Situation

You got a tender offer

An employer-led liquidity event — typically a one-time chance to sell some or all of your vested equity at a specific price. The window is usually two to four weeks. The decisions you make in that window can change your long-term outcome more than years of vesting.

8 curated articles~55 min totalUpdated weekly

The Reading List

Articles, in order.

Work through them sequentially, or jump to the one most relevant to your situation.

  1. 01
    ReferenceLIQUIDITY EVENTS

    Tender Offer

    What a tender offer is, the company's motivations for facilitating one, the key decisions for employees, and the tax classifications to watch.

    6 MIN
  2. 02
    ReferenceFAQS

    What’s the Difference Between a Compensatory vs Non-Compensatory Tender Offer?

    Compensatory vs. non-compensatory tender: the classification can shift gains from long-term capital to ordinary income.

    2 MIN
  3. 03
    How-toEQUITY ADVANTAGE

    Navigating Tender Offers for Pre-IPO Companies

    Tender offer 101 plus a framework for the two key decisions: CAN you participate (eligibility), and SHOULD you (financial + tax + risk).

    3 MIN
  4. 04
    ReferenceLIQUIDITY EVENTS

    Secondary Market Sale

    What a secondary-market sale is, how it differs from a tender, and the eligibility and approval flow if your company allows them.

    6 MIN
  5. 05
    ReferenceSTEP-BY-STEP

    Pre-IPO: Selling, Financing, or Exchanging Stock

    How option-exercise financing, RSU loans, private-market exchanges, and pre-IPO exchange funds work — when each makes sense for a tech worker with trapped private-company wealth.

    8 MIN
  6. 06
    How-toTAX STRATEGIES

    Multi-Year AMT Spread Riding

    Exercise some ISOs each year up to your AMT free window, sell prior-year shares to widen next year's window — a multi-year plan to monetize ISOs as qualifying dispositions with minimal AMT.

    5 MIN
  7. 07
    How-toEQUITY ADVANTAGE

    How to Pay NO Tax on the SpaceX Tender (And Prep for a $1.5 Trillion 2026 IPO)

    SpaceX-specific tax playbook for the 2026 tender and IPO: which shares to sell, the ISO tainting rule, AMT planning, and long/short tax deferral.

    17 MIN
  8. 08
    How-toEQUITY ADVANTAGE

    Create A “No Regrets” Selling Plan For Your Stock Comp

    A 'no-regrets' selling-plan framework: bucket your concentrated holdings into immediate sales, long-term hold, and structured sales over time.

    8 MIN

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