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.
Beta · invite-only · AlphaLatitude Inc. · Free Tools
Your vest
Tax inputs
Hold strategy
Best after-tax payout — at year 1 yr
$47,709
Sell + invest wins by $4,981 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 $44,509 in after-tax cash and buying $44,509 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% | $4,451 |
| Cap-gain tax on diversified gain — LTCG (federal + state + NIIT) | −$1,251 |
| Net at year 1 yr | $47,709 |
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 | $42,728 |
Sold 444 shares to cover vest tax (net-settled); kept 556 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 →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.
Last close: $2.95 per share (as of 2026-07-13).
Equity grants at Gloo Holdings, Inc. typically include incentive stock options (ISOs), non-qualified stock options (NSOs), and restricted stock units (RSUs).
Scott Beck and Theresa Beck founded Gloo in 2013 in Boulder, Colorado, to build technology infrastructure for Christian churches and faith-based nonprofits. The platform links over 140,000 churches and ministry accounts with more than 3,000 software vendors, content providers, and donor-services firms, generating revenue through subscriptions, marketplace fees, and platform solutions. Sales reached $94.7 million in the fiscal year ended January 2026, up from $23.2 million the prior year. After raising $110 million in private capital in 2024, Gloo went public on Nasdaq in November 2025, pricing shares at $8 and raising $72.8 million.
Sources: sec.gov · bizwest.com · 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.
Example: 500 Gloo Holdings, Inc. (GLOO) RSUs vesting at $2.95 per share is $1,475 of ordinary income on vest day. After roughly 32% combined federal + state + FICA (~$472), the post-tax share value is ~$1,003. Holding 12 months for long-term capital-gains treatment then only matters for the price change between vest and sale; the ordinary income at vest is already locked in. The calculator runs both paths through the same after-tax math.
All Gloo Holdings, Inc. tools → · Use the generic RSU Sell-vs-Hold Calculator for any company.
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.
OptionsAhoy plans your Gloo Holdings, Inc. equity alongside hedging, vesting, and de-concentration, across bullish, neutral, and bearish market scenarios. Free during beta.