Pre-adoption workflow
10b5-1 plan checklist: what to settle before you sign.
The best time to fix a 10b5-1 plan is before adoption. After adoption, changes can create cooling-off, disclosure, or affirmative-defense issues. Use this checklist to get the financial assumptions ready for counsel, broker, and company review.
1. Confirm eligibility and timing
- Confirm you are in an open trading window under company policy.
- Confirm you are not aware of material nonpublic information.
- Identify whether you are a director, officer, Section 16 insider, or other covered person.
- Map the applicable cooling-off period before selecting a first-trade date.
2. Inventory the stock position
- Separate vested shares, RSUs, PSUs, ISO shares, NSO shares, ESPP lots, founder shares, and restricted stock.
- Tag short-term and long-term lots and identify large unrealized gains or losses.
- Estimate future vesting that will add to concentration during the plan term.
- List transfer restrictions, lockup dates, Rule 144 issues, pledge arrangements, and margin loans.
3. Pick the sale objective
- Reduce employer stock from a target percent of net worth to a lower target.
- Raise cash for taxes, diversification, charitable giving, home purchase, or estate planning.
- Sell enough future vests to prevent concentration from rebuilding.
- Decide whether non-execution is acceptable if price conditions are included.
4. Coordinate the professional team
CompanyTrading window, pre-clearance, Section 16, disclosure, and insider-list requirements.
BrokerPlan template, trade mechanics, Rule 144, account setup, and operational deadlines.
CPAEstimated taxes, AMT, state tax, capital gains, NIIT, and Form 8949 reporting.
AdvisorConcentration target, lot strategy, cash plan, reinvestment, and tax-aware schedule.
5. Decide what not to do
Do not adopt a plan you expect to terminate early. Do not build a sale schedule that solves optics but fails the portfolio. Do not ignore future RSU or PSU vesting. Do not rely on a downloaded template without issuer, counsel, and broker approval.
Next steps: compare plan examples, check cost components, and understand rule requirements.
Need the checklist translated into a plan?
We match concentrated-stock holders with advisors who can organize the tax and portfolio side before the legal documents are finalized.