Gloo Holdings, Inc. (GLOO) NSO Exercise Calculator
Calculator · free · no signup · GLOOPlan your Gloo Holdings, Inc. NSO exercise (federal, state, FICA) and compare sell-vs-hold for long-term capital gains.
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Your grant
Tax inputs
Hold strategy
Best after-tax payout — at year 1
$198,990
Sell + invest wins by $20,773 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% | $18,564 |
| LTCG on diversified gain (fed + state + NIIT) | −$5,217 |
| Net at year 1 | $198,990 |
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 | $178,216 |
Sold 2,679 shares at exercise to cover strike + tax; 2,321 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 →Related calculators: Stock Concentration Calculator · Multi-Year ISO Exercise Schedule Calculator
About Gloo Holdings, Inc.
Gloo Holdings, Inc. (GLOO) is a public Cloud/SaaS company, incorporated in Delaware and headquartered in Boulder, CO. IPO'd Nov 19, 2025.
Equity grants at Gloo Holdings, Inc. typically include incentive stock options (ISOs), non-qualified stock options (NSOs), and restricted stock units (RSUs).
Gloo's software platform gives churches and faith-based nonprofits tools for outreach, donor management, and AI-powered chat assistants trained on religious content, serving more than 30,000 U.S. congregations. Scott and Theresa Beck founded the Boulder, Colorado company in 2013; former Intel and VMware CEO Pat Gelsinger later joined as executive chairman and head of technology. In November 2025, Gloo raised $72.8 million in a Nasdaq IPO, pricing shares at $8 each and valuing the company at roughly $582 million.
Sources: finance.yahoo.com · sec.gov · gloo.com
Equity comp at Gloo Holdings, Inc.
- Gloo Holdings, Inc. IPO'd on Nasdaq Capital Market in November 2025 under ticker GLOO from its Boulder, Colorado headquarters. Post-IPO equity grants operate under the 2025 Gloo Holdings Equity Incentive Plan; pre-IPO grants to former LLC members were made under the legacy 2014 Gloo LLC plan. Under the 2025 plan, change-in-control acceleration for executive employees requires both a qualifying corporate transaction and an involuntary termination without cause or resignation for good reason (double trigger); directors are eligible for single-trigger acceleration upon a qualifying transaction alone. In July 2026 the company filed a secondary offering registration covering shares held by existing stockholders.
- RSUs use double-trigger vesting. Two things must both happen before the shares are yours: (1) the normal time-based vesting completes, and (2) the company has a liquidity event (an IPO or an acquisition). Until both happen, you do not yet own the shares and you do not owe tax on them.
Sources: sec.gov
Researched 2026-07-08.
OptionsAhoy is an independent tool and is not affiliated with, endorsed by, or sponsored by Gloo Holdings, Inc..
Use this calculator to estimate your Gloo Holdings, Inc. (GLOO) 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.
All Gloo Holdings, Inc. tools → · Use the generic NSO Exercise Calculator for any company.
Gloo Holdings, Inc. equity questions
- How is a Gloo Holdings, Inc. 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 Gloo Holdings, Inc. grant and compares selling the shares now against holding past the one-year mark for long-term capital-gains treatment.
- Does Gloo Holdings, Inc. grant ISOs, NSOs, or RSUs?
- Equity compensation at Gloo Holdings, Inc. typically takes the form of incentive stock options (ISOs), non-qualified stock options (NSOs), and restricted stock units (RSUs). Incentive stock options can trigger the alternative minimum tax (AMT) when you exercise. Restricted stock units are taxed as ordinary income when they vest.
- When did the Gloo Holdings, Inc. IPO lockup expire?
- Gloo Holdings, Inc. (GLOO) went public on November 19, 2025. The standard post-IPO lockup runs 180 days, so employee and insider shares generally became sellable around May 18, 2026. Confirm against your own grant paperwork, since some lockups release early or in stages.
- Do Gloo Holdings, Inc. RSUs use double-trigger vesting?
- Yes. Gloo Holdings, Inc. restricted stock units (RSUs) vest only when two things both happen: the time-based schedule completes, and the company has a liquidity event such as an initial public offering (IPO) or an acquisition. Until both occur you do not own the shares and owe no tax on them.
One piece of the puzzle.
OptionsAhoy plans your Gloo Holdings, Inc. equity alongside hedging, vesting, and de-concentration, across bullish, neutral, and bearish market scenarios. Free during beta.