennings-O'Byrne sit down with Sydney Paige Thomas, Founder & General Partner at Symphonic Capital, to...

Tough Love & Smart Investing: What Founders Need to Hear w/ Jonathan Hakakian
In this episode of VCs Off the Record, Jonathan Hakakian, Managing Director at Soundboard Venture Fund, joins Gayle Jennings-O'Byrne for a real talk o...

How to Build Startups That Drive Real Change with Sergio Marrero
In this VCs Off the Record episode, host Gayle Jennings-O'Byrne sits down with Sergio Marrero, Managing Director of Blue Ridge Labs at Robin Hood Foun...

PropTech and Breaking Into Venture Capital with Jackson Feder, Vice President at MetaProp
In this VCs Off the Record episode, host Gayle Jennings-O'Byrne sits down with Jackson Feder, an investor at MetaProp, to explore the intersection of...

Storytelling, Startup Fundraising & Impact Investing with Romeo Ortiz & Chi Achebe
In thisVCs Off the Record episode, hostGayle Jennings-O'Byrne chats withRomeo Ortiz, founder ofProductStory Media, andChi Achebe, a venture capitalist...

The Future of Biotech & Venture Capital: Investing in Human & Planetary Health with Sabriya Stukes
In this VCs Off the Record episode, host Gayle Jennings-O'Byrne dives into the intersection of biotech, planetary health, and venture capital with Sab...

How Diversity & AI Are Changing Venture Capital with Justin Huebner and Megan Gray
In this VCs Off the Record episode, host Gayle Jennings-O'Byrne chats with Justin Huebner, author of Inclusive Investing, and Megan Gray, founder & CE...

Idea to Investment: How VCs Fund Problem-Solving Startups with Mirit Lugassi, Laconia Capital
In this VCs Off the Record episode, host Gayle Jennings-O'Byrne chats with Mirit Lugassi, an investor at Laconia Capital, about funding early-st...

How to Build Authentic Relationships with VCs featuring Desiree Almodovar, Operating Partner at AlleyCorp VC
In this VCs Off the Record episode, host Gayle Jennings-O'Byrne chats with Desiree Almodovar, a venture capitalist at Alley Corp VC, and advoc...

Aligning Capital with Social Impact and Financial Returns with Victoria Kennedy, Founder of Patternist
In this episode of VCs Off the Record, host Gayle Jennings-O'Byrne chats with Victoria Kennedy, founder of Patternist and former product leader tu...

Generational Wealth & Community Building with Dawn Kelly of The Nourish Spot
In this episode of VCs Off the Record, host Gayle Jennings-O'Byrne chats with Dawn Kelly, CEO and founder of The Nourish Spot. Dawn shares her inspiri...

Reflections & Roadmapping For Business Success In 2025
As the year winds down, hosts Gayle Jennings-O’Byrne, CEO of Wocstar Capital, and Victoria Bert, Chief Content Officer at Wocstar Media, share actiona...

Balancing Profit and Purpose: Inside Impact Investing" w/ Josh Tanenbaum, Founder of Rebalance Capital
On this episode of VCs Off the Record, host Gayle Jennings-O’Byrne sits down with Josh Tanenbaum, a visionary whose career bridges entrepreneurship an...

"Breaking Barriers & Building Wealth" w/ Benny Lorenzo, Managing Partner | Aspira Capital
In this episode of "VCs Off the Record", Gayle sits down with Benny Lorenzo, Managing Partner of Aspira Capital Management and a pioneering force in v...

"Secrets to Raising Capital" w/ Megan Ruan | General Partner, Gold House Ventures
In this episode of "VCs Off the Record", Gayle sits down with Megan Ruan, General Partner at Gold House Ventures, an early-stage VC dedicated to suppo...

"The AI Surge: Inside the Investment Boom" w/ Kenneth A. Goodwin Jr. Managing Partner | Jeanensis Ventures
In this episode, Gayle Jennings-O’Byrne goes off the record with Kenneth A Goodwin Jr. , Managing Partner of Jeanensis Ventures. Known for his deep ex...

"Inclusive Investing" w/ Jackson Block, CEO of LGBT+ VC
In this episode, we break down why investing in BIPOC, LGBTQ+, and other underrepresented founders isn’t just the right thing to do—it’s smart busines...

"The Idea" with Marc Littlejohn & Alex Chung | Chai Ventures
In episode three of VCs Off the Record, Gayle Jennings-O'Byrne dives into what makes a great idea—and what makes it profitable. She explains that in...

"Rejection Redefined" w/ Jesse Middleton, General Partner at Flybridge
In this episode of VCs Off the Record, Gayle Jennings-O'Byrne opens up about the realities of rejection—what it's like to tell founders "no," why she...

"The Start" w/ Erica Duignan Minnihan, Founder and General Partner at Reign Ventures
Season three of VCs Off the Record with Gayle Jennings-O’Byrne kicks off with a conversation between Gayle and Erica Duignan Minnihan, Founder and Gen...

"Diversity is Everyone's Responsibility" w/ Oliver Libby, co-founding Managing Partner of H/L Ventures and CityRock Venture Partners
On this week’s episode, we sit down with Oliver Libby, co-founding Managing Partner of H/L Ventures and CityRock Venture Partners. The H/L family of c...

