Insider Trading activities at Engagesmart, Inc. (ESMT)

Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Engagesmart, Inc. (ESMT) since 2021 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Engagesmart, Inc.. Table 2 shows the detailed insider transactions. This company's CIK number is 1863105.

Total stock buying since 2021: $26,000.
Total stock sales since 2021: $315,525,411.
Total stock option exercises since 2021: $1,894,908.

Table 1. Yearly summary of insider stock purchases, sales, and option exercises at *Engagesmart, Inc.* (*ESMT*).
	Insider Buying		Insider Sales		Option Exercises
Year	Shares	Value	Shares	Value	Shares	Value
2024	0	$0	6,500	$148,850	60,965	$10,570
2023	0	$0	16,654,703	$303,250,584	555,546	$882,830
2022	0	$0	176,004	$3,578,250	288,082	$1,001,508
2021	1,000	$26,000	350,676	$8,547,727	0	$0

Table 2. Monthly summary of insider trading at *Engagesmart, Inc.* (*ESMT*).
Trading Period	Insider Buying		Insider Sales		Option Exercises
year-month	Shares	Value	Shares	Value	Shares	Value
2024-01	0	$0	6,500	$148,850	60,965	$10,570
2023-12	0	$0	6,500	$148,365	3,500	$10,570
2023-11	0	$0	38,500	$878,420	46,067	$192,010
2023-10	0	$0	19,500	$359,340	116,665	$31,710
2023-09	0	$0	6,500	$116,209	9,846	$10,570
2023-08	0	$0	21,500	$376,879	21,289	$32,380
2023-07	0	$0	132,500	$2,462,564	74,129	$135,814
2023-06	0	$0	33,449	$615,014	63,500	$209,370
2023-05	0	$0	2,355	$40,553	27,566	$0
2023-04	0	$0	126,000	$2,301,810	68,205	$0
2023-03	0	$0	16,141,599	$293,726,324	0	$0
2023-02	0	$0	0	$0	117,268	$259,500
2023-01	0	$0	126,300	$2,225,106	7,511	$906
2022-10	0	$0	134,334	$2,699,933	68,434	$25,168
2022-09	0	$0	0	$0	6,345	$0
2022-07	0	$0	0	$0	7,212	$0
2022-06	0	$0	25,002	$530,541	25,002	$75,504
2022-05	0	$0	8,334	$174,013	8,334	$25,168
2022-04	0	$0	8,334	$173,763	15,546	$25,168
2022-02	0	$0	0	$0	150,000	$850,500
2022-01	0	$0	0	$0	7,209	$0
2021-09	1,000	$26,000	350,676	$8,547,727	0	$0

