Summary
Updated Aug 31, 2026
Charles Brent Winn Jr. is CHIEF FINANCIAL OFFICER of Medalist Diversified, Inc. (MDRR). 17 SEC Form 4 filings on record going back to 2024, most recently on 20 August 2026. Most recent open-market trade: bought $34 of MDRR on 20 August 2026. Lifetime open-market purchases: $157K. Historical track record: 4/5 stars across 21 tracked purchases.
Recent Transactions
20Every recent SEC Form 4 transaction Charles Brent Winn Jr. has reported, most recent first.
Track Record
InsiderAlpha computes a forward-return-based score for every insider with enough Form 4 purchase history. The metrics below reflect realized performance after each tracked open-market purchase.
| Metric | Value |
|---|---|
| InsiderAlpha rating | ★★★★☆ (4/5) |
| Total purchases tracked | 21 |
| Purchases with forward-return data | 21 |
| 30-day win rate | 67% |
| 90-day win rate | 67% |
| Avg 5-day return | +1.64% |
| Avg 30-day return | +5.58% |
| Avg 90-day return | +3.32% |
| Best 30-day return | +27.83% |
Trading Pattern
InsiderAlpha's records for Charles Brent Winn Jr. go back to 2024: 17 primary Form 4 filings, an average of 5.7 per year. The typical open-market purchase is $7K (23 buys totaling $157K). The largest single buy on record is $75K of MDRR in 2024. No transaction on record carries a Rule 10b5-1 flag - the filings look discretionary rather than pre-scheduled, which makes their timing more informative as a signal.
Other Insiders Active in the Same Stocks
Insiders who reported open-market trades in the last 12 months at the companies Charles Brent Winn Jr. files at. Multiple unrelated insiders buying the same stock within a short window, cluster buying, has historically been one of the strongest Form 4 signals.
- Frank Kavanaugh - $949K of MDRR open-market activity in the last 12 months
- Marc Carlson - $270K of MDRR open-market activity in the last 12 months
More Notable Insiders
Other corporate insiders with significant SEC Form 4 track records on InsiderAlpha:
Frequently Asked Questions
Who is Charles Brent Winn Jr.?
Charles Brent Winn Jr. is a corporate insider, tracked as CHIEF FINANCIAL OFFICER of Medalist Diversified, Inc. (MDRR). InsiderAlpha holds 17 primary Form 4 filings for them, the earliest from 2024, updated as new SEC EDGAR filings are processed.
How many SEC Form 4 filings has Charles Brent Winn Jr. submitted recently?
1 primary Form 4 filing in the last 90 days, covering 1 company.
Has Charles Brent Winn Jr. been buying or selling stock?
Recorded transactions: 23 open-market purchases ($157K) and 0 open-market sales across all tracked filings.
How accurate is Charles Brent Winn Jr.'s historical track record?
Across 21 tracked purchases, Charles Brent Winn Jr. averaged +5.6% avg 30-day return with a 67% 30-day win rate. InsiderAlpha rates the track record at 4/5 stars.
Where can I see all of Charles Brent Winn Jr.'s SEC filings?
All Form 4 filings, transaction values, and 10b5-1 plan flags are listed on this page and updated in real time as new SEC EDGAR filings are processed.
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