Wynn v. Stapleton
Plaintiff: Vincent D. Wynn, II
Defendant: Jack Hunter Stapleton, Jack L. Stapleton, Victoria Stapleton, Eileen McDowell, Forbes & York Insurance LLC, Ravinia Insurance Group LLC and Ravinia Marketing Group LLC
Case Number: 9:2025cv80717
Filed: June 7, 2025
Court: U.S. District Court for the Southern District of Florida
Presiding Judge: Bruce E Reinhart
Nature of Suit: Other Fraud
Cause of Action: 28 U.S.C. § 1332 Diversity-Notice of Removal
Jury Demanded By: Plaintiff
Docket Report

This docket was last retrieved on November 21, 2025. A more recent docket listing may be available from PACER.

Date Filed Document Text
November 21, 2025 Filing 44 Plaintiff's NOTICE of Supplemental Authority and Evidentiary Clarification by Vincent D. Wynn, II (Attachments: #1 Exhibit) (pcs)
November 20, 2025 Filing 43 Defendant's REPLY to Response to Motion re #41 Defendant's MOTION TO DISMISS #40 Amended Complaint/Amended Notice of Removal, FOR FAILURE TO STATE A CLAIM . filed by Jack Hunter Stapleton. (Elkins, Michael)
November 12, 2025 Filing 42 RESPONSE in Opposition re #41 Defendant's MOTION TO DISMISS #40 Amended Complaint/Amended Notice of Removal, FOR FAILURE TO STATE A CLAIM filed by Vincent D. Wynn, II. Replies due by 11/19/2025. (Attachments: #1 Exhibit)(cds)
October 29, 2025 Filing 41 Defendant's MOTION TO DISMISS #40 Amended Complaint/Amended Notice of Removal, FOR FAILURE TO STATE A CLAIM by Jack Hunter Stapleton. Responses due by 11/12/2025. (Elkins, Michael)
October 15, 2025 Filing 40 Fourth AMENDED COMPLAINT against Jack Hunter Stapleton, Jack L. Stapleton, Victoria Stapleton, Eileen McDowell, Forbes & York Insurance LLC, Ravinia Insurance Group LLC, Ravinia Marketing Group LLC filed in response to Order Granting Motion for Leave, filed by Vincent D. Wynn, II. (Attachments: #1 Exhibits)(ls)
October 1, 2025 Opinion or Order Filing 39 OMNIBUS ORDER denying #37 Motion for Leave to Amend; granting #34 Motion to Dismiss #30 Amended Complaint/Amended Notice of Removal for Failure to State a Claim. ( Amended Complaint due by 11/5/2025.). Signed by Magistrate Judge Bruce E. Reinhart on 10/1/2025. See attached document for full details. (ls)
September 2, 2025 Filing 38 RESPONSE in Opposition re #37 MOTION for Leave to File filed by Jack Hunter Stapleton. Replies due by 9/9/2025. (Elkins, Michael)
August 19, 2025 Filing 37 MOTION for Leave to File Third Amended Complaint by Vincent Wynn. (ls)
August 14, 2025 Filing 36 Defendant's REPLY to Response to Motion re #34 MOTION TO DISMISS #30 Amended Complaint/Amended Notice of Removal FOR FAILURE TO STATE A CLAIM . filed by Jack Hunter Stapleton. (Elkins, Michael)
August 8, 2025 Filing 35 MEMORANDUM in Opposition re #34 MOTION TO DISMISS #30 Amended Complaint/Amended Notice of Removal FOR FAILURE TO STATE A CLAIM by Vincent Wynn. (Attachments: #1 Exhibits)(ls)
July 31, 2025 Filing 34 MOTION TO DISMISS #30 Amended Complaint/Amended Notice of Removal FOR FAILURE TO STATE A CLAIM by Jack Hunter Stapleton. Responses due by 8/14/2025. (Entin, Joshua)
July 21, 2025 Opinion or Order Filing 33 PAPERLESS ORDER granting #31 Motion for Clarification. This case shall remain stayed pending resolution of Defendant's forthcoming Motion to Dismiss. Signed by Magistrate Judge Bruce E. Reinhart on 7/21/2025. (vbi)
July 21, 2025 Opinion or Order Filing 32 PAPERLESS ORDER denying #9 Defendant's Motion to Dismiss as moot in light of ECF No. #30 . Signed by Magistrate Judge Bruce E. Reinhart on 7/21/2025. (vbi)
July 19, 2025 Filing 31 Unopposed MOTION for clarification 25 Order on Motion to Dismiss for Failure to State a Claim, Case Stayed by Jack Hunter Stapleton. Responses due by 8/4/2025. (Elkins, Michael)
July 17, 2025 Filing 30 Second AMENDED COMPLAINT against Jack Hunter Stapleton filed in response to Order Granting Motion for Leave, filed by Vincent Wynn. (Attachments: #1 Exhibits)(ls)
July 9, 2025 Opinion or Order Filing 29 ORDER OF INSTRUCTIONS TO PRO SE PARTIES. Signed by Magistrate Judge Bruce E. Reinhart on 7/9/2025. See attached document for full details. (ls)
July 9, 2025 Opinion or Order Filing 28 PAPERLESS ORDER granting #27 Motion for Leave to File Second Amended Complaint. The Plaintiff shall file a Second Amended Complaint no later than 8/8/2025. Signed by Magistrate Judge Bruce E. Reinhart on 7/9/2025. (vbi) Clerks Notice: Filer must separately re-file the amended pleading pursuant to Local Rule 15.1, unless otherwise ordered by the Judge.
