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In this episode of dakota live, host Robert Morier sits down with Stephanie Szymanski, Chief Investment Officer of Lakeview Capital Management, for a wide-ranging, practitioner-level conversation on how single-family offices actually invest. Stephanie pulls back the curtain on what it means to run portfolio construction inside a single-family office, covering how family office CIOs think differently from endowments and foundations when it comes to asset allocation, manager selection, liquidity, and after-tax outcomes. This episode is essential viewing for: • Asset managers seeking to work with single-family offices • Emerging managers navigating early allocations • Allocators and CIOs comparing family office vs institutional models • Students and analysts interested in family office careers Topics covered include: • How single family offices structure multi-asset portfolios across public and private markets • The role of hedge funds as diversifiers, return enhancers, and risk reducers • Why many family offices invest earlier than institutions—and how they assess manager risk • Active vs passive decision-making in global equities • How family offices evaluate emerging market and ex-US equity managers • The realities of private equity pacing, distributions, and capacity constraints • Why many family offices do not focus on direct investing • Manager due diligence, triangulation, and relationship-driven underwriting • What asset managers misunderstand most about family offices • Career advice for analysts and investors interested in allocator roles Stephanie also shares practical insight into: • Running a lean investment team • Hiring and developing junior analysts • Building conviction without rigid RFP processes • Why focus and strategy discipline matter more than scale If you want a real-world look at how single family offices make investment decisions, this conversation delivers clarity, nuance, and uncommon transparency. Stephanie Szymanski: / stephanie-e-szymanski-cfa-94739667 Robert Morier: / robertlmorier Our Website: https://dakota.com Lakeview Capital: https://lakeview.capital/ 🎙️ Listen to the Podcast: Spotify: https://open.spotify.com/show/3NUXRMz... Apple Podcast: https://podcasts.apple.com/us/podcast... Chapter Markers 00:00 Intro 01:37 Stephanie Szymanski intro 03:43 Past experience on the show 04:30 Career path 07:02 The mystery of family offices 09:38 Staying in the family office space 11:54 Current responsibilities 13:54 Starting with a family office 16:21 The team 17:37 The analyst 21:31 Balance of active and passive managers 23:39 Allocation model 26:47 Starting the process 28:45 Differentiation of candidates 32:31 Manager red flags 34:53 The decision process 41:17 Role of hedgefunds 42:43 Fund of funds 43:26 Private credit 45:59 Private equity 48:22 Co-investments 48:55 Early stage venture 49:52 GP staking and seeding 51:35 What's next 54:45 Real assets 56:11 What to learn from manager meetings 59:01 Advice for young professionals 1:01:08 Mentors 1:02:21 Dakota recommends 1:03:43 Lightning round