The 18-month window: planning the business exit you actually want
Most owners start exit planning a year too late. Here's the 18-month window — and the tax decisions that get locked in early.
Organized by practice track, not by publication date.
Most owners start exit planning a year too late. Here's the 18-month window — and the tax decisions that get locked in early.
Section 1202, charitable LLCs, and stacking strategies — what actually moves the needle on a $20M+ exit, and what just sounds good.
Different buyers, different deal structures, different post-close tax bills. A practical comparison from the seller's seat.
A short, sequenced list of decisions that should happen — and a longer list of the ones that absolutely shouldn't.
The election window is narrower than the SSA documents suggest. We walk through the breakeven math for three common scenarios.
Inheritance conversations go better with structure. A short framework we use with families navigating a major transition.
When concentrated company stock meets a real retirement date, the math changes. A framework for dual-income tech households at 55+.
What the rule does, what it doesn't, and the structure mistakes that cost meaningful tax dollars in year one.
Pre-IPO RSU acceleration on a change of control: the modeling, the tax surprise, and the cash management problem nobody mentions.
Small-group sessions — in person at our offices and virtual — each focused on a single transition.
In person · San Diego · 6:00 PM
A working session for owners thinking about an exit in the next two years. What the runway changes, and what it doesn't.
Virtual · 12:00 PM PT
RSUs, ISOs, ESPP, and 10b5-1 plans — the planning decisions that matter most in the year before a major vesting cliff.
In person · Brea · 5:30 PM
For households 3–5 years from retirement: drawdown, Social Security timing, and the tax window that closes at 73.
Virtual · 10:00 AM PT
A small-group conversation about the financial sequencing of the first 12 months — what should happen, and what shouldn't.