July 9, 2025 Filing 27 MOTION for Leave to File Second Amended Complaint by Vincent Wynn. (Attachments: #1 Supplement Proposed Second Amended Complaint)(ls)
July 9, 2025 Set Deadlines: Second Amended Complaint due by 8/8/2025 per DE 28 . (wce)
July 8, 2025 Filing 26 Opposition to #16 SCHEDULING REPORT - Rule 26(f)/16.1 by Vincent Wynn. (ls)
July 7, 2025 Opinion or Order Filing 25 PAPERLESS ORDER taking under advisement #9 Defendant's Motion to Dismiss. The Court will stay this case pending resolution of Defendant's Motion to Dismiss. Signed by Magistrate Judge Bruce E. Reinhart on 7/7/2025. (vbi)
July 7, 2025 Opinion or Order Filing 24 PAPERLESS ORDER denying as moot #11 and #13 in light of the Court's Order at ECF No. #23 . Signed by Magistrate Judge Bruce E. Reinhart on 7/7/2025. (vbi)
July 7, 2025 Opinion or Order Filing 23 ORDER denying #6 Motion to Remand. Signed by Magistrate Judge Bruce E. Reinhart on 7/7/2025. See attached document for full details. (ls)
July 7, 2025 Case Stayed per DE 25 . (wce)
July 1, 2025 Filing 22 NOTICE of Filing Supplemental Material Related to Jurisdictional Assertions by Vincent Wynn re #6 MOTION to Remand to State Court (ls)
July 1, 2025 Filing 21 REPLY in Support of Motion re #6 MOTION to Remand to State Court. filed by Vincent Wynn. (ls)
June 30, 2025 Filing 20 Defendant's REPLY to Response to Motion re #11 Defendant's MOTION to Stay Federal Rule of Civil Procedure 56(d) Motion to Defer Considering or Deny Plaintiff's Motion for Summary Judgment. filed by Jack Hunter Stapleton. (Elkins, Michael)
June 30, 2025 Filing 19 Defendant's REPLY to Response to Motion re #9 Defendant's MOTION TO DISMISS FOR FAILURE TO STATE A CLAIM Amended Complaint. filed by Jack Hunter Stapleton. (Attachments: #1 Exhibit Exhibit A - June 25, 2025 Email)(Elkins, Michael)
June 26, 2025 Filing 18 [Proposed] UNILATERAL SCHEDULING REPORT - Rule 26(f) by Vincent Wynn (ls)
June 25, 2025 Filing 17 RESPONSE in Opposition re #6 MOTION to Remand to State Court filed by Jack Hunter Stapleton. Replies due by 7/2/2025. (Elkins, Michael)
June 24, 2025 Filing 16 Defendant's SCHEDULING REPORT - Rule 16.1 by Jack Hunter Stapleton (Attachments: #1 Text of Proposed Order Proposed Scheduling Order)(Elkins, Michael)
June 23, 2025 Filing 15 RESPONSE in Opposition re #11 Defendant's MOTION to Stay Federal Rule of Civil Procedure 56(d) Motion to Defer Considering or Deny Plaintiff's Motion for Summary Judgment filed by Vincent Wynn. Replies due by 6/30/2025. (ls)
June 23, 2025 Filing 14 RESPONSE in Opposition re #9 Defendant's MOTION TO DISMISS FOR FAILURE TO STATE A CLAIM Amended Complaint filed by Vincent Wynn. Replies due by 6/30/2025. (Attachments: #1 Exhibits)(ls)
June 23, 2025 Filing 13 MOTION to Stay Proceedings pending Resolution of Motion to Remand by Vincent Wynn. Responses due by 7/7/2025. (ls)
June 19, 2025 Filing 12 Defendant's NOTICE of Filing Certificate of Conferral by Jack Hunter Stapleton re #11 Defendant's MOTION to Stay Federal Rule of Civil Procedure 56(d) Motion to Defer Considering or Deny Plaintiff's Motion for Summary Judgment (Elkins, Michael)
