TOST insider ownership: who sold, why, and what they still hold

What stands out

Selling rose in the last 90 days but the year remains well below the 4-year average: officers and directors sold 537K shares, against an average of 107K per 90 days earlier in the period. Most of it was Aman Narang (315K shares in the last 90 days) and Jonathan Vassil (167K shares in the last 90 days); 93% of these sales were under disclosed plans.Aman Narang: largest recent sale, Aug 5, 2026 · Jonathan Vassil: largest recent sale, Aug 21, 2026

A share of stake is shown for 0 of the 7 officers and directors who sold. 15 are left out

Left out: Stephen Fredette, Christopher Comparato, Richard Bennett, Aman Narang, Brian Elworthy, Paul Bell, Elena Gomez, Mark Hawkins, Jonathan Vassil, Hilarie Koplow, David Yuan, Susan Chapman-Hughes, Deval Patrick, Anutthara Bharadwaj and Rossana Niola (share of stake is being verified).

Disclosed company stock is not an insider's whole wealth.

Who sold, and how much of their stake

Officers and directors, past 12 months. Their share of stake is being verified and is not shown yet; amounts and trading plans are below.

Aman Narang

CEO, Director

Not confirmed

Share of stake not shown: share of stake is being verified. Why

$12.2M87% planned, 13% to cover taxes

Jonathan Vassil

Chief Revenue Officer

Not confirmed

Share of stake not shown: share of stake is being verified. Why

$9.3M95% planned, 5% to cover taxes

Brian Elworthy

General Counsel

Not confirmed

Share of stake not shown: share of stake is being verified. Why

$3.4M81% planned, 19% to cover taxes

Elena Gomez

President, CFO

Not confirmed

Share of stake not shown: share of stake is being verified. Why

$2.1M41% planned, 59% to cover taxes

Stephen Fredette

President, Director

Not confirmed

Share of stake not shown: share of stake is being verified. Why

$991KTo cover taxes

All 7 sellers

Selling by month

Officers and directors, Oct 2025 to Oct 2026. Each sale is counted once: under a disclosed plan, else to cover taxes, else no plan disclosed.

Disclosed planTo cover taxesNo plan disclosedOne dollar scale for every month; the tallest bar is labeled

Recent activity

Past 30 days, Sep 17, 2026 to Oct 16, 2026

Oct 5, 2026Jonathan Vassil sold 7.6K shares ($230K) under a disclosed trading plan. 7.6K shares came in from vesting or option exercises the same day, so the holding rose by 0 net.

Who	Shares	Price	% of total stake	Total stake after	Trade date	Filed
Jonathan Vassil Chief Revenue Officer	7,623	$30.19	n/a	n/a	Oct 5, 2026	Oct 6, 2026

Oct 2, 20265 executives sold 49K shares ($1.4M) to cover taxes on vesting stock. 6.7K shares came in from vesting or option exercises the same day, so their combined holdings fell by 49K net.

Who	Shares	Price	% of total stake	Total stake after	Trade date	Filed
Aman Narang CEO, Director	14,713	$29.35	n/a	n/a	Oct 2, 2026	Oct 5, 2026
Elena Gomez President, CFO	11,886	$29.35	n/a	n/a	Oct 2, 2026	Oct 5, 2026
Stephen Fredette President, Director	9,368	$29.35	n/a	n/a	Oct 2, 2026	Oct 5, 2026
Jonathan Vassil Chief Revenue Officer Also under a disclosed plan	6,808	$29.35	n/a	n/a	Oct 2, 2026	Oct 5, 2026
Brian Elworthy General Counsel	6,507	$29.35	n/a	n/a	Oct 2, 2026	Oct 5, 2026

Oct 2, 2026Jonathan Vassil sold 6.7K shares ($200K) under a disclosed trading plan. 6.7K shares came in from vesting or option exercises the same day, so the holding fell by 6.8K net.