Table 3. Detailed insider trading at *Engagesmart, Inc.* (*ESMT*)
Trade Date	Insider Name	Trade Type	Shares	Price ($)	Value ($)
2024-01-19	Rodriguez Diego A	Option Ex	7,556	.00	0
2024-01-02	O'brien Kevin William (See Remarks)	Sale	3,000	22.90	68,700
2024-01-02	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	3,500	22.90	80,150
2024-01-02	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,500	3.02	10,570
2024-01-01	Donovan Patrick F (Chief Accounting Officer)	Option Ex	1,819	.00	0
2024-01-01	O'brien Kevin William (See Remarks)	Option Ex	2,114	.00	0
2024-01-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,315	.00	0
2024-01-01	Bennett Robert Paul (Chief Executive Officer)	Option Ex	21,781	.00	0
2024-01-01	Hudson Cassandra (Chief Financial Officer)	Option Ex	10,651	.00	0
2024-01-01	Semel Scott N (Chief Legal Officer)	Option Ex	10,229	.00	0
2023-12-01	O'brien Kevin William (See Remarks)	Sale	3,000	22.82	68,460
2023-12-01	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	3,500	22.83	79,905
2023-12-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,500	3.02	10,570
2023-11-27	Donovan Patrick F (Chief Accounting Officer)	Sale	32,000	22.85	731,200
2023-11-27	Donovan Patrick F (Chief Accounting Officer)	Option Ex	32,000	5.67	181,440
2023-11-01	O'brien Kevin William (See Remarks)	Sale	3,000	22.66	67,980
2023-11-01	O'brien Kevin William (See Remarks)	Option Ex	10,567	.00	0
2023-11-01	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	3,500	22.64	79,240
2023-11-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,500	3.02	10,570
2023-10-02	O'brien Kevin William (See Remarks)	Sale	6,000	18.32	109,920
2023-10-02	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	7,000	18.52	129,640
2023-10-02	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	7,000	3.02	21,140
2023-10-01	Donovan Patrick F (Chief Accounting Officer)	Option Ex	3,636	.00	0
2023-10-01	O'brien Kevin William (See Remarks)	Option Ex	4,228	.00	0
2023-10-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	6,632	.00	0
2023-10-01	Bennett Robert Paul (Chief Executive Officer)	Option Ex	21,781	.00	0
2023-10-01	Hudson Cassandra (Chief Financial Officer)	Option Ex	21,304	.00	0
2023-10-01	Semel Scott N (Chief Legal Officer)	Option Ex	20,456	.00	0
2023-09-22	Dunnam Deborah A.	Option Ex	6,346	.00	0
2023-09-01	O'brien Kevin William (See Remarks)	Sale	3,000	17.83	53,489
2023-09-01	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	3,500	17.92	62,720
2023-09-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,500	3.02	10,570
2023-08-14	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	15,000	16.94	254,100
2023-08-14	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	7,222	3.02	21,810
2023-08-01	O'brien Kevin William (See Remarks)	Sale	3,000	18.83	56,489
2023-08-01	O'brien Kevin William (See Remarks)	Option Ex	10,567	.00	0
2023-08-01	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	3,500	18.94	66,290
2023-08-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,500	3.02	10,570
2023-07-12	Bennett Robert Paul (Chief Executive Officer)	Option Ex	22,089	5.67	125,244
2023-07-05	Bennett Robert Paul (Chief Executive Officer)	Sale	84,000	18.53	1,556,520
2023-07-03	O'brien Kevin William (See Remarks)	Sale	3,000	18.83	56,489
2023-07-03	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	3,500	18.69	65,415
2023-07-03	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,500	3.02	10,570
2023-07-03	Bennett Robert Paul (Chief Executive Officer)	Sale	42,000	18.67	784,140
2023-07-01	Donovan Patrick F (Chief Accounting Officer)	Option Ex	449	.00	0
2023-07-01	O'brien Kevin William (See Remarks)	Option Ex	2,114	.00	0
2023-07-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,316	.00	0
2023-07-01	Bennett Robert Paul (Chief Executive Officer)	Option Ex	21,781	.00	0
2023-07-01	Hudson Cassandra (Chief Financial Officer)	Option Ex	10,652	.00	0
2023-07-01	Semel Scott N (Chief Legal Officer)	Option Ex	10,228	.00	0
2023-06-23	Hudson Cassandra (Chief Financial Officer)	Option Ex	40,000	3.46	138,400
2023-06-16	O'brien Kevin William (See Remarks)	Sale	9,000	18.26	164,340
2023-06-15	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	3,500	18.35	64,225
2023-06-15	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,500	3.02	10,570
2023-06-14	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	20,000	18.42	368,400
2023-06-14	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	20,000	3.02	60,400
2023-06-02	Donovan Patrick F (Chief Accounting Officer)	Sale	949	19.02	18,049
2023-05-16	Dunnam Deborah A.	Option Ex	8,500	.00	0
2023-05-16	Hudson Cassandra (Chief Financial Officer)	Sale	2,355	17.22	40,553
2023-05-16	Mangum David E	Option Ex	8,500	.00	0
