Insights

Articles and guides on the transitions we navigate every day.

Organized by practice track, not by publication date.

Business Exit

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.

Scott Stevens · May 2026
Business Exit

QSBS, charitable trusts, and the tax decisions that move the most

Section 1202, charitable LLCs, and stacking strategies — what actually moves the needle on a $20M+ exit, and what just sounds good.

Scott Stevens · Apr 2026
Business Exit

Selling to a strategic vs. a financial buyer — what changes for your wallet

Different buyers, different deal structures, different post-close tax bills. A practical comparison from the seller's seat.

Scott Stevens · Mar 2026
Surviving Spouse

What to do in the first 90 days after losing a spouse

A short, sequenced list of decisions that should happen — and a longer list of the ones that absolutely shouldn't.

David Mendoza · May 2026
Surviving Spouse

Social Security survivor benefits — timing matters more than people realize

The election window is narrower than the SSA documents suggest. We walk through the breakeven math for three common scenarios.

David Mendoza · Apr 2026
Surviving Spouse

Adult children and money: how to talk about it without conflict

Inheritance conversations go better with structure. A short framework we use with families navigating a major transition.

David Mendoza · Mar 2026
Tech Equity

RSUs, ISOs, and the empty-nest retirement timeline

When concentrated company stock meets a real retirement date, the math changes. A framework for dual-income tech households at 55+.

Hannah Liang · May 2026
Tech Equity

10b5-1 plans explained — and when they actually help

What the rule does, what it doesn't, and the structure mistakes that cost meaningful tax dollars in year one.

Hannah Liang · Apr 2026
Tech Equity

The double-trigger acceleration scenario most planners miss

Pre-IPO RSU acceleration on a change of control: the modeling, the tax surprise, and the cash management problem nobody mentions.

Hannah Liang · Mar 2026
Events

Conversations organized around life's transitions.

Small-group sessions — in person at our offices and virtual — each focused on a single transition.

Sep 18, 2026

Selling Your Business: 18 Months Out

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.

Oct 9, 2026

Equity Comp Before You Vest

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.

Nov 6, 2026

Retiring From a 40-Year Career

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.

Dec 4, 2026

Navigating Widowhood: The First Year

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.

Past events
  • May 2026QSBS, Charitable Trusts & the Founder Exit
  • Apr 2026Inheritance & the Adult-Child Conversation
  • Mar 2026Roth Conversions in the Pre-RMD Window
  • Feb 2026Divorce & the Financial Restart
  • Jan 202610b5-1 Plans, Demystified
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