Waystar Holding Corp (WAY)

Over the past 90 days, Waystar Holding Corp has seen three insider transactions, all consisting of proposed sales totaling approximately $8.6 million. These sales occurred amid a 12.1% decline in the stock price. The company's last earnings report in April 2026 showed an 8.7% earnings per share beat.
Ticker: WAY Exchange: NSM


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Insider trades have triggered activity signals for Waystar Holding Corp. Upgrade to see score, net flow, insiders and the full signal context.

Top insiders
Trades
Hawkins Matthew J.
Chief Executive Officer
1 sale — total 100,000 USD
Planned sale 16 Jul 2026
Value US$4,239,959.71 | Price 215.79 | Shares 29,649
Planned sale 15 Jul 2026
Value US$373,086.18 | Price 150.37 | Shares 85,234
Proposed sale 15 Jul 2026
Value US$100,000.00 | Price 22.19 | Shares 1,000
Proposed sale 29 May 2026
Value US$3,175,248.00 | Price 19.85 | Shares 160,000
Proposed sale 28 May 2026
Value US$3,878,900.00 | Price 19.39 | Shares 200,000
Buy 2 Mar 2026
Value US$188,985.60 | Price 26.25 | Shares 7,200
Planned sale 20 Jan 2026
Value US$1,210,076.61 | Price 30.08 | Shares 40,225
Proposed sale 20 Jan 2026
Value US$1,217,610.75 | Price 30.27 | Shares 40,225
Planned sale 22 Dec 2025
Value US$318,395.55 | Price 32.82 | Shares 9,701
Proposed sale 22 Dec 2025
Value US$318,580.84 | Price 32.84 | Shares 9,701
Planned sale 10 Dec 2025
Value US$262,225.43 | Price 30.41 | Shares 8,623
Proposed sale 10 Dec 2025
Value US$262,397.89 | Price 30.43 | Shares 8,623
Planned sale 25 Nov 2025
Value US$125,800.00 | Price 37.00 | Shares 3,400
Proposed sale 25 Nov 2025
Value US$123,998.00 | Price 36.47 | Shares 3,400
Planned sale 20 Nov 2025
Value US$342,181.43 | Price 35.27 | Shares 9,701
Planned sale 10 Nov 2025
Value US$311,429.13 | Price 36.12 | Shares 8,623
Planned sale 20 Oct 2025
Value US$358,333.60 | Price 36.94 | Shares 9,701
Planned sale 15 Oct 2025
Value US$7,600.00 | Price 38.00 | Shares 200
Planned sale 10 Oct 2025
Value US$312,214.69 | Price 36.21 | Shares 8,623
Sale 23 Sep 2025
Value US$487,409.92 | Price 38.08 | Shares 12,800
Planned sale 22 Sep 2025
Value US$464,566.24 | Price 38.08 | Shares 12,200
Planned sale 22 Sep 2025
Value US$365,090.34 | Price 37.63 | Shares 9,701
Proposed sale 22 Sep 2025
Value US$1,890,000.00 | Price 37.80 | Shares 50,000
Sale 12 Sep 2025
Value US$168,412,400.19 | Price 39.21 | Shares 4,295,139
Sale 12 Sep 2025
Value US$304,508,310.48 | Price 39.21 | Shares 7,766,088
Sale 12 Sep 2025
Value US$168,412,400.19 | Price 39.21 | Shares 4,295,139
Sale 12 Sep 2025
Value US$232,859,289.33 | Price 39.21 | Shares 5,938,773
Planned sale 10 Sep 2025
Value US$349,157.34 | Price 40.49 | Shares 8,623
Planned sale 10 Sep 2025
Value US$674,848.00 | Price 40.49 | Shares 16,666
Proposed sale 10 Sep 2025
Value US$1,057,783.41 | Price 40.89 | Shares 25,869
Proposed sale 10 Sep 2025
Value US$681,472.74 | Price 40.89 | Shares 16,666
Planned sale 8 Sep 2025
Value US$3,405,253.00 | Price 40.06 | Shares 85,000
Planned sale 8 Sep 2025
Value US$776,713.01 | Price 40.03 | Shares 19,404
Proposed sale 8 Sep 2025
Value US$3,167,950.00 | Price 37.27 | Shares 85,000
Proposed sale 8 Sep 2025
Value US$1,807,855.89 | Price 37.27 | Shares 48,507
