Slide Insurance Chief Risk Officer Sells All His Stock. Should You Sell, Too?

Matthew Paul Larson, Chief Risk Officer of Slide Insurance Holdings (SLDE), sold all 13,750 of his common shares for approximately $235,000 on June 10, 2026, reducing his direct ownership to zero. While the sale was part of a pre-established trading plan, it follows a pattern of insider selling across management with no offsetting insider purchases. The stock has declined 16.5% over the past year since its June 2025 IPO at $17 per share.

06/19/2026, 10:33 AM • The Motley Fool

A Slide Insurance Director Sells, but Florida's Insurance Market Is What to Watch

Slide Insurance Holdings Director Stephen L. Rohde exercised and sold 5,000 shares for ~$95,000, reducing his direct holdings to zero. While the insider sale itself is a non-event, the real concern for investors is whether the company's underwriting margins and catastrophe reinsurance structure can withstand a severe hurricane season in Florida's challenging property insurance market.

06/04/2026, 9:14 PM • The Motley Fool

Slide Insurance Expands Homeowners Coverage to California

Slide Insurance Holdings announced its expansion into California by launching a residential property excess and surplus (E&S) lines program, writing its first policy in the state. The move addresses California's shrinking insurance market where major carriers have reduced presence or exited. Slide leverages its expertise in catastrophe-exposed markets and strong capitalization to provide coverage options to underserved homeowners and landlords.

05/04/2026, 8:00 AM • GlobeNewswire

Slide's Chief Risk Officer Just Dumped All of His Shares, Again. What Does It Mean for Insurance Investors?

Slide Insurance Holdings' Chief Risk Officer Matthew Larson exercised and immediately sold 11,250 stock options for approximately $202,000, reducing his direct equity holdings to zero. However, this follows a consistent pattern of exercise-and-sell transactions over six events and does not indicate loss of confidence in the company, as Larson retains 31,250 stock options. Slide has completed a $120 million share repurchase program with another $125 million approved.

04/13/2026, 11:05 AM • The Motley Fool

Slide Insurance Delivers $444 Million Profit as Insider Sells $1 Million in Shares

Slide Insurance reported strong financial results with $444 million in net income and $1.16 billion in revenue, up 36% year-over-year. Director Robert Gries Jr. sold 56,424 shares worth approximately $1.02 million through a pre-arranged trading plan, though he retained substantial ownership. The sale appears to be a planned liquidity move rather than a sign of weakening confidence in the company.

03/24/2026, 3:32 PM • The Motley Fool

INVESTOR ALERT: Investigation of Slide Insurance Holdings, Inc. (SLDE) Announced by Holzer & Holzer, LLC

Holzer & Holzer, LLC is investigating potential securities law violations by Slide Insurance Holdings after a research report alleged overstated technology claims, which caused a stock price drop.

10/07/2025, 8:00 AM • GlobeNewswire

Slide Insurance Investigated by the Portnoy Law Firm

Portnoy Law Firm is investigating potential securities fraud for Slide Insurance Holdings after the company's stock dropped over 25% since its June IPO, with a research report alleging questionable underwriting practices and regulatory concerns.

10/01/2025, 12:55 PM • GlobeNewswire

This Chewy Analyst Turns Bullish; Here Are Top 5 Upgrades For Thursday

Multiple Wall Street analysts upgraded ratings for companies including Chewy, United Natural Foods, Slide Insurance, Vertex Pharmaceuticals, and Adient, with most receiving positive sentiment shifts.

09/25/2025, 7:26 AM • Benzinga

Slide Announces $75 Million Stock Repurchase Program

Slide Insurance announced a $75 million stock repurchase program, reflecting confidence in its strategic direction and strong balance sheet following its recent IPO.

08/27/2025, 8:00 AM • GlobeNewswire

UPDATE: Slide to Report Second Quarter 2025 Results on Tuesday, August 12, 2025

Slide Insurance Holdings will release its Q2 2025 financial results on August 12, 2025, after market close, with a conference call at 5 pm Eastern Time to discuss the results.

07/28/2025, 5:37 PM • GlobeNewswire

Slide Insurance Holdings, Inc. Announces Closing of the Full Exercise of Greenshoe Option Granted in the Initial Public Offering

Slide Insurance Holdings completed the full exercise of its greenshoe option in its initial public offering, raising approximately $469.2 million through the sale of an additional 3,600,000 shares by selling stockholders.

06/25/2025, 4:15 PM • Benzinga