Who	Shares	Price	% of total stake	Total stake after	Trade date	Filed
Jonathan Vassil Chief Revenue Officer	6,657	$30.03	n/a	n/a	Oct 2, 2026	Oct 5, 2026

"% of total stake" is the shares in an event against all the vested shares the person held that day, across every share class and holding entity, after that day's vesting. "n/a" means the person's holdings are not confirmed, or the row is a purchase. "Holdings record incomplete" means more shares were sold than the filings show the person held that day, so a percentage would be wrong.

Outside holders, reported separately

Richard Bennett and David Yuan reported no open-market sales in the past 12 months. Large shareholders and the funds or companies that board members represent are not part of management, so they are left out of the figures above.

Details

Common questions

Is the Toast, Inc. CEO selling stock?

Yes. Aman Narang sold 355K shares ($12.2M) in the past 12 months, 87% of it under a trading plan disclosed in the filings.

Why are Toast, Inc. insiders selling?

Filings rarely give a reason, and we don't guess at one. What they show is how the sales were made: 81% of sales by value ran under 10b5-1 trading plans disclosed in the filings, 18% were to cover taxes and 0.9% had no disclosed plan. A trading plan schedules sales in advance.

Are any Toast, Inc. insiders buying?

No. Officers and directors reported no purchases in the past 12 months.

The evidence

Who sold7 officers and directors: amount, % of holdings, trading plan

Who sold	Amount	% of holdings	Trading plan
Aman Narang CEO, Director	$12.2M 355K shares	Not confirmed share of stake is being verified. Why	87% under a disclosed plan, 13% to cover taxes
Jonathan Vassil Chief Revenue Officer	$9.3M 269K shares	Not confirmed share of stake is being verified. Why	95% under a disclosed plan, 5% to cover taxes
Brian Elworthy General Counsel	$3.4M 130K shares	Not confirmed share of stake is being verified. Why	81% under a disclosed plan, 19% to cover taxes
Elena Gomez President, CFO	$2.1M 68K shares	Not confirmed share of stake is being verified. Why	41% under a disclosed plan, 59% to cover taxes
Stephen Fredette President, Director	$991K 33K shares	Not confirmed share of stake is being verified. Why	To cover taxes
Susan Chapman-Hughes Director	$246K 8.5K shares	Not confirmed share of stake is being verified. Why	No plan disclosed
Rossana Niola Principal Accounting Officer	$77K 2.3K shares	Not confirmed share of stake is being verified. Why	To cover taxes

Board members representing outside shareholders, reported separately: Richard Bennett, David Yuan. Details

The full ownership picture0 of 15 officers and directors confirmed

Vested shares across all share classes, held directly and through trusts, LLCs and family members, as reported on SEC Forms 3, 4 and 5. Unvested awards and options are never counted as owned shares.

Insider

Held Oct 16, 2025

Sold

Held Oct 16, 2026

Still held

Stephen Fredette

Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Stephen Fredette are complete.

President, Director

n/a

−33K

n/a

Vesting, gifts, unvested awards and holding lines for Stephen Fredette

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Stephen Fredette are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Stock options (not counted as shares):

Options held	Strike price	Expires	Intrinsic value (estimate)
166,149	$24.65	Mar 11, 2034	$921K
113,511	$33.49	Mar 10, 2035	$0
116,266	$28.90	Mar 10, 2036	$150K

Estimate: options held × ($30.19 − strike price), using the most recent insider trade price on Form 4 (Oct 5, 2026), not a market close.

Christopher Comparato

Director

n/a

Vesting, gifts, unvested awards and holding lines for Christopher Comparato

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Christopher Comparato are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Stock options (not counted as shares):

Options held	Strike price	Expires	Intrinsic value (estimate)
425,000	$1.52	Feb 8, 2029	$12.2M
669,290	$17.38	Mar 15, 2032	$8.6M

Estimate: options held × ($30.19 − strike price), using the most recent insider trade price on Form 4 (Oct 5, 2026), not a market close.

Richard Bennett

Director

n/a

Vesting, gifts, unvested awards and holding lines for Richard Bennett

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Richard Bennett are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Aman Narang

Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. See the filing Sales and other transactions for Aman Narang are complete.

