---
title: "SentinelOne insiders sold $30.6 million in six months without buying a single share"
description: "The selling ran in the same weeks the company stacked $1.65 billion of new borrowing. Fiscal third-quarter results land on December 3, with the sellers on record."
publisher: "The Inference"
section: "Security"
published: 2026-11-15T16:19:33.338Z
modified: 2026-11-15T16:19:33.338Z
canonical: https://theinference.org/article/sentinelone-insiders-sold-30-6-million-in-six-months-without-buying-a-single-share
language: en
keywords: "SentinelOne, Insider Trading, Cybersecurity, Convertible Notes, Form 4"
---

# SentinelOne insiders sold $30.6 million in six months without buying a single share

> The selling ran in the same weeks the company stacked $1.65 billion of new borrowing. Fiscal third-quarter results land on December 3, with the sellers on record.

[SentinelOne](https://theinference.org/markets/companies/sentinelone), the Mountain View cybersecurity company that sells itself as the leader in AI security [1], shows one pattern in its insider record: in the past six months of disclosed insider trades, every one was a sale. [Insider-trading disclosures filed on Form 4 with the SEC](https://www.quiverquant.com/news/SentinelOne+Falls+as+Investors+Digest+Insider+Sales+and+Recent+Financing+Moves) show 34 open-market sales across the six officers named in them, and not one purchase [2]. Together the officers booked an estimated $30.6 million, in the same weeks the company [borrowed $1.65 billion](https://theinference.org/article/sentinelone-s-zero-coupon-raise-settled-at-1-44-billion-and-301-million-is-already-gone) that ranks ahead of the common stock [3][4].

## Thirty-four sales, not one purchase

Chief executive [Tomer Weingarten](https://theinference.org/markets/people/tomer-weingarten) is most of it: ten sales worth an estimated $23 million, at prices averaging near $21.8 a share [2]. That sits above the $20 median target across 14 analyst estimates [2]; the chief executive has been selling above where analysts think the stock belongs.

## The selling did not pause before the results

The run did not stop ahead of the earnings report: on November 10, chief accounting officer [Robin Tomasello](https://theinference.org/markets/people/robin-tomasello) booked another $181,930 [5]. Several filings note the trades ran under Rule 10b5-1 plans, which fix a selling schedule in advance [2]. A plan explains the calendar; nothing in the record explains the purchase that never came, from any of the six.

*Chart: **The CEO is most of six months of SentinelOne insider selling** Bar chart of estimated insider sale proceeds at SentinelOne by officer over six months*

*Estimated proceeds of open-market sales per officer, Form 4 filings, six months to November 10, 2026. [2]*

## The equity now sits behind $1.65 billion of paper

The borrowing came in two steps. October brought [$1.25 billion of convertible notes paying no interest and maturing in 2031](https://www.morningstar.com/news/business-wire/20261013630798/sentinelone-announces-pricing-of-offering-of-125-billion-of-000-convertible-senior-notes-due-2031), priced while the company bought back $150 million of its own stock from the notes' buyers at $24.01 [3]. On November 12 came a [$400 million revolving credit line from Bank of America, secured by substantially all company assets and undrawn at signing](https://www.sec.gov/Archives/edgar/data/1583708/000110465926126231/0001104659-26-126231-index.htm) [4], which [The Inference charted](https://theinference.org/article/sentinelone-signs-400-million-credit-line-secured-by-substantially-all-its-assets) the next day. Both the notes and the credit line are debt: if the company ever liquidated, lenders and noteholders would be paid before common shareholders.

## Growing, and still paying staff in stock

None of this describes a business in trouble. Last quarter [revenue grew 21% to $292 million](https://www.morningstar.com/news/business-wire/20260827742397/sentinelone-announces-second-quarter-fiscal-year-2027-financial-results), annual recurring revenue rose 22% to $1.218 billion, and management raised its full-year outlook [6]. But the company still lost $93 million in that quarter under standard accounting rules [6], and stock, the currency these officers are paid in, is what they keep converting to cash: in its last full fiscal year, stock compensation ran at roughly four times operating cash flow [7].

