AI just collapsed the cost and time of building a modern family office. What used to require big legal + CPA bills and countless admin hours can now be blueprinted in ~30 minutes using the right AI prompts.
In this conversation, Geoff Sokol (Investment Adviser at Growthink RIA) walks through 10 practical ways to use AI to design your family office operating system - without replacing professionals. AI handles the “heavy lifting” (research, structure, first-draft planning), so you can bring a clearer, faster plan to your attorney, CPA, and wealth advisor.
Contact:
[email protected]
https://gtria.com/ | https://gtria.com/contact/
You’ll learn:
The highest-leverage prompts for founders planning an exit (tax, structure, timing, QSBS, tradeoffs)
How to use multiple AI tools (ChatGPT, Claude, Gemini, Grok) for better outputs
How to think about tax optimization vs life optimization (“math vs meaning”)
Estate planning + trust design prompts that reduce family conflict
Insurance + risk management prompts to prevent catastrophic downside
Charitable strategy prompts (DAFs, appreciated assets, values-aligned giving)
Liquidity planning to avoid being asset rich / cash poor
Lending against assets and building a master plan that integrates everything
If you’re a business owner thinking about succession, liquidity, or legacy, this is your fast-start blueprint.
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TIMESTAMPS:
00:00 - Introduction
01:04 - 1 Business owners: exit, succession, structuring, QSBS prompts
01:42 - Start broad - then iterate: prompts, pushback, contrarian thinking
03:05 - High-leverage exit prompts (founder mistakes, sequencing, tradeoffs)
03:51 - Using multiple AI tools: ChatGPT vs Claude vs Gemini vs Grok
06:37 - 2 Personal + household financial planning (life design prompts)
07:02 - The “exit number” fallacy: 40M vs 53M—what actually changes?
08:42 - Household prompts: goals, kids vs aging parents, flexibility, conflicts
10:13 - Why installment sales + restructuring depend on lifestyle cash-flow needs
11:42 - 3 Tax planning + asset allocation (low-hanging fruit vs complexity)
13:41 - Risks of over-optimizing for taxes (math vs meaning)
15:42 - Blind spots + “tell me why this is a bad idea” stress test prompt
17:16 - 4 Estate planning + trust design (avoid family conflict)
20:33 - 5 Insurance consulting + risk management (what could wipe you out?)
22:11 - Simplify insurance: explain like I’m 5 + premium/benefit tradeoffs
24:16 - 6 Legacy + charity + DAFs (values-aligned giving + tax timing)
27:16 - 7 Work-life balance, health, wealth (health as an asset class)
29:28 - Prompt: regrets wealthy people report later in life
30:06 - 8 Liquidity planning: stress tests, avoid forced sales
32:20 - Avoid “asset rich, cash poor” + liquidity needs as you age
33:55 - 9 Lending against assets (borrow vs sell; tax efficiency)
36:05 - 10 Master plan: synthesize everything into one coherent strategy
37:55 - How Geoff helps clients implement with oversight (with or without AI)
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