Gloo Holdings, Inc. (GLOO) RSU sell-vs-hold
Calculator · free · no signup · GLOOSell at vest or hold? Compare after-tax payout from selling Gloo Holdings, Inc. RSUs at vest vs. holding through the LTCG cliff at 12 months.
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Your vest
Tax inputs
Hold strategy
Best after-tax payout — at year 1 yr
$47,612
Sell + invest wins by $4,970 over Hold 1 yr.
Estimates only. Not financial advice.
Heads-up: under-withholding. Your employer withholds federal tax at the IRS supplemental rate (22.0% on this vest, ≈ $17,600). Your marginal federal rate on this vest is 32.7%, owing $26,171. Expect to settle the $8,571 gap at tax time.
The hidden purchase
Tax was paid at vest either way. Holding is mathematically equivalent to taking $44,419 in after-tax cash and buying $44,419 of GLOO today.
Most diversification frameworks would advise against a purchase that size in a single name; the right answer depends on your conviction in GLOO. Holding past one year converts the gain to LTCG.
Sell + invest
Best payout| Vest value (shares × price) | $80,000 |
| Federal | |
| State | |
| Medicare | −$1,160 |
| Additional Medicare | −$720 |
| Market gain over 1 yr at 10.0% | $4,442 |
| Cap-gain tax on diversified gain — LTCG (federal + state + NIIT) | −$1,248 |
| Net at year 1 yr | $47,612 |
Sell every share at vest; invest the after-tax cash at the market return for 1 yr, then liquidate. Diversified — no single-stock concentration risk.
Hold 1 yr
| Vest value (shares × price) | $80,000 |
| Vest tax (federal + state + FICA) | |
| Net at year 1 yr | $42,642 |
Sold 445 shares to cover vest tax (net-settled); kept 555 shares 1 yr to qualify for long-term capital gains.
Social Security + Medicare are payroll taxes (collectively called FICA) — they apply because you're still employed at vest.
Both columns are stated in year-1 yr dollars. The sell side compounds at the market return; the hold side compounds at your single-stock expected return after a 20% volatility drag.
Estimates only. Assumes net-settled (sell-to-cover) vesting; double-trigger and pre-IPO RSUs are out of scope. Excludes multi-state moves, AMT interactions on other equity, and 83(b) elections. Not financial advice.
You evaluated one RSU vest. The beta plans every vest of every grant across years, with concentration and AMT in the loop.
Request beta access →Related calculators: RSU Lot Order Calculator · Stock Concentration 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..
Gloo Holdings, Inc. (GLOO) RSUs vest as ordinary income at the price on vest day. The decision is whether to sell at vest and reinvest, or hold the shares through the 12-month LTCG cliff. This calculator runs both paths through the same after-tax math so you can compare like-for-like.
All Gloo Holdings, Inc. tools → · Use the generic RSU Sell-vs-Hold Calculator for any company. Diversifying multiple RSU lots? See the lot-by-lot sell order →
Gloo Holdings, Inc. equity questions
- Should I sell or hold my Gloo Holdings, Inc. RSUs at vest?
- Gloo Holdings, Inc. restricted stock units (RSUs) are taxed as ordinary income on their value at vest whether or not you sell. The only open decision is what to do with the shares afterward: sell at vest and reinvest, or hold past twelve months for long-term capital-gains treatment on any further gain. The calculator above runs both paths through the same after-tax math so you can compare them directly.
- 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.
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