Before You Buy Your First Rental, Watch This: Chris Crosby on What Actually Makes a Good Deal
Chris Crosby is one of those friends I just genuinely like being around. He is calm, he is curious, and he is one of the few people I know who can sit you down, walk you through the math on a rental property, and somehow make you feel smarter on the other side of the conversation. He works at Buckingham Investments here in Southern California, and he is laser-focused on helping people build real wealth through investment real estate. We talk Patriots, blizzards, the move from Boston to the West Coast, and then we get into the good stuff.
What you’ll get out of this one:
– How Chris went from a Boston corporate job to scaling a multifamily portfolio in California
– The education-first approach Buckingham Investments uses with new investors
– Real-world strategies on cash-out refinances and 1031 exchanges to scale from a duplex to a ten-unit
– Why an annual equity review can quietly change the trajectory of your portfolio
– What interest rate resets are really doing to commercial multifamily right now (and where the opportunities are)
Connect with Chris Crosby:
– Email: ChrisCrosby@BuckinghamInvestments.com
– Instagram: @investorinsight1
– Buckingham Investments
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Chris Chudacoff Social:
YouTube: @cchudacoff
LinkedIn: https://linkedin.com/in/chris-chudacoff-80a7865
Instagram: https://instagram.com/cchudacoff
Key Moments
– **0:00** Why everybody loves real estate
– **0:44** Welcome, Chris Crosby of Buckingham Investments
– **2:48** Diehard Patriots fan from outside Boston
– **6:10** The blizzard, the flat roof, and the one-way move to California at 22
– **10:14** Why your 20s and 30s are for taking chances
– **15:11** Rich Dad Poor Dad and the moment real estate clicked
– **16:50** Discovering Buckingham Investments and their education-first model
– **20:42** “Let me teach you what a great deal is”
– **23:28** Being the financial advisor for your rental property
– **25:34** What a first-time investor needs to think about
– **26:45** Down payments, FHA, VA, and house-hacking a 2 to 4 unit
– **30:57** Partnerships: the pros, the cons, and the one rule
– **32:16** Cash-out refi vs. 1031 exchange to scale your portfolio
– **42:30** What four years of rate hikes have done to commercial multifamily
– **45:41** A real example: duplex to ten-unit exchange in 2026
– **46:39** How to reach Chris
– **46:53** Wrap