Planned sale 26 Aug 2025
Value US$125,832.30 | Price 37.01 | Shares 3,400
Proposed sale 26 Aug 2025
Value US$122,060.00 | Price 35.90 | Shares 3,400
Planned sale 20 Aug 2025
Value US$340,646.92 | Price 35.11 | Shares 9,702
Planned sale 12 Aug 2025
Value US$1,617,580.89 | Price 34.66 | Shares 46,667
Planned sale 11 Aug 2025
Value US$297,391.75 | Price 34.49 | Shares 8,623
Planned sale 21 Jul 2025
Value US$359,938.38 | Price 37.10 | Shares 9,702
Planned sale 21 Jul 2025
Value US$3,152,837.00 | Price 37.09 | Shares 85,000
Proposed sale 21 Jul 2025
Value US$1,424,180.20 | Price 36.70 | Shares 38,806
Proposed sale 21 Jul 2025
Value US$3,119,500.00 | Price 36.70 | Shares 85,000
Planned sale 15 Jul 2025
Value US$1,785,540.09 | Price 38.26 | Shares 46,667
Planned sale 10 Jul 2025
Value US$324,461.93 | Price 37.63 | Shares 8,623
Planned sale 25 Jun 2025
Value US$390,256.16 | Price 40.22 | Shares 9,702
Planned sale 20 Jun 2025
Value US$366,616.27 | Price 37.79 | Shares 9,702
Planned sale 11 Jun 2025
Value US$247,197.19 | Price 40.71 | Shares 6,072
Planned sale 11 Jun 2025
Value US$667,489.36 | Price 40.71 | Shares 16,396
Planned sale 11 Jun 2025
Value US$649,177.61 | Price 40.71 | Shares 15,946
Proposed sale 11 Jun 2025
Value US$246,705.36 | Price 40.63 | Shares 6,072
Proposed sale 11 Jun 2025
Value US$647,885.98 | Price 40.63 | Shares 15,946
Proposed sale 11 Jun 2025
Value US$666,169.48 | Price 40.63 | Shares 16,396
Planned sale 10 Jun 2025
Value US$349,887.71 | Price 40.58 | Shares 8,623
Planned sale 10 Jun 2025
Value US$109,710.20 | Price 40.57 | Shares 2,704
Proposed sale 10 Jun 2025
Value US$1,053,385.68 | Price 40.72 | Shares 25,869
Proposed sale 10 Jun 2025
Value US$5,700,840.72 | Price 40.72 | Shares 140,001
Sale 5 Jun 2025
Value US$2,403,989.09 | Price 40.18 | Shares 59,836
Proposed sale 5 Jun 2025
Value US$2,403,989.09 | Price 40.18 | Shares 59,836
Planned sale 30 May 2025
Value US$388,080.00 | Price 40.00 | Shares 9,702
Sale 27 May 2025
Value US$5,471,287.72 | Price 39.03 | Shares 140,164
Sale 23 May 2025
Value US$7,623,460.39 | Price 38.53 | Shares 197,847
Proposed sale 23 May 2025
Value US$7,623,460.39 | Price 38.53 | Shares 197,847
Sale 22 May 2025
Value US$84,300.28 | Price 39.15 | Shares 2,153
Proposed sale 22 May 2025
Value US$84,300.28 | Price 39.15 | Shares 2,153
Planned sale 21 May 2025
Value US$3,955.00 | Price 39.55 | Shares 100
Planned sale 21 May 2025
Value US$376,015.28 | Price 39.16 | Shares 9,602
Proposed sale 21 May 2025
Value US$1,538,737.20 | Price 39.65 | Shares 38,808
Sale 20 May 2025
Value US$16,894,185.43 | Price 37.39 | Shares 451,837
Sale 20 May 2025
Value US$16,894,185.43 | Price 37.39 | Shares 451,837
Sale 20 May 2025
Value US$23,060,844.36 | Price 37.39 | Shares 616,704
Sale 20 May 2025
Value US$30,156,485.91 | Price 37.39 | Shares 806,459
Sale 16 May 2025
Value US$112,628,139.67 | Price 37.39 | Shares 3,012,253
Sale 16 May 2025
Value US$112,628,139.67 | Price 37.39 | Shares 3,012,253
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value
Number of shares Price Value Details
2026-07-17 2026-07-16 PlS Planned sale

Chief Executive Officer

Executive Director
29,649 +39.9%
215.79
US$4,239,960
29,649 +39.9% 215.79 US$4,239,960
2026-07-17 2026-07-15 PlS Planned sale