June 19, 2025 Filing 11 Defendant's MOTION to Stay Federal Rule of Civil Procedure 56(d) Motion to Defer Considering or Deny Plaintiff's Motion for Summary Judgment by Jack Hunter Stapleton. Responses due by 7/3/2025. (Attachments: #1 Exhibit Exhibit A - Declaration of Jack Stapleton)(Elkins, Michael)
June 17, 2025 Opinion or Order Filing 10 PAPERLESS ORDER correcting scrivener's error in ECF #8 's Title. As discussed in the Court's Order, the procedure for opting out of Magistrate Judge Jurisdiction applies to both parties. If any party objects to Magistrate Judge jurisdiction, that party shall file a motion for reassignment no later than 6/25/2025, following the instructions outlined in the Order. Signed by Magistrate Judge Bruce E. Reinhart on 6/17/2025. (vbi)
June 16, 2025 Filing 9 Defendant's MOTION TO DISMISS FOR FAILURE TO STATE A CLAIM Amended Complaint by Jack Hunter Stapleton. Responses due by 6/30/2025. (Elkins, Michael)
June 11, 2025 Filing 8 PROCEDURE for Opting-Out of Magistrate Judge Jurisdiction for Defendants. Signed by Magistrate Judge Bruce E. Reinhart on 6/11/2025. See attached document for full details. (ls)
June 11, 2025 Filing 7 Consent by Pro Se Litigant (Non-Prisoner) Vincent Wynn to receive Notices of Electronic Filing at email address: [email protected] (ls)
June 11, 2025 Filing 6 MOTION to Remand to State Court by Vincent Wynn. (ls)
June 9, 2025 Filing 5 Defendant's NOTICE of Filing Civil Cover Sheet by Jack Hunter Stapleton re 3 Clerk's Notice to Filer re: Electronic Case (Attachments: #1 Civil Cover Sheet Exhibit A - Civil Cover Sheet) (Elkins, Michael)
June 9, 2025 Filing 4 NOTICE of Attorney Appearance by Joshua Michael Entin on behalf of Jack Hunter Stapleton (Entin, Joshua)
June 9, 2025 Filing 3 Clerk's Notice to Filer re: Electronic Case. No Civil Cover Sheet. Filer is instructed to file a Notice (Other) with the Civil Cover Sheet attached within 24 hours of the notice. (blc)
June 7, 2025 Filing 2 Judge Assignment to Magistrate Judge Bruce E. Reinhart (blc)
June 7, 2025 Filing 1 NOTICE OF REMOVAL (STATE COURT COMPLAINT - Amended Complaint) Filing fee $ 405.00 receipt number AFLSDC-18514036, filed by Jack Hunter Stapleton. (Attachments: #1 Exhibit A-State Court Notice, #2 Exhibit B- 2nd Amended State Court Complaint p. 117 & Other State Court Filings. (Elkins, Michael). No Answer/Motion to Dismiss filed. Modified on 6/9/2025 (blc).

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Search for this case: Wynn v. Stapleton
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Defendant: Jack Hunter Stapleton
Represented By: Michael Lewis Elkins
Represented By: Joshua Michael Entin
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Defendant: Jack L. Stapleton
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Defendant: Victoria Stapleton
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Defendant: Eileen McDowell
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Defendant: Forbes & York Insurance LLC
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Defendant: Ravinia Insurance Group LLC
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Defendant: Ravinia Marketing Group LLC
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Plaintiff: Vincent D. Wynn, II
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