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Employee Stock Purchase Plan (ESPP)

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Overview

Upstart's Employee Stock Purchase allows eligible employees to purchase Upstart stock at a discount through payroll deductions.

PLAN BASICS

Offering Periods

February 15 - August 15 and August 15 - February 15

Eligibility

Upstart employees (currently US only) with a Full Time Equivalent of 20 hours or more, hired before the period starts

Enrollment Window

Opens ~3 weeks before each period, lasts ~2 weeks

Contribution Range

Up to 15% of base salary

Purchase Price

85% of the lower of:

  • First day stock price
  • Last day stock price (Purchase Date)

Where Shares Go

Deposited into your Charles Schwab Equity Award Center (EAC) account

Purchase Date

Last day of the Offering Period; purchased shares through ESPP will be deposited to your Charles Schwab EAC account as soon as administratively possible following the Purchase Date.

Managing Your ESPP

If you are…

Action

Not enrolled

Enroll during open enrollment and choose %

Already enrolled

No action needed—your rate carries forward (Can update to a higher rate if desired)

Want to change your rate

One decrease allowed per period (no increases allowed)

Want to withdraw contributions

Allowed before purchase cut off date before purchase date via your Schwab account

Want to increase contribution

Can update contribution rate during next open enrollment window

Previously unenrolled

Enroll again during next open enrollment window

Selling Your Shares: Tax Treatment (US Employees only)

Qualifying Disposition

Disqualifying Disposition

When you sell

  • 2+ years after start of Offering Period and
  • 1+ year after purchase
  • Less than 2 years from start or
  • Less than 1 year from purchase

Tax on 15% discount

Treated as ordinary income

Treated as ordinary income

Tax on additional gain

Treated as long-term capital gain

Treated as short-term capital gain

Holding your shares until they qualify for long-term tax treatment may potentially lower your tax bill.

  • $25,000 IRS Limit: You may only purchase up to $25,000 worth of discounted shares (based on market value at the start of the offering) in a calendar year. Learn more.
  • You can only decrease your contribution mid-period—no increases allowed.

Educational Resources

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