Sell The Hartford (HIG) stock to fund a goal

Calculator · free · no signup · HIG

Need cash for a goal? Plan the minimum-tax schedule to sell your vested The Hartford (HIG) shares and net a target amount by a target date, across tax years.

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

Inputs

Your equity

One stack per ticker (current-employer RSUs, prior-employer holdings, index fund, etc.). Each stack has its own current price, growth assumption, and cost-basis lots.

Stack 1

Drives chance-of-shortfall · default 30%

Lots

Plan

Estimates only. Not financial advice.

10%
1%30%

Lock-in-now is deterministic (0%). Plans that wait depend on future prices; risk is near-zero when inventory comfortably exceeds the goal. Volatility: each stack's option-implied vol if a ticker is set, otherwise 30%. Lognormal model; real markets have fatter tails.

Tax
Wealth @ target$718,846$716,668$714,158$711,725
Chance of shortfall0%1.8%3.4%

Feasible

$400,074 net by 08/01/27

Total tax: $109,617 (federal $58,832, state $36,054, NIIT $14,732)

Schedule · Recommended

Sale dateSharesTaxNetCumulative
08/20/264,086$351,185$360,065
03/31/274$360$360,428
04/30/2732$2,894$363,341
05/31/27100$9,099$372,482
06/30/27100$9,152$381,655
07/31/27100$9,208$390,864
08/01/27100$9,210$400,074

Risk vs wealth

Each dot is a possible plan. Right is riskier, up is more wealth left over.

$711K$715K$720K0%5%10%chance of shortfallyour risk ceilingRecommendedLock in nowBalancedHold for growth

Trajectory of cash netted

Solid line = expected. Shaded band = 10th–90th percentile under price uncertainty.

$0$220K$440KAug 26Feb 27Aug 27goal $400K

After the plan

You keep 3,478 shares worth $411,546 at the projected target-date price, invested for the next decision.

You solved for a cash target. The beta optimizes your full portfolio across multiple goals and market scenarios, not just one funding need.

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Related calculators: RSU Lot Order Calculator · Stock Concentration Calculator · RSU Sell-vs-Hold Calculator

About The Hartford

The Hartford (HIG) is a public Fintech company, incorporated in Delaware and headquartered in Hartford, CT.

Last close: $138.96 per share (as of 2026-08-19).

Equity grants at The Hartford typically include restricted stock units (RSUs).

The Hartford Insurance Group, Inc., known as The Hartford, is a U.S.-based insurance company. The Hartford is a Fortune 500 company headquartered in its namesake city of Hartford, Connecticut. It was ranked 162nd in Fortune 500 in 2024. The Hartford is a leader in property and casualty insurance, employee benefits and mutual funds. It sells products primarily through a network of agents and brokers, and has also been the auto and home insurance writer for AARP members for more than 40 years.

Source: Wikipedia (CC BY-SA 4.0)

Chartered in 1810, the company writes property and casualty insurance with an unusually heavy weighting toward small and mid-sized commercial accounts, alongside group benefits and employee disability coverage. Underwriting discipline rather than premium growth is the stated priority, and the combined ratio is the number management is measured on. Workers compensation exposure ties results to wage inflation and medical cost trends. Investment income on reserves contributes materially when rates are higher. Headquarters are in Hartford, Connecticut.

Sources: sec.gov · en.wikipedia.org

OptionsAhoy is an independent tool and is not affiliated with, endorsed by, or sponsored by The Hartford.

If you hold vested The Hartford (HIG) shares and need a set amount of cash by a date (a house down payment, tuition, a sabbatical, a business buy-in), the question is which lots to sell and in which tax years to keep the most after tax. This calculator builds the minimum-tax sell schedule across your lots, accounting for federal long-term capital gains, the net investment income tax, and your state.

Example: a 5,000-share HIG position at $138.96 is worth $694,800. Say you need $150,000 of it for a house down payment by next spring. Selling enough shares all in one tax year can push the gain into the higher long-term capital-gains bracket and trigger the 3.8% net investment income tax; spreading the sale across two tax years often nets more. The calculator above finds the minimum-tax sell schedule across your specific lots, basis, goal, and date.

All The Hartford tools → · Use the generic Stock Sale Funding Calculator for any company.

The Hartford equity questions

How much HIG stock do I sell to fund a goal without overpaying tax?
It depends on your cost basis, your target amount and date, and how the sale spreads across tax years. Selling vested HIG shares triggers long-term capital-gains tax, plus the 3.8% net investment income tax and state tax above certain income, and bunching a large sale into one year can push the gain into a higher bracket. The calculator above builds the minimum-tax sell schedule across your lots to net your target amount by your date.
Does The Hartford grant ISOs, NSOs, or RSUs?
Equity compensation at The Hartford typically takes the form of restricted stock units (RSUs). Restricted stock units are taxed as ordinary income when they vest.
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OptionsAhoy plans your The Hartford equity alongside hedging, vesting, and de-concentration, across bullish, neutral, and bearish market scenarios. Free during beta.

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