Toast (TOST) Stock Concentration Calculator

Calculator · free · no signup · TOST

Quantify Toast concentration risk. Drawdown impact at 30 / 50 / 70%, with the tax-aware trade-off between selling down and hedging.

Beta · invite-only · AlphaLatitude Inc. · Free Tools

Your inputs

Adjust — results update instantly.

Position & portfolio

Default. Adjust to test.
35%
Default. Adjust to test.
20%
10%

Tax

67%
Highly concentratedLong-term
If 30% drop
$150,000
If 50% drop
$250,000
If 70% drop
$350,000

Most fee-only advisors target ≤10% in any single name. You're at 67%.

Estimates only. Not financial advice.

Most sensitive to: Expected market return (±10% on this input swings best-plan wealth by ±$190,508).

Cost of fully de-concentrating

All three plans sell to 0% (no hedge).

Tax
Wealth (3y)$956,485
+$33,417 vs.

Tax
Wealth (3y)$994,174
+$71,106 vs.

Tax
Wealth (3y)$1.04M
+$112,490 vs.

Sensitivity. If your expected position return drops below 19.6%/yr, lump-sum (sell everything today) beats every spread plan above.

Design a hedge →

Build your own plan

Toggle below — chart updates live. Sell buttons show the slice.
Sell over 1 yearSell over 2 yearsSell over 3 yearsCustom
$712,500$815,995$919,489$1,022,984$1,126,478Yr 0Yr 1Yr 2Yr 3
Year 1
Year 2
Year 3
Tax$200,753
Hedge cost$37,676
Wealth at Y3$1,046,371
Vs. best fixed plan+$10,813

Tech / Software single names hit a 50%+ peak-to-trough drawdown in roughly 1 of every 5 rolling 3-year windows over 2014–2024. Even mega-caps aren’t exempt.

Tax brackets: 2026 · Estimates only — not financial advice.

Estate note. Heirs receive a stepped-up basis at death (§1014), eliminating built-in gain on inherited shares. Older holders who plan to bequeath rather than sell may rationally never de-concentrate.

You sized one position's risk. The beta integrates hedging, sell-down, and tax timing into one optimized plan.

Request beta access →

About Toast

Toast (TOST) is a public Vertical SaaS company, headquartered in Boston, MA. IPO'd Sep 21, 2021.

Last close: $25.07 per share (as of 2026-06-16).

Equity grants at Toast typically include incentive stock options (ISOs), non-qualified stock options (NSOs), and restricted stock units (RSUs).

Toast, Inc. is an American cloud-based restaurant management software company based in Boston, Massachusetts. The company provides an all-in-one point of sale (POS) system built on the Android operating system.

Source: Wikipedia (CC BY-SA 4.0)

Steve Fredette, Aman Narang, and Jonathan Grimm founded Toast in Boston in December 2011 to replace the legacy, Windows-based point-of-sale systems used by restaurants with a cloud-native Android platform built around the restaurant workflow. Toast handles tableside ordering, kitchen display, online ordering, payroll, and scheduling through a single subscriber platform, charging processing fees on card payments. The company serves over 112,000 restaurant locations in North America and processed more than $140 billion in gross payment volume in 2024. Toast IPO'd on NYSE as TOST in September 2021.

Sources: en.wikipedia.org · alphaspread.com

Equity comp at Toast

  • 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 Toast.

If a meaningful share of your net worth sits in TOST, concentration risk is the question. This calculator quantifies drawdown impact at 30 / 50 / 70%, and the trade-off between selling down (tax cost now) versus hedging (option premium drag), auto-filled with TOST's option-implied volatility.

Example: 5,000 TOST shares at $25.07 is a $125,350 position. A 30% drawdown costs $37,605; a 50% drawdown costs $62,675; a 70% drawdown costs $87,745. The calculator quantifies the trade-off between selling down (immediate capital-gains tax) and hedging (option premium drag) using TOST's option-implied volatility and your cost basis.

All Toast tools → · Use the generic Stock Concentration Calculator for any company.

Toast equity questions

How much TOST stock is too much?
There is no single threshold, but the larger the share of your net worth in one stock, the more a single bad year can set back your plans. The calculator above quantifies the drawdown impact at 30, 50, and 70 percent for your TOST position and weighs selling down (which triggers capital-gains tax now) against hedging (which costs option premium).
Does Toast grant ISOs, NSOs, or RSUs?
Equity compensation at Toast 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.
Do Toast RSUs use double-trigger vesting?
No. Toast 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.
Find another companyVertical SaaS peers

One piece of the puzzle.

OptionsAhoy plans your Toast equity alongside hedging, vesting, and de-concentration, across bullish, neutral, and bearish market scenarios. Free during beta.

Request beta access