CEO, Director

n/a

−355K

n/a

Vesting, gifts, unvested awards and holding lines for Aman Narang

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Aman Narang are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Stock options (not counted as shares):

Options held	Strike price	Expires	Intrinsic value (estimate)
370,363	$24.65	Mar 11, 2034	$2.1M
252,246	$33.49	Mar 10, 2035	$0
261,600	$28.90	Mar 10, 2036	$339K

Estimate: options held × ($30.19 − strike price), using the most recent insider trade price on Form 4 (Oct 5, 2026), not a market close.

Brian Elworthy

General Counsel

n/a

−130K

n/a

Vesting, gifts, unvested awards and holding lines for Brian Elworthy

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Brian Elworthy are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Stock options (not counted as shares):

Options held	Strike price	Expires	Intrinsic value (estimate)
125,755	$2.21	Apr 21, 2030	$3.5M
117,281	$24.65	Mar 11, 2034	$650K
75,674	$33.49	Mar 10, 2035	$0
94,466	$28.90	Mar 10, 2036	$122K

Estimate: options held × ($30.19 − strike price), using the most recent insider trade price on Form 4 (Oct 5, 2026), not a market close.

Paul Bell

Director

n/a

Vesting, gifts, unvested awards and holding lines for Paul Bell

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Paul Bell are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Elena Gomez

President, CFO

n/a

−68K

n/a

Vesting, gifts, unvested awards and holding lines for Elena Gomez

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Elena Gomez are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Stock options (not counted as shares):

Options held	Strike price	Expires	Intrinsic value (estimate)
185,695	$24.65	Mar 11, 2034	$1.0M
138,735	$33.49	Mar 10, 2035	$0
167,133	$28.90	Mar 10, 2036	$216K

Estimate: options held × ($30.19 − strike price), using the most recent insider trade price on Form 4 (Oct 5, 2026), not a market close.

Mark Hawkins

Director

n/a

Vesting, gifts, unvested awards and holding lines for Mark Hawkins

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Mark Hawkins are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Jonathan Vassil

Chief Revenue Officer

n/a

−269K

n/a

Vesting, gifts, unvested awards and holding lines for Jonathan Vassil

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Jonathan Vassil are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Stock options (not counted as shares):

Options held	Strike price	Expires	Intrinsic value (estimate)
271,591	$2.21	Apr 21, 2030	$7.6M
190,575	$17.38	Mar 15, 2032	$2.4M
175,256	$17.33	Mar 10, 2033	$2.3M
146,602	$24.65	Mar 11, 2034	$813K
100,898	$33.49	Mar 10, 2035	$0
29,066	$28.90	Mar 10, 2036	$38K

Estimate: options held × ($30.19 − strike price), using the most recent insider trade price on Form 4 (Oct 5, 2026), not a market close.

Hilarie Koplow

Director

n/a

Vesting, gifts, unvested awards and holding lines for Hilarie Koplow

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Hilarie Koplow are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

David Yuan

Director

n/a

Vesting, gifts, unvested awards and holding lines for David Yuan

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for David Yuan are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Susan Chapman-Hughes

Director

n/a

−8.5K

n/a

Vesting, gifts, unvested awards and holding lines for Susan Chapman-Hughes

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Susan Chapman-Hughes are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Deval Patrick

Director

n/a

Vesting, gifts, unvested awards and holding lines for Deval Patrick

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Deval Patrick are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Anutthara Bharadwaj

Director

n/a

Vesting, gifts, unvested awards and holding lines for Anutthara Bharadwaj

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Anutthara Bharadwaj are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Rossana Niola

Principal Accounting Officer

n/a

−2.3K

n/a

Vesting, gifts, unvested awards and holding lines for Rossana Niola

Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Rossana Niola are complete; balances and unit counts will be added when the check is finished.

0gifted (net of own trusts)

Stock options (not counted as shares):

Options held	Strike price	Expires	Intrinsic value (estimate)
87,391	$28.90	Mar 10, 2036	$113K

Estimate: options held × ($30.19 − strike price), using the most recent insider trade price on Form 4 (Oct 5, 2026), not a market close.