"Relentless & Resilient: How This Entrepreneur is Transforming the Tech Industry" with Courtne Smith, Founder & CEO of NewNew
We are back for Season 3 and we are SO excited! We are kicking it off with an amazing entrepreneur, Courtne Smith, founder and CEO of NewNew, a social...

"LightShip: How We Are Using Innovation & Inclusion to Disrupt the System" w/ Brian Brackeen, General Partner of LightShip Capital
For far too long, implicit bias and systemic racism have created huge gaps in the VC and startup world —favoring white, male founders, while ignoring...

"Banking While Black: How This FinTech Boss is Changing the System" w/ Sheena Allen, CEO and Founder of Capway
We all know you need money to make money but you also need to "bank" money to use it especially as our world becomes more reliant on technology and to...

"Gender, Diversity & Inclusion: How to Invest with Intention” w/ Suzanne Biegel, Founder of Catalyst at Large & Co-Founder of the GenderSmart Investing Summit
One of the biggest myths in impact and gender lens investing is the lack of data showing the power of investing in diverse and inclusive ventures or t...

"The Rainmaker: Learning How to Thrive Not Just Survive in a Pandemic" w/ Vicki Vasilopoulos, Co-founder of TheElysians.com
On today's episode, Diana sits down with Vicki Vasilopoulos, co-founder of TheElysians.com, a platform for the U.S. market featuring exclusive, hand-...

"Nohmad: Mobilizing the business of Barbering & Beauty from End-to-End" w/ Shawn Rohder, Founder & CEO of Nohmad
As with almost every industry this year, barbers and beauticians have been struggling to find creative ways to do business as the pandemic forces shop...

"How to Be Brilliant & Resilient in Difficult Times" w/ NYC Department of Small Business Services (SBS) Commissioner Jonnel Doris
Our next episode is part of our bi-monthly podcast between the WOCstar Fund and the NYC Department of Small Business Services’ WE NYC Initiative featu...

"Better Catering, Bigger Causes - How this CEO Helps the Underrepresented Find Their Voice" w/ Deepti Sharma, CEO and Founder of Food to Eat
Our next episode is part of our bi-monthly podcast between the WOCstar Fund and the NYC Department of Small Business Services’ WE NYC Initiative featu...

"Esusu: Unleashing the Power of Data to Bridge the Racial Wealth Gap" w/ Esusu Co-Founders, Abbey Wemimo & Samir Goel
Over 70 million Americans are credit invisible which leads to financial exclusion and exorbitant interest rates. African Americans and other minoritie...

"Playing Big: Using Confidence & Competence to Empower Your Business" w/ Diana Franco, Executive Director of WE NYC & Launch Services
Our next episode is part of our bi-monthly podcast between the WOCstar Fund and the NYC Department of Small Business Services’ WE NYC Initiative featu...

“The Power of Partnership: Unleashing Creativity through Collaboration ” w/ Natalie Nixon, President of Figure 8 Thinking & Peri Higgins, President of Evolve Advisors
It is a known fact that families need wealth to be economically secure and create opportunities for the next generation. A close examination of wealth...

"How to Connect Your Work & Your Mission - One TASK at a Time" with Matt Rickard, COO & Co-Founder of Task.io
In this episode, we join Matt Rickard, COO and Co-Founder of Task.io, a tech company focused on creating positive impact.
With over 20 years wor...

"Unlocking The Power of Technology & Social Impact for REAL Change" w/ Samira Khan, Senior Manager of Global Impact at Salesforce.Org
In her role as Senior Manager of Global Impact at Salesforce.Org, Samira is focused on impact measurement and the SDGs and has worked on global social...

"Removing Barriers: The Truth About Social Impact Investing" with Dustin Shay, Senior Director, Partnerships @ Village Capital | Venture Partner @ Republic
“Entrepreneurship plays an essential role in solving major social and environmental issues, but the way we support it limits us.”- Dustin Shay
O...

"In Stereo: How I Raised My Voice & My Business" with Beatrice Dixon, Founder & CEO of The Honey Pot Co.
In our second episode of the series, we sit down with Beatrice Dixon, founder of the popular plant-based, black-owned feminine care brand The Honey Po...

“From Startup to Sleep Goddess: My Journey as a Latina Entrepreneur ” w/ Alexandra Zatarain, Co-Founder & CMO of Eight Sleep
Latinos currently represent 17% of the population in the United States, yet they are vastly underrepresented in the tech industry, where they only mak...

“Creating Sustainable Impact thru Sustainable Investment” w/ Alberto Gomez-Obregon, CEO of CO_Capital (Formerly Director of Portfolio at Acumen)
In this episode, we join Alberto Gomez-Obregon, former Global Director of Portfolio at Acumen and recently announced CEO and Managing Partner of CO_Ca...

"Redefine Wealth, For Good" with Angela Barbash, CEO of Revalue
In this episode, we sit down with Angela Barbash, CEO of Revalue, an independent registered investment advisory firm founded in 2013, and is located i...

"The Art of Authenticity - How I'm Keeping it REAL as an Investor & Entrepreneur" with Noramay Cadena, Managing Partner of MiLA Capital
In this episode, we sat down with Noramay Cadena, co-founder of MiLA Capital, a LA-based seed-stage venture capital firm that invests in tech you can...