Chief Executive Officer

Executive Director
85,234 +31.8%
150.37
US$373,086
85,234 +31.8% 150.37 US$373,086
2026-07-15 2026-07-15 PrS Proposed sale

Director; Officer

Executive Director
47,679
138.21
US$4,349,121
47,679 138.21 US$4,349,121
2026-05-29 2026-05-29 PrS Proposed sale

Director

Non-Executive Director
160,000
19.85
US$3,175,248
160,000 19.85 US$3,175,248
2026-05-28 2026-05-28 PrS Proposed sale

Director

Non-Executive Director
200,000
19.39
US$3,878,900
200,000 19.39 US$3,878,900
2026-03-03 2026-03-02 B Purchase Non-Executive Director
7,200 +inf%
26.25
US$188,986
7,200 +inf% 26.25 US$188,986
2026-01-22 2026-01-20 PlS Planned sale

Chief Business Officer

Officer
40,225 -7.8%
30.08
US$1,210,077
40,225 -7.8% 30.08 US$1,210,077
2026-01-20 2026-01-20 PrS Proposed sale

Officer

Officer
40,225
30.27
US$1,217,611
40,225 30.27 US$1,217,611
2025-12-23 2025-12-22 PlS Planned sale

Chief Business Officer

Officer
9,701 -2.0%
32.82
US$318,396
9,701 -2.0% 32.82 US$318,396
2025-12-22 2025-12-22 PrS Proposed sale

Officer

Officer
9,701
32.84
US$318,581
9,701 32.84 US$318,581
2025-12-11 2025-12-10 PlS Planned sale

Chief Technology Officer

Officer
8,623 -2.0%
30.41
US$262,225
8,623 -2.0% 30.41 US$262,225
2025-12-10 2025-12-10 PrS Proposed sale

Officer

Officer
8,623
30.43
US$262,398
8,623 30.43 US$262,398
2025-11-26 2025-11-25 PlS Planned sale

Chief Marketing Officer

Officer
3,400 -1.7%
37.00
US$125,800
3,400 -1.7% 37.00 US$125,800
2025-11-25 2025-11-25 PrS Proposed sale

Officer

Officer
3,400
36.47
US$123,998
3,400 36.47 US$123,998
2025-11-21 2025-11-20 PlS Planned sale

Chief Business Officer

Officer
9,701 -2.0%
35.27
US$342,181
9,701 -2.0% 35.27 US$342,181
2025-11-12 2025-11-10 PlS Planned sale

Chief Technology Officer

Officer
8,623 -2.0%
36.12
US$311,429
8,623 -2.0% 36.12 US$311,429
2025-10-21 2025-10-20 PlS Planned sale

Chief Business Officer

Officer
9,701 -2.0%
36.94
US$358,334
9,701 -2.0% 36.94 US$358,334
2025-10-20 2025-10-15 PlS Planned sale

Chief Executive Officer

Executive Director
200 -0.0%
38.00
US$7,600
200 -0.0% 38.00 US$7,600
2025-10-14 2025-10-10 PlS Planned sale

Chief Technology Officer

Officer
8,623 -2.0%
36.21
US$312,215
8,623 -2.0% 36.21 US$312,215
2025-09-24 2025-09-23 S Sale

Chief Executive Officer

Executive Director
12,800 -1.8%
38.08
US$487,410
12,800 -1.8% 38.08 US$487,410
2025-09-24 2025-09-22 PlS Planned sale

Chief Executive Officer

Executive Director
12,200 -1.7%
38.08
US$464,566
12,200 -1.7% 38.08 US$464,566
2025-09-24 2025-09-22 PlS Planned sale

Chief Business Officer

Officer
9,701 -2.0%
37.63
US$365,090
9,701 -2.0% 37.63 US$365,090
2025-09-22 2025-09-22 PrS Proposed sale

Director; Officer

Executive Director
50,000
37.80
US$1,890,000
50,000 37.80 US$1,890,000
2025-09-16 2025-09-12 S Sale Non-Executive Director Large shareholder
4,295,139 -23.8%
39.21
US$168,412,400
4,295,139 -23.8% 39.21 US$168,412,400
2025-09-16 2025-09-12 S Sale Large shareholder
7,766,088 -23.8%
39.21
US$304,508,310
7,766,088 -23.8% 39.21 US$304,508,310
2025-09-16 2025-09-12 S Sale Large shareholder
4,295,139 -23.8%
39.21
US$168,412,400
4,295,139 -23.8% 39.21 US$168,412,400
2025-09-16 2025-09-12 S Sale Large shareholder
5,938,773 -23.8%
39.21
US$232,859,289
5,938,773 -23.8% 39.21 US$232,859,289
2025-09-11 2025-09-10 PlS Planned sale