Holdings and share of stake for Toast, Inc. are being verified, so no balances, unit counts or percentages are shown. Sales, proceeds, plan and tax status, titles and dates come straight from individual filings.

What explains the selling$28.4M of sales by plan status, purpose, seller and month

Officer and director open-market sales: $28.4M across 864,688 shares. Plan status and stated purpose are separate questions, and a sale can have both.

By plan status

Disclosed plan · $23.1M · 81%

19%

The lighter segment is sales with no plan disclosed in the filing ($5.3M), including tax-related sales outside a plan.

No plan disclosed · $246K

Sales with no 10b5-1 plan and no tax reference in the filing. $246K of it is Susan Chapman-Hughes. No plan disclosed is a statement about the filing, not about why the sale happened. Largest such sale: Susan Chapman-Hughes, Mar 12, 2026

Taxes

$5.4M of sales (19.0%) cite tax obligations in their footnotes, $364K of them also under a plan. Example: Jonathan Vassil, Oct 2, 2026

Seller	Shares sold	Proceeds	Under a disclosed plan	Share of total	Sales dates
Aman Narang CEO, Director	355K	$12.2M	87%	43%	Nov 4, 2025 to Oct 2, 2026
Jonathan Vassil Chief Revenue Officer	269K	$9.3M	95%	33%	Nov 4, 2025 to Oct 5, 2026
Brian Elworthy General Counsel	130K	$3.4M	81%	12%	Nov 4, 2025 to Oct 2, 2026
Elena Gomez President, CFO	68K	$2.1M	41%	8%	Nov 4, 2025 to Oct 2, 2026
Stephen Fredette President, Director	33K	$991K	0%	3%	Nov 4, 2025 to Oct 2, 2026
Susan Chapman-Hughes Director	8.5K	$246K	0%	0.9%	Mar 12, 2026 to Mar 12, 2026
Rossana Niola Principal Accounting Officer	2.3K	$77K	0%	0.3%	Aug 4, 2026 to Aug 4, 2026

Sales by month

Month	Sale proceeds	Disclosed plan	To cover taxes	No plan disclosed
Oct 2025	$0	$0	$0	$0
Nov 2025	$284K	$0	$284K	$0
Dec 2025	$0	$0	$0	$0
Jan 2026	$3.4M	$2.5M	$806K	$0
Feb 2026	$190K	$0	$190K	$0
Mar 2026	$246K	$0	$0	$246K
Apr 2026	$1.0M	$0	$1.0M	$0
May 2026	$2.8M	$2.8M	$0	$0
Jun 2026	$0	$0	$0	$0
Jul 2026	$1.8M	$431K	$1.4M	$0
Aug 2026	$16.3M	$16.2M	$77K	$0
Sep 2026	$484K	$484K	$0	$0
Oct 2026	$1.9M	$630K	$1.2M	$0

Board members representing outside shareholders (2)Listed and sourced; not part of the management totals or the answer line

Directors whose reported holdings sit mostly in an investment fund or a corporate shareholder they represent, not in their own name, with beneficial ownership disclaimed except for their own financial interest. Listed and sourced here; not part of the management totals or the answer line. Shares a fund hands to its own investors are distributions, not sales.

Board member	Held Oct 16, 2025	Sold	Held Oct 16, 2026	Still held
Richard Bennett ! Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for Richard Bennett are complete. Director	n/a	0	n/a	n/a
Vesting, gifts, unvested awards and holding lines for Richard Bennett Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for Richard Bennett are complete; balances and unit counts will be added when the check is finished. 0gifted (net of own trusts)
David Yuan ! Holdings and share of stake are being verified. Share-of-stake figures and holdings for this company are held back while they are verified. Sales and other transactions for David Yuan are complete. Director	n/a	0	n/a	n/a
Vesting, gifts, unvested awards and holding lines for David Yuan Holdings and share of stake are being verified. Sales, proceeds, plan and tax status and dates for David Yuan are complete; balances and unit counts will be added when the check is finished. 0gifted (net of own trusts)

Is this normal? Selling year by year4 earlier years to compare with

Less than usual: about a quarter of the 4-year average. 7 insiders sold; the average is 8 a year.

