
Episodes: 38
Frequency: Irregular
Rating: 5.0/5.0
Estimated listeners: 1k-10k
Gender skew: Male
Location: USA
30s Ad: 55 - 66, 60s Ad: 64 - 75
Kevin (host, Fident Capital) - Host of Offshoot and a former professional at Fident Capital. The show is positioned as a venue for real estate entrepreneurs and finance leaders across borrower/operator and investor/lender sides,...
Derek Myron - Ultra-high-net-worth Tax Planning/financial Engineering, Real Estate Allocation In UHNW Portfolios, RIA Platform Building And Accountability
Jay Rollins - Institutional Capital Platform Building For Operators, Discretionary Capital Structures, Promote/vesting Alignment, And Team Development
Mark Roppolo - Patient Capital Allocation, Deal Sourcing Through Operating Partners, Underwriting Sponsor Vs. Asset, Accountability Frameworks
Derek Myron: It's not what you make, it's what you keep.
March 26, 2026
On this episode, Kevin chats with Derek Myron, Managing Partner of Centura Wealth Advisory, a San Diego-based registered investment advisor specializing in ultra-high-net-worth families. Since founding Centura in 2014, Derek and his team of 62 professionals have grown to $1.4 billion in assets under management.Derek walks us through how Centura has built a practice that goes well beyond traditional asset management into comprehensive tax planning and financial engineering. He gets into how so...
Jay Rollins: People first, deal second - building platforms, not just portfolios
December 11, 2025
Kevin chats with Jay Rollins about his 40-year journey building and selling four companies, from RTC-era distressed acquisitions to growing JCR Capital to $1.6 billion in AUM before selling to Walker Dunlop in 2018. Now Jay's doing something different with Canopy Real Estate Partners—scouting real estate operators between 35 and 45 who've proven they can do deals but have never recruited institutional capital. His pitch: let Canopy put discretionary capital in your hands, teach you fund manag...
Mark Roppolo: Two deals a year when nothing pencils, the power of patient capital allocation
November 13, 2025
On this episode, Kevin chats with Mark Roppolo of HFS Capital Partners about operating in the space between family office and traditional fund. Mark explains how this structure allows HFS to maintain unusual discipline—sometimes doing just two deals a year when market conditions don't warrant more. The conversation covers their approach to sourcing deals exclusively through operating partners rather than marketed opportunities, why they underwrite the sponsor as much as the asset itself, and ...
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