Chief Technology Officer

Officer
8,623 -2.0%
40.49
US$349,157
8,623 -2.0% 40.49 US$349,157
2025-09-11 2025-09-10 PlS Planned sale

Chief Financial Officer

Officer
16,666 -4.5%
40.49
US$674,848
16,666 -4.5% 40.49 US$674,848
2025-09-10 2025-09-10 PrS Proposed sale

Officer

Officer
25,869
40.89
US$1,057,783
25,869 40.89 US$1,057,783
2025-09-10 2025-09-10 PrS Proposed sale

Officer

Officer
16,666
40.89
US$681,473
16,666 40.89 US$681,473
2025-09-10 2025-09-08 PlS Planned sale

Chief Transformation Officer

Officer
85,000 -12.7%
40.06
US$3,405,253
85,000 -12.7% 40.06 US$3,405,253
2025-09-10 2025-09-08 PlS Planned sale

Chief Business Officer

Officer
19,404 -3.9%
40.03
US$776,713
19,404 -3.9% 40.03 US$776,713
2025-09-08 2025-09-08 PrS Proposed sale

Officer

Officer
85,000
37.27
US$3,167,950
85,000 37.27 US$3,167,950
2025-09-08 2025-09-08 PrS Proposed sale

Officer

Officer
48,507
37.27
US$1,807,856
48,507 37.27 US$1,807,856
2025-08-28 2025-08-26 PlS Planned sale

Chief Marketing Officer

Officer
3,400 -1.7%
37.01
US$125,832
3,400 -1.7% 37.01 US$125,832
2025-08-26 2025-08-26 PrS Proposed sale

Officer

Officer
3,400
35.90
US$122,060
3,400 35.90 US$122,060
2025-08-20 2025-08-20 PlS Planned sale

Chief Business Officer

Officer
9,702 -1.9%
35.11
US$340,647
9,702 -1.9% 35.11 US$340,647
2025-08-12 2025-08-12 PlS Planned sale

Chief Executive Officer

Executive Director
46,667 -5.8%
34.66
US$1,617,581
46,667 -5.8% 34.66 US$1,617,581
2025-08-12 2025-08-11 PlS Planned sale

Chief Technology Officer

Officer
8,623 -1.9%
34.49
US$297,392
8,623 -1.9% 34.49 US$297,392
2025-07-22 2025-07-21 PlS Planned sale

Chief Business Officer

Officer
9,702 -1.9%
37.10
US$359,938
9,702 -1.9% 37.10 US$359,938
2025-07-22 2025-07-21 PlS Planned sale

Chief Transformation Officer

Officer
85,000 -11.1%
37.09
US$3,152,837
85,000 -11.1% 37.09 US$3,152,837
2025-07-21 2025-07-21 PrS Proposed sale

Officer

Officer
38,806
36.70
US$1,424,180
38,806 36.70 US$1,424,180
2025-07-21 2025-07-21 PrS Proposed sale

Officer

Officer
85,000
36.70
US$3,119,500
85,000 36.70 US$3,119,500
2025-07-16 2025-07-15 PlS Planned sale

Chief Executive Officer

Executive Director
46,667 -5.8%
38.26
US$1,785,540
46,667 -5.8% 38.26 US$1,785,540
2025-07-11 2025-07-10 PlS Planned sale

Chief Technology Officer

Officer
8,623 -1.9%
37.63
US$324,462
8,623 -1.9% 37.63 US$324,462
2025-06-25 2025-06-25 PlS Planned sale

Chief Business Officer

Officer
9,702 -1.9%
40.22
US$390,256
9,702 -1.9% 40.22 US$390,256
2025-06-23 2025-06-20 PlS Planned sale

Chief Business Officer

Officer
9,702 -1.9%
37.79
US$366,616
9,702 -1.9% 37.79 US$366,616
2025-06-12 2025-06-11 PlS Planned sale

Chief Marketing Officer

Officer
6,072 -3.1%
40.71
US$247,197
6,072 -3.1% 40.71 US$247,197
2025-06-12 2025-06-11 PlS Planned sale

Chief Financial Officer

Officer
16,396 -4.3%
40.71
US$667,489
16,396 -4.3% 40.71 US$667,489
2025-06-12 2025-06-11 PlS Planned sale

