Nick V. Caldwell
CIK: 0001838934
Transaction Breakdown
High conviction signal
Position reduction
Derivative conversions
Compensation grants
Gifts, tax withholding, conversions, dispositions to the issuer and other codes
Discretionary Trading P&L
Holdings
Transaction History (47 total)
- Sep 15, 2026PTON
PELOTON INTERACTIVE, INC.
Tax Payment(F)Direct62K shares at avg. $4.85$301K - Sep 15, 2026PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct115.7K shares- - Sep 7, 2026PTON
PELOTON INTERACTIVE, INC.
Award(A)DirectRestricted Stock Unit (RSU)
273.6K shares- - Aug 17, 2026PTON
PELOTON INTERACTIVE, INC.
Tax Payment(F)Direct87.2K shares at avg. $5.63$491K - Aug 15, 2026PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct38.3K shares- - Aug 15, 2026PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct119.3K shares- - Jun 15, 2026PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct115.7K shares- - Jun 15, 2026PTON
PELOTON INTERACTIVE, INC.
Tax Payment(F)Direct61.8K shares at avg. $5.80$358K - May 15, 2026PTON
PELOTON INTERACTIVE, INC.
Tax Payment(F)Direct64.2K shares at avg. $5.29$340K - May 15, 2026PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct119.3K shares- - Apr 1, 2026PTON
PELOTON INTERACTIVE, INC.
Award(A)DirectRestricted Stock Unit (RSU)
916.2K shares- - Mar 16, 2026PTON
PELOTON INTERACTIVE, INC.
Sale(S)Direct42.6K shares at avg. $3.86$165K - Mar 15, 2026PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct115.7K shares- - Feb 17, 2026PTON
PELOTON INTERACTIVE, INC.
Sale(S)Direct50.6K shares at avg. $4.15$210K - Feb 15, 2026PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct119.3K shares- - Jan 13, 2026PTON
PELOTON INTERACTIVE, INC.
Sale(S)Direct25.1K shares at avg. $7.00$176K - Jan 9, 2026PTON
PELOTON INTERACTIVE, INC.
Sale(S)Direct75.8K shares at avg. $7.00$530K - Dec 16, 2025PTON
PELOTON INTERACTIVE, INC.
Sale(S)Direct64.6K shares at avg. $6.21$401K - Dec 15, 2025PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct115.7K shares- - Nov 17, 2025PTON
PELOTON INTERACTIVE, INC.
Sale(S)Direct68.3K shares at avg. $7.25$495K - Nov 15, 2025PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct119.3K shares- - Sep 16, 2025PTON
PELOTON INTERACTIVE, INC.
Sale(S)Direct206.9K shares at avg. $7.78$1.6M - Sep 15, 2025PTON
PELOTON INTERACTIVE, INC.
Award(A)Direct238.7K shares- - Sep 15, 2025PTON
PELOTON INTERACTIVE, INC.
Exercise(M)Direct115.7K shares- - Sep 14, 2025PTON
PELOTON INTERACTIVE, INC.
