Cashflow Quest

How He Turned a Risky Bet into a Self-Storage Empire


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Guest Bio and Links:

Bryan Grissinger is Co-Founder and Principal at Frontera Real Estate, a self-storage investment firm with more than $250 million in assets under management. With a background in architecture, he transitioned into construction and eventually found his stride in real estate private equity and development. His strategic focus on under-served, supply-constrained markets has helped Frontera thrive through disciplined underwriting and repeatable operational systems.

Listeners can learn more about Brian Grissinger on LinkedIn:@BryanGrissinger  and Frontera Real Estate: fronterarealestate.com

Notes: 

00:00 Welcome to the CashFlow Quest Podcast!
00:50 Bryan’s Background: From Architecture to Real Estate
04:00 Getting a Job at a Billion-Dollar Construction Firm
06:00 California Dreamin’ — and the San Diego Shift
08:00 From Construction to Development to Private Equity
09:45 Discovering Self-Storage as an Asset Class
12:10 Lessons from His Dad's Real Estate Collapse
13:40 "We Underwrote a Deal in Hawaiian Shirts…"
15:00 Why Self-Storage is an Operationally Controlled Asset
17:00 Market Inefficiencies and the Power of Sub-100K Deals
19:30 What They Look For in New Markets
21:15 “We’re All in This Together” – The Collaborative Side of Storage
23:10 Storage Unit Auctions and People’s Stuff
26:00 Living Minimally After Owning Storage
27:45 How Use Cases Differ by Region
30:10 Tech vs. Simple Processes: The Real Edge
32:00 Their Favorite Water Meter Ever
34:00 Using AI for Site Layout and Design
36:30 The Moat of California Entitlements
39:00 Scaling the Playbook to New Regions
41:00 Square Footage Per Capita and Demand Metrics
43:30 Their Ideal IRR and Investment Return Targets
46:15 From Managing In-House to Partnering with 3rd Party
49:00 LP Education and Capital Raising Advice
52:00 Why He Still Loves San Diego
54:00 What’s Next for Bryan and Frontera

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Blake Comfort, Co-founder of ComfortCommunities and Comfort Capital in 2008, embarked on a journey to acquire manufactured home communities, laying the foundation for the investment and management company we have today. In 2009, Comfort Communities acquired its first manufactured home community, and since then, the company has continued to expand, purchasing and managing numerous manufactured housing communities. Blake oversees all capital market functions, acquisitions, and deal sourcing forComfortCommunities and Comfort Capital. When he’s not working, Blake cherishes spending quality time with his wife and two young children and occasionally takes to the skies, flying around San Diego.

Jennifer Purcell, Co-founder of Comfort Communities and Comfort Capital, was raised in a real estate-loving household with her father being a general contractor and developer of over 4,000 units in San Diego County. Her mission is to change the perception of “Trailer Parks” and create exceptional living environments with top-notch service for residents. A San Diego State University graduate, Jennifer previously worked with R&V Management for their multi-family apartment portfolio at a leading global corporate housing company. Since 2009, she’s been instrumental in building Comfort Communities management team and fostering relationships with trusted investors and advisors, contributing to Comfort Capital’s success today. When she is not operating mobile home communities, she loves spending time outdoors, throwing the ball for her dog, and spending quality time with her husband and her two young children.

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Cashflow QuestBy Blake Comfort, Jennifer Purcell