Charles Benton - May 30, 2025 Form 4 Insider Report for Transportation & Logistics Systems, Inc. (TLSS)

Role: Director
Signature: /s/ Charles Benton
Stock symbol: TLSS
Transactions as of: May 30, 2025
Transactions value $: $0
Form type: 4
Date filed: 7/14/2025, 06:15 AM
Previous filing: Sep 20, 2022
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
BENTON CHARLES F	Director	426 HAVERFORD ROAD, WYNNEWOOD	/s/ Charles Benton	2025-07-14	0001609128

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	TLSS	Series J Senior Convertible Preferred Stock	Other		+37			37	May 30, 2025	Common Stock	3.7M	$0.00	Direct	F1, F2

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	The Series J senior convertible preferred stock is convertible at any time, at the holder's election, at an initial conversion price of $0.001 per share of common stock and is perpetual and therefore has no expiration date. The Series J senior convertible preferred stock is subject to a contractual limitation such that the reporting person may not convert Series J senior convertible preferred stock to the extent that after giving effect to such conversion, the reporting person (together with its attribution parties as defined in the certificate of designations) would beneficially own in excess of 4.99% of the shares of common stock outstanding immediately after giving effect to such conversion.
F2	Received pursuant to a settlement agreement between the Reporting Person and the Issuer, dated May 30, 2025, in exchange for the settlement of $3,686.76 in outstanding liabilities owed by the Issuer.

Content

The Series J senior convertible preferred stock is convertible at any time, at the holder's election, at an initial conversion price of $0.001 per share of common stock and is perpetual and therefore has no expiration date. The Series J senior convertible preferred stock is subject to a contractual limitation such that the reporting person may not convert Series J senior convertible preferred stock to the extent that after giving effect to such conversion, the reporting person (together with its attribution parties as defined in the certificate of designations) would beneficially own in excess of 4.99% of the shares of common stock outstanding immediately after giving effect to such conversion.

Received pursuant to a settlement agreement between the Reporting Person and the Issuer, dated May 30, 2025, in exchange for the settlement of $3,686.76 in outstanding liabilities owed by the Issuer.