Sell Workday (WDAY) stock to fund a goal

Calculator · free · no signup · WDAY

Need cash for a goal? Plan the minimum-tax schedule to sell your vested Workday (WDAY) shares and net a target amount by a target date, across tax years.

Beta · invite-only · AlphaLatitude Inc. · Free Tools

Inputs

Your equity

One stack per ticker (current-employer RSUs, prior-employer holdings, index fund, etc.). Each stack has its own current price, growth assumption, and cost-basis lots.

Stack 1

Lots

Plan

Estimates only. Not financial advice.

10%
1%30%

Lock-in-now is deterministic (0%). Plans that wait depend on future prices; risk is near-zero when inventory comfortably exceeds the goal. Volatility: each stack's option-implied vol if a ticker is set, otherwise 30%. Lognormal model; real markets have fatter tails.

Tax
Wealth @ target$726,476$680,919$726,476$721,823
Chance of shortfall0%2.5%4.8%

Feasible

$400,051 net by 08/01/27

Total tax: $111,637 (federal $59,593, state $36,947, NIIT $15,097)

Schedule · Recommended

Sale dateSharesTaxNetCumulative
06/30/26173$14,974$15,410
07/31/26300$26,124$42,233
08/31/26300$26,281$69,157
09/30/26300$26,434$96,180
10/31/26300$26,594$123,305
11/30/26300$26,749$150,529
12/31/26300$26,910$177,857
01/31/27300$27,073$205,289
02/28/27300$27,221$232,814
03/31/27300$27,385$260,444
04/30/27300$27,546$288,176
05/31/27300$27,712$316,013
06/30/27300$27,875$343,953
07/31/27300$28,043$372,000
08/01/27300$28,052$400,051

Risk vs wealth

Each dot is a possible plan. Right is riskier, up is more wealth left over.

$676K$704K$732K0%5%10%chance of shortfallyour risk ceilingRecommended (Balanced)Hold for growthLock in now

Trajectory of cash netted

Solid line = expected. Shaded band = 10th–90th percentile under price uncertainty.

$0$236K$472KJun 26Jan 27Aug 27goal $400K

After the plan

You keep 3,627 shares worth $436,251 at the projected target-date price, invested for the next decision.

About Workday

Workday (WDAY) is a public Cloud/SaaS company, incorporated in Delaware and headquartered in Pleasanton, CA. IPO'd Oct 12, 2012.

Last close: $148.88 per share (as of 2026-06-02).

Equity grants at Workday typically include restricted stock units (RSUs).

Workday, Inc., is an American on‑demand (cloud-based) financial management, human capital management, and student information system software vendor. Workday was founded by David Duffield, founder and former CEO of ERP company PeopleSoft, along with former PeopleSoft chief strategist Aneel Bhusri, following Oracle's acquisition of PeopleSoft in 2005.

Source: Wikipedia (CC BY-SA 4.0)

When Oracle completed its $10.3 billion acquisition of PeopleSoft in January 2005, PeopleSoft's founder Dave Duffield and chief strategist Aneel Bhusri co-founded Workday two months later in Pleasanton, California. Workday rebuilt enterprise HR and financial management software as a native multi-tenant cloud application rather than porting on-premise architectures, betting on browser delivery when enterprise software was still largely installed on servers. The company IPO'd on Nasdaq as WDAY in October 2012 at an $8.5 billion market cap and reported $8.45 billion in revenue in fiscal year 2025, up 16% year-over-year, serving over 10,000 enterprise customers.

Sources: en.wikipedia.org · fortune.com

Equity comp at Workday

  • RSUs use single-trigger vesting: shares become yours as each portion vests on schedule, and the value is taxed as ordinary income at that point. No IPO or acquisition is required.

Researched 2026-05-07.

OptionsAhoy is an independent tool and is not affiliated with, endorsed by, or sponsored by Workday.

If you hold vested Workday (WDAY) shares and need a set amount of cash by a date (a house down payment, tuition, a sabbatical, a business buy-in), the question is which lots to sell and in which tax years to keep the most after tax. This calculator builds the minimum-tax sell schedule across your lots, accounting for federal long-term capital gains, the net investment income tax, and your state.

Example: a 5,000-share WDAY position at $148.88 is worth $744,400. Say you need $150,000 of it for a house down payment by next spring. Selling enough shares all in one tax year can push the gain into the higher long-term capital-gains bracket and trigger the 3.8% net investment income tax; spreading the sale across two tax years often nets more. The calculator above finds the minimum-tax sell schedule across your specific lots, basis, goal, and date.

All Workday tools → · Use the generic Stock Sale Funding Calculator for any company.

Workday equity questions

How much WDAY stock do I sell to fund a goal without overpaying tax?
It depends on your cost basis, your target amount and date, and how the sale spreads across tax years. Selling vested WDAY shares triggers long-term capital-gains tax, plus the 3.8% net investment income tax and state tax above certain income, and bunching a large sale into one year can push the gain into a higher bracket. The calculator above builds the minimum-tax sell schedule across your lots to net your target amount by your date.
Does Workday grant ISOs, NSOs, or RSUs?
Equity compensation at Workday typically takes the form of restricted stock units (RSUs). Restricted stock units are taxed as ordinary income when they vest.
Do Workday RSUs use double-trigger vesting?
No. Workday restricted stock units (RSUs) use single-trigger vesting: each tranche becomes yours as it vests on schedule, taxed as ordinary income at that point, with no liquidity event required.
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