John C.K. Milligan IV - May 10, 2021 Form 4 Insider Report for TherapeuticsMD, Inc. (TXMD)

Role: Secretary/CEO of subsidiary
Signature: /s/ John C.K. Milligan, IV
Stock symbol: TXMD
Transactions as of: May 10, 2021
Transactions value $: -$46,022
Form type: 4
Date filed: 5/12/2021, 08:38 PM

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	TXMD	Common Stock	Options Exercise		+104K	+6.11%		1.8M	May 10, 2021	Direct	F1
transaction	TXMD	Common Stock	Sale	-$46K	-44.3K	-2.46%	$1.04	1.75M	May 11, 2021	Direct	F2
holding	TXMD	Common Stock						3.58M	May 10, 2021	See Footnote	F3

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	TXMD	Restricted Stock Units	Options Exercise	$0	-104K	-33.33%	$0.00	207K	May 10, 2021	Common Stock	104K	$0.00	Direct	F1, F4, F5

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

Explanation of Responses:

Id	Content
F1	On May 10, 2021, the reporting person received 103,500 shares of issuer common stock in settlement of restricted stock units (RSUs), which vested on March 30, 2021.
F2	The reported securities represent shares of issuer common stock sold upon settlement to satisfy tax obligations.
F3	Shares are owned by John C.K. Milligan Revocable Trust U/A 08/10/2009, as amended.
F4	Each RSU represents a contingent right to receive one share of issuer common stock upon settlement.
F5	The RSUs vest in three equal installments annually beginning March 30, 2021, becoming fully vested on March 30, 2023.