Award(A)DirectRestricted Stock Unit (RSU)
459.3K shares-
| Type | Shares | Price | Ownership | |||
|---|---|---|---|---|---|---|
| Sep 15, 2026 |  PTON PELOTON INTERACTIVE, INC. | Tax Payment(F) | 61,969 | $4.85 | $300,550 | Direct |
| Sep 15, 2026 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 115,741 | - | $0 | Direct |
| Sep 7, 2026 | PTON PELOTON INTERACTIVE, INC. | Award(A) Restricted Stock Unit (RSU) | 273,623 | - | - | Direct |
| Aug 17, 2026 | PTON PELOTON INTERACTIVE, INC. | Tax Payment(F) | 87,159 | $5.63 | $490,705 | Direct |
| Aug 15, 2026 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 38,277 | - | $0 | Direct |
| Aug 15, 2026 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 119,332 | - | $0 | Direct |
| Jun 15, 2026 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 115,740 | - | $0 | Direct |
| Jun 15, 2026 | PTON PELOTON INTERACTIVE, INC. | Tax Payment(F) | 61,773 | $5.80 | $358,283 | Direct |
| May 15, 2026 | PTON PELOTON INTERACTIVE, INC. | Tax Payment(F) | 64,192 | $5.29 | $339,576 | Direct |
| May 15, 2026 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 119,331 | - | $0 | Direct |
| Apr 1, 2026 | PTON PELOTON INTERACTIVE, INC. | Award(A) Restricted Stock Unit (RSU) | 916,231 | - | - | Direct |
| Mar 16, 2026 | PTON PELOTON INTERACTIVE, INC. | Sale(S) | 42,632 | $3.86 | $164,768 | Direct |
| Mar 15, 2026 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 115,741 | - | $0 | Direct |
| Feb 17, 2026 | PTON PELOTON INTERACTIVE, INC. | Sale(S) | 50,570 | $4.15 | $209,886 | Direct |
| Feb 15, 2026 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 119,332 | - | $0 | Direct |
| Jan 13, 2026 | PTON PELOTON INTERACTIVE, INC. | Sale(S) | 25,135 | $7.00 | $175,948 | Direct |
| Jan 9, 2026 | PTON PELOTON INTERACTIVE, INC. | Sale(S) | 75,762 | $7.00 | $530,334 | Direct |
| Dec 16, 2025 | PTON PELOTON INTERACTIVE, INC. | Sale(S) | 64,617 | $6.21 | $401,349 | Direct |
| Dec 15, 2025 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 115,741 | - | - | Direct |
| Nov 17, 2025 | PTON PELOTON INTERACTIVE, INC. | Sale(S) | 68,262 | $7.25 | $495,002 | Direct |
| Nov 15, 2025 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 119,332 | - | - | Direct |
| Sep 16, 2025 | PTON PELOTON INTERACTIVE, INC. | Sale(S) | 206,901 | $7.78 | $1,609,317 | Direct |
| Sep 15, 2025 | PTON PELOTON INTERACTIVE, INC. | Award(A) | 238,664 | - | - | Direct |
| Sep 15, 2025 | PTON PELOTON INTERACTIVE, INC. | Exercise(M) | 115,741 | - | - | Direct |
| Sep 14, 2025 | PTON PELOTON INTERACTIVE, INC. | Award(A) Restricted Stock Unit (RSU) | 459,318 | - | - | Direct |
1-25 of 47 transactions
About Caldwell Nick V.
Caldwell Nick V. (SEC CIK 0001838934) files insider reports with the SEC as Chief Product Officer of PELOTON INTERACTIVE, INC. (PTON) and Director of HUBSPOT INC (HUBS).
Signal8 holds 26 ownership filings by Caldwell Nick V., all Form 4s, filed between Oct 1, 2024 and Sep 17, 2026. Those filings report 47 transactions, from Sep 30, 2024 to Sep 15, 2026. Signal8's Form 4 history starts in Sep 2024.
The business address on Caldwell Nick V.'s filings is in NEW YORK, NY.
Recent filings by Caldwell Nick V.
- Sep 15, 2026: Tax withholding of PTON shares (Form 4, code F).
- Sep 15, 2026: Option exercise of PTON shares (Form 4, code M).
- Sep 7, 2026: Grant or award of PTON derivative securities (Form 4, code A).
- Aug 17, 2026: Tax withholding of PTON shares (Form 4, code F).
- Aug 15, 2026: Option exercises of PTON shares (2 lines, Form 4, code M).
Other insiders filing for PELOTON INTERACTIVE, INC. (PTON)
- Baig Saqib, Chief Accounting Officer
- Kirol Charles Peter, Chief Operating Officer
- Stern Peter C, President and CEO
- Boone Karen, Director
- Bruzzo Chris, Director
- Comonte Tara, Director