Key Takeaways

  • Check ESPP timing—you may get contributions back
  • Use this moment to evaluate concentration risk
  • A low-income year may be good for strategic selling
Last updated: December 2025

Other Equity Issues

"I was in the middle of an ESPP purchase period" — Here's what happens.

ESPP (Employee Stock Purchase Plan)

If you were participating in an ESPP:

SituationWhat Happens
Mid-purchase periodContributions refunded (no stock purchased)
Just before purchase dateCheck timing—you might complete the purchase
Already purchased sharesYou keep them (they're yours)

The 15% discount benefit only applies if you complete the purchase period. Mid-period termination typically means you just get your contributions back.

Concentrated Stock Position

Many employees end up with significant holdings in their former employer's stock. A layoff is a good time to evaluate:

QuestionWhy It Matters
What % of net worth is in this one stock?> 10-15% is concentrated
Did you lose your job AND have your stock drop?Double whammy risk
What's your emotional attachment?May cloud judgment

The Concentration Problem

ScenarioYour Situation
Stock does wellGreat—but you're no longer employed there
Stock drops 50%You lost your job AND half your savings
Company failsLost job, lost savings, lost options—total wipeout

Diversification isn't about optimizing returns—it's about preventing catastrophic loss.

Strategic Selling

A layoff year may be a good time to sell appreciated stock:

FactorWhy It Matters
Lower income this yearLower capital gains tax bracket
Tax-loss harvestingSell losers to offset gains
Rebalancing opportunityReduce concentration

Example tax impact:

Your SituationLong-Term Capital Gains Rate
Employed, earning $200K15-20%
Unemployed, earning $50K0-15%

Selling in a low-income year means paying less tax on the gains.

What NOT to Do

MistakeWhy It's Wrong
Panic selling at market lowLocks in losses
Holding out of loyaltyEmotions aren't investment strategy
Selling everything immediatelyMay have tax consequences
Ignoring it entirelyConcentration risk remains

Thoughtful approach:

  1. Assess your concentration percentage
  2. Decide on target allocation
  3. Create a selling schedule (not all at once)
  4. Consider tax implications of timing
Test Your Knowledge

What typically happens to ESPP contributions if you're laid off mid-purchase period?

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