Pinterest (PINS) NSO Exercise Calculator
Calculator · free · no signup · PINSPlan your Pinterest NSO exercise (federal, state, FICA) and compare sell-vs-hold for long-term capital gains.
Beta · invite-only · AlphaLatitude Inc. · Free Tools
Your grant
Tax inputs
Hold strategy
Best after-tax payout — at year 1
$199,080
Sell + invest wins by $20,783 over Hold 1 yr.
Estimates only. Not financial advice.
Sell + invest
Best payout| Bargain element (sale − strike) | $350,000 |
| Federal | |
| State | |
| Medicare | −$5,075 |
| Additional Medicare | −$3,150 |
| Market gain over 1 yr at 10.0% | $18,573 |
| LTCG on diversified gain (fed + state + NIIT) | −$5,219 |
| Net at year 1 | $199,080 |
Sell every share immediately; invest the after-tax cash at the market return for 1 yr, then liquidate. Diversified — no single-stock concentration risk.
Exercise + hold 1 yr
| Sale proceeds (year 1) | |
| LTCG tax (federal + state + NIIT) | $0 |
| Net at year 1 | $178,297 |
Sold 2,678 shares at exercise to cover strike + tax; 2,322 shares held 1 yr for LTCG.
Social Security + Medicare are payroll taxes (collectively called FICA) — they apply because you're exercising as a current employee.
Both columns are stated in year-1 dollars: sell-now proceeds compound at the market return and pay LTCG on the gain at year 1; any cash paid out of pocket on the hold side carries the same opportunity cost.
Net at year N — by hold period
Estimates only. Excludes AMT (NSOs do not trigger AMT), state-AMT, multi-state moves, and disqualifying-disposition edge cases. Not financial advice.
You calculated one NSO decision. The beta plans NSOs alongside RSUs and ISOs in a single multi-year tax plan.
Request beta access →About Pinterest
Pinterest (PINS) is a public Consumer Internet company, incorporated in Delaware and headquartered in San Francisco, CA. IPO'd Apr 18, 2019.
Last close: $21.33 per share (as of 2026-06-16).
Equity grants at Pinterest typically include non-qualified stock options (NSOs) and restricted stock units (RSUs).
Pinterest is an American social media service for publishing and discovery of information in the form of digital pinboards. This includes recipes, home, style, motivation, and inspiration on the Internet using image sharing. Pinterest, Inc. was founded by Ben Silbermann, Paul Sciarra, and Evan Sharp, and is headquartered in San Francisco.
Source: Wikipedia (CC BY-SA 4.0)
Founded in 2010 by Ben Silbermann, Evan Sharp, and Paul Sciarra, Pinterest runs a visual discovery platform built around inspiration boards, shoppable Pins, and AI-powered visual search from its San Francisco headquarters. Shares began trading on NYSE as PINS in April 2019. Q1 2026 revenue hit $1.008 billion (up 18% YoY), monthly active users reached a record 631 million, and global ARPU climbed 6% to $1.61, with US/Canada ARPU at $7.12. Generative-AI mockups, AR try-ons, and tighter retailer integrations now convert roughly half of 80 billion monthly searches with commercial intent.
Sources: businesswire.com · infotechlead.com
Equity comp at Pinterest
- 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 Pinterest.
Use this calculator to estimate your Pinterest (PINS) NSO exercise tax (federal, state, FICA), then compare selling now versus holding through the long-term capital gains threshold. Inputs are yours: grant terms, current price, your income, your state.
Example: at Pinterest (PINS)'s last close of $21.33, exercising 5,000 NSOs with a $6.4 strike creates a $74,650 bargain element, taxed as ordinary income on the day you exercise. Combined federal + state + FICA on that bargain typically lands between $20,155 and $33,592 depending on your bracket and state. The calculator above computes the exact figure for your situation and compares selling now vs. holding through the long-term capital-gains threshold.
All Pinterest tools → · Use the generic NSO Exercise Calculator for any company.
Pinterest equity questions
- How is a Pinterest NSO exercise taxed?
- Exercising a non-qualified stock option (NSO) creates ordinary income on the bargain element (the price on the day you exercise minus your strike), subject to federal income tax, state income tax, and FICA. The calculator above computes that tax for your Pinterest grant and compares selling the shares now against holding past the one-year mark for long-term capital-gains treatment.
- Does Pinterest grant ISOs, NSOs, or RSUs?
- Equity compensation at Pinterest typically takes the form of non-qualified stock options (NSOs) and restricted stock units (RSUs). Restricted stock units are taxed as ordinary income when they vest.
- Do Pinterest RSUs use double-trigger vesting?
- No. Pinterest 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.
One piece of the puzzle.
OptionsAhoy plans your Pinterest equity alongside hedging, vesting, and de-concentration, across bullish, neutral, and bearish market scenarios. Free during beta.