ROOT Rule 144: Affiliate reports multiple Class A sales

ROOT submitted a Rule 144 notice reporting sales of Class A shares by an affiliate.

Rhea-AI Filing Summary

ROOT submitted a Rule 144 notice reporting sales of Class A shares by an affiliate. The filing lists multiple transactions by Jonathan A. Allison between 03/03/2026 and 05/12/2026, with per-trade share counts and proceeds recorded.

Insights

Securities Compliance Counsel

Routine Rule 144 sale notice showing multiple dispositions by an affiliate.

The filing lists specific sale dates, share counts and gross proceeds for transactions by Jonathan A. Allison between 03/03/2026 and 05/12/2026. It also records a Restricted Stock Vesting event on 04/01/2026.

These entries function as a public disclosure of affiliate dispositions under resale rules; cash‑flow recipients are the selling holder(s). Future filings would show any additional sales if they occur.

Key Figures

First reported sale: 3,900 shares Per-trade proceeds example: $186,732.00 Largest single trade listed: 4,112 shares +2 more

5 metrics

First reported sale 3,900 shares sale on <date>03/03/2026</date>

Per-trade proceeds example $186,732.00 proceeds from 3,900-share sale on <date>03/03/2026</date>

Largest single trade listed 4,112 shares sale on <date>04/02/2026</date>

Most recent sale listed 1,706 shares sale on <date>05/12/2026</date> with proceeds $95,092.44

Restricted stock vesting Class A (vesting event) Restricted Stock Vesting on <date>04/01/2026</date>

Key Terms

Rule 144, Restricted Stock Vesting, Class A

3 terms

Rule 144 regulatory

"Securities To Be Sold — Class A; sales listed by date and proceeds"

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Restricted Stock Vesting financial

"Class A | 04/01/2026 | Restricted Stock Vesting"

Restricted stock vesting is the timetable and conditions under which shares granted to employees or insiders become fully owned and can be sold, typically requiring continued work or meeting performance goals. It matters to investors because large blocks of shares can become tradable at once, which can change share supply and price, and because vesting aligns insiders’ incentives with the company’s long‑term performance—think of it like a timed unlock that both rewards and locks in key people.

Class A financial

"Securities Information — Class A listed repeatedly with sale dates"

Class A denotes a specific group of a company’s shares that carry a particular set of rights—most commonly different voting power or dividend priority compared with other share classes. Think of it like different seats on a bus where some seats let you steer and others only ride: knowing whether a share is Class A tells investors how much influence they have over company decisions and how returns might be distributed, which affects control and value.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What does the ROOT Form 144 filing disclose?

It discloses affiliate sales of Class A shares. The filing lists multiple transactions by Jonathan A. Allison from 03/03/2026 to 05/12/2026, with per‑trade share counts and gross proceeds recorded for each sale.

Who is the selling party reported in the ROOT filing?

Jonathan A. Allison is the selling party shown. The filing lists Allison's address and multiple Class A share dispositions with dates, share quantities and gross proceeds for each reported trade.

Does the filing show restricted shares or vesting events for ROOT?

Yes — a Restricted Stock Vesting event is noted. The filing records a Restricted Stock Vesting for Class A on 04/01/2026 with issuer as the source of those securities.

What time period do the reported sales cover in the ROOT filing?

The reported sales span March through May 2026. Transaction dates in the filing run from 03/03/2026 through 05/12/2026, with individual share counts and proceeds listed for each trade.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Accepted by SEC EDGAR 05/15/2026 - 10:16 AM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001977858
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	Root, Inc.
SEC File Number	001-39658
Address of Issuer	80 E RICH STREET SUITE 500 COLUMBUS OHIO 43215
Phone	(866) 980-9431
Name of Person for Whose Account the Securities are To Be Sold	Allison Jonathan
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Class A	Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917	1606	89871.76	14020060	05/15/2026	NASDAQ

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Class A	04/01/2026	Restricted Stock Vesting	Issuer			1606	04/01/2026	Compensation

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Jonathan A. Allison 80 E. Rich Street Suite 500 Columbus OH 43215	Class A	03/03/2026	3900	186732.00
Jonathan A. Allison 80 E. Rich Street Suite 500 Columbus OH 43215	Class A	03/05/2026	3900	187395.00
Jonathan A. Allison 80 E. Rich Street Suite 500 Columbus OH 43215	Class A	03/10/2026	3900	175383.00
Jonathan A. Allison 80 E. Rich Street Suite 500 Columbus OH 43215	Class A	03/12/2026	3900	170079.00
Jonathan A. Allison 80 E. Rich Street Suite 500 Columbus OH 43215	Class A	03/17/2026	3990	179550.00
Jonathan A. Allison 80 E. Rich Street Suite 500 Columbus OH 43215	Class A	03/20/2026	3990	178672.20
Jonathan A. Allison 80 E. Rich Street, Suite 500 Columbus OH 43215	Class A	04/02/2026	4112	174060.96
Jonathan A. Allison 80 E. Rich Street Suite 500 Columbus OH 43215	Class A	04/07/2026	1706	75661.10
Jonathan A. Allison 80 E. Rich Street Suite 500 Columbus OH 43215	Class A	05/12/2026	1706	95092.44

144: Remarks and Signature

Remarks
Date of Notice	05/15/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	12/01/2025
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Daniel Tucci, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Jonathan Allison
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)