Chief Transformation Officer

Officer
15,946 -2.0%
40.71
US$649,178
15,946 -2.0% 40.71 US$649,178
2025-06-11 2025-06-11 PrS Proposed sale

Officer

Officer
6,072
40.63
US$246,705
6,072 40.63 US$246,705
2025-06-11 2025-06-11 PrS Proposed sale

Officer

Officer
15,946
40.63
US$647,886
15,946 40.63 US$647,886
2025-06-11 2025-06-11 PrS Proposed sale

Officer

Officer
16,396
40.63
US$666,169
16,396 40.63 US$666,169
2025-06-11 2025-06-10 PlS Planned sale

Chief Technology Officer

Officer
8,623 -1.9%
40.58
US$349,888
8,623 -1.9% 40.58 US$349,888
2025-06-11 2025-06-10 PlS Planned sale

Chief Executive Officer

Executive Director
2,704 -0.4%
40.57
US$109,710
2,704 -0.4% 40.57 US$109,710
2025-06-10 2025-06-10 PrS Proposed sale

Officer

Officer
25,869
40.72
US$1,053,386
25,869 40.72 US$1,053,386
2025-06-10 2025-06-10 PrS Proposed sale

Director; Officer

Executive Director
140,001
40.72
US$5,700,841
140,001 40.72 US$5,700,841
2025-06-06 2025-06-05 S Sale

Chief Executive Officer

Executive Director
59,836 -7.3%
40.18
US$2,403,989
59,836 -7.3% 40.18 US$2,403,989
2025-06-05 2025-06-05 PrS Proposed sale

Officer; Director

Executive Director
59,836
40.18
US$2,403,989
59,836 40.18 US$2,403,989
2025-06-02 2025-05-30 PlS Planned sale

Chief Business Officer

Officer
9,702 -1.9%
40.00
US$388,080
9,702 -1.9% 40.00 US$388,080
2025-05-27 2025-05-27 S Sale

Chief Executive Officer

Executive Director
140,164 -15.5%
39.03
US$5,471,288
140,164 -15.5% 39.03 US$5,471,288
2025-05-27 2025-05-23 S Sale

Chief Executive Officer

Executive Director
197,847 -20.6%
38.53
US$7,623,460
197,847 -20.6% 38.53 US$7,623,460
2025-05-23 2025-05-23 PrS Proposed sale

Officer; Director

Executive Director
197,847
38.53
US$7,623,460
197,847 38.53 US$7,623,460
2025-05-27 2025-05-22 S Sale

Chief Executive Officer

Executive Director
2,153 -2.7%
39.15
US$84,300
2,153 -2.7% 39.15 US$84,300
2025-05-22 2025-05-22 PrS Proposed sale

Officer; Director

Executive Director
2,153
39.15
US$84,300
2,153 39.15 US$84,300
2025-05-22 2025-05-21 PlS Planned sale

Chief Business Officer

Officer
100 -0.0%
39.55
US$3,955
100 -0.0% 39.55 US$3,955
2025-05-22 2025-05-21 PlS Planned sale

Chief Business Officer

Officer
9,602 -1.9%
39.16
US$376,015
9,602 -1.9% 39.16 US$376,015
2025-05-21 2025-05-21 PrS Proposed sale

Officer

Officer
38,808
39.65
US$1,538,737
38,808 39.65 US$1,538,737
2025-05-20 2025-05-20 S Sale Large shareholder
451,837 -2.4%
37.39
US$16,894,185
451,837 -2.4% 37.39 US$16,894,185
2025-05-20 2025-05-20 S Sale Non-Executive Director Large shareholder
451,837 -2.4%
37.39
US$16,894,185
451,837 -2.4% 37.39 US$16,894,185
2025-05-20 2025-05-20 S Sale Large shareholder
616,704 -2.4%
37.39
US$23,060,844
616,704 -2.4% 37.39 US$23,060,844
2025-05-20 2025-05-20 S Sale Large shareholder
806,459 -2.4%
37.39
US$30,156,486
806,459 -2.4% 37.39 US$30,156,486
2025-05-20 2025-05-16 S Sale Large shareholder
3,012,253 -13.8%
37.39
US$112,628,140
3,012,253 -13.8% 37.39 US$112,628,140
2025-05-20 2025-05-16 S Sale Non-Executive Director Large shareholder
3,012,253 -13.8%
37.39
US$112,628,140
3,012,253 -13.8% 37.39 US$112,628,140