Sell Block (XYZ) stock to fund a goal

Calculator · free · no signup · XYZ

Need cash for a goal? Plan the minimum-tax schedule to sell your vested Block (XYZ) 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

Drives chance-of-shortfall · default 30%

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$722,357$719,710$718,290$715,881
Chance of shortfall0%2.4%4.0%

Feasible

$400,017 net by 08/01/27

Total tax: $109,048 (federal $58,211, state $36,091, NIIT $14,747)

Schedule · Recommended

Sale dateSharesTaxNetCumulative
07/18/263,164$272,468$280,012
07/31/2620$1,726$281,785
08/31/26100$8,684$290,681
09/30/26100$8,735$299,611
10/31/26100$8,787$308,574
11/30/26100$8,839$317,569
12/31/26100$8,892$326,599
01/31/27100$8,946$335,663
02/28/27100$8,994$344,758
03/31/27100$9,049$353,888
04/30/27100$9,102$363,051
05/31/27100$9,157$372,249
06/30/27100$9,210$381,481
07/31/27100$9,266$390,748
08/01/27100$9,269$400,017

Risk vs wealth

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

$715K$719K$723K0%5%10%chance of shortfallyour risk ceilingRecommendedLock in nowBalancedHold for growth

Trajectory of cash netted

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

$0$221K$441KJul 26Jan 27Aug 27goal $400K

After the plan

You keep 3,516 shares worth $418,901 at the projected target-date price, invested for the next decision.

You solved for a cash target. The beta optimizes your full portfolio across multiple goals and market scenarios, not just one funding need.

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About Block

Block (XYZ) is a public Fintech company, incorporated in Delaware and headquartered in Oakland, CA. IPO'd Nov 19, 2015.

Last close: $81.52 per share (as of 2026-07-17).

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

Block, Inc. is an American technology company and a financial services provider for consumers and merchants. Founded in 2009 by Jack Dorsey, it is the U.S. market leader in point-of-sale systems. As of 2024, Block serves 57 million users and 4 million sellers, processing $241 billion in payments annually.

Source: Wikipedia (CC BY-SA 4.0)

Square started with a small white card reader that plugged into a smartphone headphone jack, letting any merchant accept credit cards with just an iPhone and a free app. Jack Dorsey and Jim McKelvey founded the company in San Francisco in 2009 after McKelvey lost a $2,000 faucet sale because he couldn't accept American Express. Square grew from hardware into cloud-based POS software, payroll, and lending for small businesses, while Cash App became a leading peer-to-peer payment and bitcoin wallet for consumers. The company rebranded to Block in December 2021 and acquired buy-now-pay-later provider Afterpay for $29 billion in January 2022. Block reported $24.1 billion in revenue in 2024.

Sources: en.wikipedia.org · cnbc.com

Equity comp at Block

  • 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 Block.

If you hold vested Block (XYZ) 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 XYZ position at $81.52 is worth $407,600. 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 Block tools → · Use the generic Stock Sale Funding Calculator for any company.

Block equity questions

How much XYZ 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 XYZ 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 Block grant ISOs, NSOs, or RSUs?
Equity compensation at Block typically takes the form of restricted stock units (RSUs). Restricted stock units are taxed as ordinary income when they vest.
Do Block RSUs use double-trigger vesting?
No. Block 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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One piece of the puzzle.

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