12 months ending	Shares sold	Insiders who sold	Proceeds
Oct 16, 2026 Latest 12 months	865K	7	$28.4M
Oct 16, 2025 1 year earlier	4.13M	10	$158M
Oct 16, 2024 2 years earlier	2.31M	7	$56.4M
Oct 17, 2023 3 years earlier	5.03M	8	$101M
Oct 17, 2022 4 years earlier	2.98M	9	$90.4M
Oct 17, 2021 5 years earlier · filings don't cover the whole year	n/a	n/a	n/a

Open-market sales (Form 4 code S) by people who were officers or directors, in split-adjusted shares. Earlier years include people who have since left. A sale that an outside holder also reports (a family trust, a fund) is counted with outside holders in every year. Shares, not dollars, are compared, so a change in the stock price doesn't look like a change in selling. Years the filings don't fully cover are shown but left out of the average.

Known gaps and uncertainty15 officers and directors not confirmed

Holdings and share of stake are being verified. Balances, unit counts and every share-of-stake figure for Toast, Inc. are held back until that check is finished. Sales, proceeds, plan and tax status, titles and dates come straight from individual filings and are complete.

External context: we only cite outside events when a documented connection exists. None is shown for this period.

Sources and methodology628 filings on record, 80 filed in the 12-month period, and how we read them

All 628 Forms 3, 4 and 5 on record for Toast, Inc. (SEC CIK 1650164), filed from Sep 21, 2021 to Oct 6, 2026; 80 of them were filed in the 12 months this page covers, retrieved from SEC EDGAR on Oct 16, 2026. Prices are the ones reported in each filing, often weighted averages.

Holdings. Each holding line (a share class plus an owner, such as a trust or LLC) carries its last reported balance forward. Entities first reported during the period start at zero, so transfers between an insider's own trusts don't count as selling. Lines not reported for three years or more are listed separately and left out of totals.

Sales. A sale counts as under a 10b5-1 plan if its footnote cites one or the filing's Rule 10b5-1 box is checked, and as tax-related if its footnote cites tax obligations or sell-to-cover. Shares withheld by the company for taxes are listed separately. Sales with neither attribute are labeled "no plan disclosed".

Full methodology

Former or inactive filers (8)No filing in 18 months; last reported balances, not in any total

Name	Last filed	Last reported balance
Gail Miller	Mar 11, 2025	No balance on record
James Matlock	Aug 5, 2024	55,548 shares, last reported balance as of Aug 2, 2024
Bessemer Venture Partners IX L.P.	Dec 19, 2023	20,390,317 shares, last reported balance as of Dec 15, 2023
Technology Investment Dining Group, LLC	Jul 25, 2023	37,843,646 shares, last reported balance as of Jul 21, 2023
Jonathan Grimm	May 5, 2022	26,288,157 shares, last reported balance as of May 3, 2022
HMI Capital Management, L.P.	Jan 31, 2022	22,070,427 shares, last reported balance as of Jan 28, 2022
FMR LLC	Nov 12, 2021	6,703,780 shares, last reported balance as of Nov 9, 2021
Technology Crossover Management X, Ltd.	Oct 29, 2021	26,682,515 shares, last reported balance as of Sep 24, 2021

Spotted something wrong on this page? Report an error. We check every report against the SEC filing and list what we fix in the corrections log.

Toast, Inc. insiders sold $28.4M in the past 12 months. How much of their stake is that?

What stands out

Who sold, and how much of their stake

Selling by month

Recent activity

Outside holders, reported separately

Common questions

Is the Toast, Inc. CEO selling stock?

Why are Toast, Inc. insiders selling?

Are any Toast, Inc. insiders buying?

The evidence

No plan disclosed · $246K

Taxes

Sales by month