
First Cheque
Monique Woodard’s Cake Ventures Strategy: Big Bets on Aging, Women & Culture
Episode Summary
Monique Woodard is the Founder and Solo GP of Cake Ventures, a venture fund focused on the enormous opportunities created by demographic shifts such as aging populations, rising female spending power, and America's transition to a majority-minority population. She explains how these macro-level changes expand markets across digital health, fintech, consumer brands, and AI-enabled solutions. Monique also candidly shares her experiences as a solo GP—covering the realities of fundraising, building a unique investment thesis, navigating partnership dynamics, and scaling from Fund I ($17M) to Fund II. Her insights offer a clear blueprint for investors, operators, and founders eager to capitalise on overlooked, high-growth opportunities driven by demographic change.
Time Stamps
03:07 – Monique’s first investment: picking stocks at age 20
06:12 – Her journey from rural entrepreneurship to 500 Startups and VC
12:43 – The "Three Layers of Cake": investing in demographic shifts (aging, female economy, new majority)
22:56 – Why geographic focus matters (and why Cake invests only in North America
24:32 – Real talk on Solo GP life: choosing partners, hiring venture partners, and building a legacy firm
30:07 – Raising Fund II: bigger checks, deeper domain expertise, and firm evolution
39:12 – How founders should position their companies in the AI hype cycle
45:24 – Advice for operators: Understanding the difference between investing and running a venture firm
Resources
🍰 Cake Ventures – Monique’s demographic‑change VC firm. https://cake.vc🙋♀️Monique Woodard on LinkedIn – Follow her insights on venture & demographics. https://www.linkedin.com/in/moniquewoodard
Sponsors:
First Cheque is supported by our wonderful sponsors:
Vanta automates up to 90% compliance, getting you audit-ready quickly and saving you up to 85% of associated costs. Join 10,000 global companies like Cipherstash, Handle and Indebted that use Vanta to build trust and prove security in real-time.
Get 10% off http://dayone.fm/vanta/cheque
Aussie Angels makes it easy for accredited investors to back early-stage startups alongside experienced syndicate leads. With no platform fees and minimum cheques from $2,500, you can build a diversified portfolio of high-growth companies with confidence.
https://www.aussieangels.com/
Galah Cyber: Galah Cyber are perfect for founder-lead and SAAS businesses. Galah provides advice, education, and training. Get in touch with Galah Cyber for a complimentary call to make sure you’re secured.
https://dayone.fm/galah
First Cheque is part of Day One.
Day One helps founders and startup operators make better business decisions more often.
To learn more, join our newsletter to be notified of new First Cheque episodes and upcoming shows.
Mentioned in this episode:
FC Vanta Ad March 2025_02
FC Vanta Ad March 2025_02
PMB Trailer+Promo_01
PMB Trailer+Promo_01
Aussie Angels - the preferred fund and syndicate admin platform for emerging managers in Australia
Show Notes: If you’re an investor or keen to write your first angel check, please check out some of the syndicate tickets on www.aussieangels.com
This podcast uses the following third-party services for analysis:
Podtrac - https://analytics.podtrac.com/privacy-policy-gdrp
Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/