*Chart: **Stock pay has exceeded operating cash flow in all six years** Column chart comparing SentinelOne stock compensation with operating cash flow in each fiscal year from FY2020 to FY2025*

*Stock-based compensation and cash from operations in USD billions, by fiscal year ended January 31. In FY2025 stock pay was 3.9 times operating cash flow. [9]*

No filing carries motive. What is on record is who sold, at what price, and how much.

*Chart: **Revenue has grown more than 20% year over year for ten straight quarters** Line chart of SentinelOne quarterly revenue from the quarter ended April 2024 to the quarter ended July 2026*

*Total revenue in USD millions per fiscal quarter, as labeled; year-over-year growth stayed above 20% in every quarter shown. [8]*

## December 3 arrives with the sellers on record

[Results for the quarter ended October 31 arrive after the close on December 3](https://finance.yahoo.com/markets/stocks/articles/sentinelone-announces-date-fiscal-third-210500036.html), with a [Barclays](https://theinference.org/markets/companies/barclays) investor conference a week later [1]. The shares fell 3.1% on November 12 as investors digested the filings [2]. Anyone buying that dip is buying before the earnings report, with the sellers on record.

Not one of the 34 trades in six months was a purchase.

## Takeaway

Six SentinelOne officers sold an estimated $30.6 million of stock in six months and bought none, in the same weeks the company borrowed $1.65 billion that ranks ahead of common shareholders.

## Sources

1. [Business Wire via Yahoo Finance, "SentinelOne Announces Date of Fiscal Third Quarter 2027 Financial Results Conference Call and Participation in Upcoming Investor Conference", 12 November 2026](https://finance.yahoo.com/markets/stocks/articles/sentinelone-announces-date-fiscal-third-210500036.html)
2. [Quiver Quantitative, "SentinelOne Falls as Investors Digest Insider Sales and Recent Financing Moves", 12 November 2026](https://www.quiverquant.com/news/SentinelOne+Falls+as+Investors+Digest+Insider+Sales+and+Recent+Financing+Moves)
3. [Business Wire via Morningstar, "SentinelOne Announces Pricing of Offering of $1.25 Billion of 0.00% Convertible Senior Notes Due 2031", 13 October 2026](https://www.morningstar.com/news/business-wire/20261013630798/sentinelone-announces-pricing-of-offering-of-125-billion-of-000-convertible-senior-notes-due-2031)
4. [SentinelOne, Inc. Form 8-K, credit agreement with Bank of America, N.A., filed 12 November 2026](https://www.sec.gov/Archives/edgar/data/1583708/000110465926126231/0001104659-26-126231-index.htm)
5. [Investing.com Canada, "SentinelOne chief accounting officer sells $181,930 in shares", 10 November 2026](https://ca.investing.com/news/stock-market-news/sentinelone-chief-accounting-officer-sells-181930-in-shares-93CH-4948472)
6. [Business Wire via Morningstar, "SentinelOne Announces Second Quarter Fiscal Year 2027 Financial Results", 27 August 2026](https://www.morningstar.com/news/business-wire/20260827742397/sentinelone-announces-second-quarter-fiscal-year-2027-financial-results)
7. [Motley Fool via The Globe and Mail, "C3.ai vs. SentinelOne: Which Technology Stock Is a Better Buy for 2027?", 14 November 2026](https://www.theglobeandmail.com/investing/markets/stocks/NET/pressreleases/8838018/c3ai-vs-sentinelone-which-technology-stock-is-a-better-buy-for-2027/)
8. [SentinelOne quarterly figures from its SEC filings, retrieved 15 November 2026](https://www.sec.gov/cgi-bin/browse-edgar?action=getcompany&CIK=0001583708)
9. [SentinelOne, annual figures from its SEC filings, retrieved 15 November 2026](https://www.sec.gov/cgi-bin/browse-edgar?action=getcompany&CIK=0001583708)


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SentinelOne insiders sold $30.6 million in six months without buying a single share — The Inference. Canonical: https://theinference.org/article/sentinelone-insiders-sold-30-6-million-in-six-months-without-buying-a-single-share