Welcome to our dedicated page for Tiptree SEC filings (Ticker: TIPT), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
The Tiptree Inc. (NASDAQ: TIPT) SEC filings page provides direct access to the company’s regulatory disclosures as filed with the U.S. Securities and Exchange Commission. As a Maryland corporation that allocates capital across insurance, specialty finance, real estate, shipping and other assets, Tiptree uses its periodic and current reports to explain its financial results, capital allocation decisions and major transactions.
Through Forms 10‑K and 10‑Q, investors can review Tiptree’s consolidated financial statements, including revenues from earned premiums, service and administrative fees, ceding commissions, net investment income and realized and unrealized gains, along with expenses such as policy and contract benefits, commissions, compensation and interest. These filings also describe segment performance for the insurance operations centered on Fortegra and for the Tiptree Capital segment, as well as non‑GAAP measures like adjusted net income and adjusted return on average equity.
Current reports on Form 8‑K are especially important for understanding Tiptree’s strategic moves. Recent 8‑Ks detail the Agreement and Plan of Merger under which DB Insurance Co., Ltd. will acquire The Fortegra Group, Inc. for a cash purchase price of $1.65 billion, including conditions to closing, voting agreements with major stockholders and risk factor references. Other 8‑Ks describe the Purchase Agreement to sell Reliance First Capital to Carrington Holding Company, LLC, quarterly earnings announcements, dividend declarations, executive leadership changes, and legal department restructuring.
On this page, AI-powered tools can help summarize lengthy filings, highlight key terms in the Fortegra Merger Agreement, and clarify the implications of items such as non‑GAAP reconciliations, leakage provisions, voting agreements and advisory arrangements. Users can also review proxy statements related to the Fortegra transaction and see how Tiptree discloses risk factors, use of proceeds and participant information for proxy solicitations. This centralized view of TIPT’s 10‑K, 10‑Q, 8‑K and proxy materials supports investors who want to analyze Tiptree’s capital allocation strategy, transaction structures and governance framework directly from primary SEC documents.
Tiptree Inc. files its annual report describing a major strategic reshaping. The company agreed to sell its 69.1%-owned insurance subsidiary Fortegra for $1.65 billion in cash and to sell mortgage unit Reliance First Capital for 93.5% of tangible book value, or an estimated $50 million. Both Fortegra and Reliance are classified as held for sale and treated as discontinued operations as of December 31, 2025.
After these transactions, Tiptree’s future results will depend on its retained investment platform and other assets, while it remains subject to Investment Company Act limits and ongoing public company costs. Management highlights broad discretion over Sale proceeds, does not expect a special cash distribution tied to the Sale, and outlines extensive risks around transaction completion, tax impact, capital requirements, competition in specialty insurance and mortgages, reliance on distributors, cybersecurity, ratings, and regulatory constraints.
Tiptree Inc. reported 2025 results and highlighted pending sales of Fortegra and Reliance First Capital that significantly reshape the business. The Fortegra deal values the unit at $1.65 billion, with an estimated $1.12 billion in gross proceeds to Tiptree, while the Reliance sale is expected to generate about $50 million of gross proceeds.
These divestitures are expected to produce estimated pro-forma book value of about $923 million, or $24.40 per share as of December 31, 2025. For 2025, Tiptree generated net income attributable to common stockholders of $34.9 million, with diluted earnings per share of $0.76, down from $1.34 in 2024, as continuing operations remained loss-making while discontinued operations were profitable.
Book value per share rose to $13.45 from $12.29, and the board declared a $0.06 per-share cash dividend for stockholders of record on March 16, 2026, payable March 23, 2026. Management emphasized a long-term, owner-oriented approach, combining strategic investments, potential share repurchases, and dividends.
TIPT filing: a Form 144 notice was filed reporting a proposed sale of common stock by an affiliate through J.P. Morgan Securities LLC. The excerpt lists RSU-related amounts of 15,660 (dated 02/24/2025) and 13,532 (dated 02/23/2026). The excerpt also records prior sales dated 12/22/2025 showing quantities of 2,030 and 36,946 common shares.
Tiptree Inc. Chief Financial Officer Scott T. McKinney reported equity award activity rather than an open-market trade. On February 20, he acquired 15,110 shares of common stock through the cliff vesting and conversion of matching restricted stock units originally granted on February 22, 2023.
To cover withholding tax on this vesting, 5,143 shares of common stock were disposed of at $17.06 per share via share withholding, not a market sale. After these transactions, he directly owns 99,939 common shares and holds an additional 168 shares indirectly through a 401(k) plan.
Tiptree Inc. director Lesley Goldwasser received 2,048 shares of common stock as part of her annual director retainer, paid in stock quarterly in arrears. The shares were reported at a price of $0 per share, reflecting that this is compensation rather than an open-market purchase. Following this grant on January 8, 2026, she beneficially owns 114,410 Tiptree common shares in direct ownership.
Tiptree Inc. director Paul M. Friedman reported an automatic stock grant made through his living trust. On January 8, 2026, The Paul M. Friedman Living Trust acquired 2,048 shares of Tiptree Inc. common stock at a reported price of $0 per share, reflecting the stock portion of his annual director retainer, which is paid quarterly in arrears. Following this grant, the trust beneficially owned 122,398 Tiptree shares, which Friedman reports as indirect ownership through the living trust where he and his spouse serve as trustees.
Tiptree Inc. is restructuring its leadership, naming Executive Chairman Michael Barnes as Chief Executive Officer effective January 1, 2026, while current CEO Jonathan Ilany becomes non-executive Vice Chairman.
Mr. Ilany will remain CEO through December 31, 2025 and then serve for one year as an advisor to support the transition under an advisor agreement. During this advisory period he will receive a $500,000 fee, be eligible for an annual bonus for the fiscal year ending December 31, 2025 based on company performance as determined by the board committee, and earn a cash incentive equal to 3.5% of Tiptree’s Adjusted EBITDA for fiscal 2026. Tiptree will also pay his health coverage premiums through the earlier of December 31, 2026 or when he becomes eligible for comparable coverage elsewhere.
Tiptree Inc. reported a leadership change in its legal department. The company separated from Neil Rifkind as Vice President, General Counsel and Secretary, effective immediately, in connection with downsizing its legal department. Under a Separation Agreement dated December 5, 2025, Mr. Rifkind will receive cash severance of $1,600,000 under his employment agreement, continued treatment of his unvested Tiptree equity awards as if his employment had been terminated without cause, and payment of COBRA premiums above the active employee rate through the earlier of June 5, 2027 or his eligibility for comparable coverage with a new employer.
The Board of Directors appointed Siew Kwok as General Counsel, Chief Compliance Officer and Secretary, also effective immediately. Mr. Kwok has served as Deputy General Counsel & Chief Compliance Officer and originally joined Tiptree in 2014 as Assistant General Counsel, after working as a corporate associate at Davis Polk & Wardwell LLP. He holds a B.A. from Fordham University and a J.D. from Stanford Law School.
Tiptree Inc. reported that proxy advisory firm Institutional Shareholder Services (ISS) has recommended that Tiptree shareholders vote “FOR” the proposal to approve the previously announced merger of its subsidiary, The Fortegra Group, Inc.. This support is described in a press release dated November 24, 2025, which is included as an exhibit.
The update is furnished as a Regulation FD disclosure, meaning it is intended to share information broadly with the market but is not treated as filed financial information or automatically incorporated into other securities law filings.