
Currently allocated across public stocks and bonds:
• $1.2M in retirement accounts
• $6.8M in taxable accounts
Opportunities We’re Executing
• Upgrade tax-loss harvesting: Moving from Betterment’s direct indexing to a long/short equity SMA for outperformance potential and permanent capital-loss harvesting — critical for PE partners with ongoing capital gains.
• Diversify into tax-aware hedge funds: Lower correlation to traditional markets while passing through ordinary lossesto offset earned income.
• Super Duper Mega Tax-Free Roth Conversion™: With income dipping during his new firm’s launch, we can convert the entire $1.2M retirement balance to Roth over 2–3 years at ultra-low tax cost.
• Higher-octane illiquids in Roth: Private equity, infrastructure, and private credit — all in the tax-free growth bucket.
• Estate planning on the radar: No immediate need, but planning early ensures future growth and business value don’t trigger avoidable estate-tax issues.
• Cheap, tax-deductible leverage: Borrowing at sub-4% via box spreads instead of a bank line at 7%+, with interest deductible against investment gains.