2023-05-01	O'brien Kevin William (See Remarks)	Option Ex	10,566	.00	0
2023-04-05	Bennett Robert Paul (Chief Executive Officer)	Sale	42,000	17.66	741,510
2023-04-04	Bennett Robert Paul (Chief Executive Officer)	Sale	42,000	18.27	767,340
2023-04-03	Bennett Robert Paul (Chief Executive Officer)	Sale	42,000	18.88	792,960
2023-04-01	O'brien Kevin William (See Remarks)	Option Ex	2,113	.00	0
2023-04-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,315	.00	0
2023-04-01	Bennett Robert Paul (Chief Executive Officer)	Option Ex	21,780	.00	0
2023-04-01	Hudson Cassandra (Chief Financial Officer)	Option Ex	10,652	.00	0
2023-04-01	Semel Scott N (Chief Legal Officer)	Option Ex	30,345	.00	0
2023-03-07	Bennett Robert Paul (Chief Executive Officer)	Sale	34,892	18.19	634,790
2023-03-07	General Atlantic (spv) Gp, Llc	Sale	912,381	18.19	16,598,947
2023-03-07	Gap (bermuda) L.p.	Sale	912,381	18.19	16,598,947
2023-03-07	Collins Scott C (10% Owner)	Sale	252,727	18.19	4,597,862
2023-03-03	Bennett Robert Paul (Chief Executive Officer)	Sale	230,433	18.19	4,192,267
2023-03-03	General Atlantic (spv) Gp, Llc	Sale	6,025,515	18.19	109,622,194
2023-03-03	Hudson Cassandra (Chief Financial Officer)	Sale	75,000	19.00	1,425,000
2023-03-03	Gap (bermuda) L.p.	Sale	6,025,515	18.19	109,622,194
2023-03-03	Collins Scott C (10% Owner)	Sale	1,669,052	18.19	30,365,063
2023-03-02	Rodriguez Diego A (Director)	Sale	3,703	18.65	69,060
2023-02-28	Hudson Cassandra (Chief Financial Officer)	Option Ex	75,000	3.46	259,500
2023-02-01	O'brien Kevin William (See Remarks)	Option Ex	42,268	.00	0
2023-01-04	Bennett Robert Paul (Chief Executive Officer)	Sale	42,000	17.51	735,420
2023-01-03	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	300	18.02	5,406
2023-01-03	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	300	3.02	906
2023-01-03	Bennett Robert Paul (Chief Executive Officer)	Sale	84,000	17.67	1,484,280
2023-01-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	1,202	.00	0
2023-01-01	Bennett Robert Paul (Chief Executive Officer)	Option Ex	2,404	.00	0
2023-01-01	Hudson Cassandra (Chief Financial Officer)	Option Ex	3,605	.00	0
2022-10-12	Bennett Robert Paul (Chief Executive Officer)	Sale	42,000	19.53	820,260
2022-10-11	Bennett Robert Paul (Chief Executive Officer)	Sale	42,000	19.83	832,859
2022-10-10	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	8,334	20.89	174,138
2022-10-10	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	8,334	3.02	25,168
2022-10-10	Bennett Robert Paul (Chief Executive Officer)	Sale	42,000	20.78	872,676
2022-10-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	3,606	.00	0
2022-10-01	Bennett Robert Paul (Chief Executive Officer)	Option Ex	12,020	.00	0
2022-10-01	Hudson Cassandra (Chief Financial Officer)	Option Ex	18,030	.00	0
2022-09-22	Dunnam Deborah A. (Director)	Option Ex	6,345	.00	0
2022-07-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	1,202	.00	0
2022-07-01	Bennett Robert Paul (Chief Executive Officer)	Option Ex	2,404	.00	0
2022-07-01	Hudson Cassandra (Chief Financial Officer)	Option Ex	3,606	.00	0
2022-06-01	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	16,668	21.22	353,694
2022-06-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	16,668	3.02	50,336
2022-05-02	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	8,334	20.88	174,013
2022-05-02	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	8,334	3.02	25,168
2022-04-18	Seltzer Jonathan Cole (President, SMB Solutions)	Sale	8,334	20.85	173,763
2022-04-18	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	8,334	3.02	25,168
2022-04-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	1,202	.00	0
2022-04-01	Bennett Robert Paul (Chief Executive Officer)	Option Ex	2,404	.00	0
2022-04-01	Hudson Cassandra (Chief Financial Officer)	Option Ex	3,606	.00	0
2022-02-11	Bennett Robert Paul (Chief Executive Officer)	Option Ex	150,000	5.67	850,500
2022-01-01	Seltzer Jonathan Cole (President, SMB Solutions)	Option Ex	1,201	.00	0
2022-01-01	Bennett Robert Paul (Chief Executive Officer)	Option Ex	2,403	.00	0
2022-01-01	Hudson Cassandra (Chief Financial Officer)	Option Ex	3,605	.00	0
2021-09-27	Bennett Robert Paul (Chief Executive Officer)	Sale	350,676	24.38	8,547,727
2021-09-27	Hudson Cassandra (Chief Financial Officer)	Buy	1,000	26.00	26,000

Insider trading activities including stock purchases, stock sales, and option exercises of ESMT listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Engagesmart, Inc. (symbol ESMT, CIK number 1863105) see the Securities and Exchange Commission (SEC) website.

▪ Real-time Insider Trading

▪ Insider Officer Cluster Trading

▪ Top Officer Buys of the Week

▪ Top Officer Buys of the Month