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BOSTON OMAHA Corp director Jeffrey C. Royal reported a series of open-market share purchases of Class A common stock. On May 22, 26, and 27, 2026, entities associated with him bought a total of 41,046 shares at prices around the low‑$12 range per share.
Indirectly held shares were purchased and held through Dundee BanCo, Inc., which directly owns those shares. Royal is an officer of Dundee BanCo, Inc. and disclaims beneficial ownership of its holdings except for his pecuniary interests. He also bought shares directly, bringing his directly owned position to 69,644 shares and his indirectly owned position to 31,046 shares after these transactions.
Boston Omaha Corporation has signed a definitive Securities Purchase Agreement to sell its surety insurance business, General Indemnity Group (GIG), to CopperPoint Insurance Company in an all-cash deal valued at $84,308,757.68. CopperPoint will acquire 100% of GIG’s equity interests.
About 93% of the net sale proceeds are expected to go to Boston Omaha, with the balance to GIG’s senior management, and a portion of the price will be held in escrow for two years. Before closing, GIG will return 2,673,831 shares of Sky Harbour Class A common stock and distribute a $326,982 cash dividend to Boston Omaha. GIG generated $27.2 million of total revenue for the year ended December 31, 2025, and the transaction is targeted to close in the second half of 2026, subject to regulatory and customary approvals.
Boston Omaha Corporation reported first quarter 2026 results with total revenues of $28,249k, slightly above $27,730k a year earlier, driven by relatively stable billboard, broadband, and insurance revenues.
The company posted a net loss from operations of $(2,188k) versus $(798k) in 2025, and a net loss attributable to common stockholders of $(2,149k) or $(0.07) per share, compared to $(670k) or $(0.02) per share.
At March 31, 2026, Boston Omaha held unrestricted cash and investments of $48,394k, total assets of $696,159k, and total stockholders’ equity of $509,221k. The Sky Harbour Class A common stock and warrants investment was carried at $77.8M, while management notes a $117.8M value if the common stock were measured at quoted market prices.
Cash inflow from operations improved to $3.9M from $2.6M a year earlier. During the quarter, the company repurchased 375,286 Class A shares on the open market for $4.8M, with book value per share at $16.61 on March 31, 2026.
Boston Omaha Corporation reported a larger quarterly loss despite slightly higher revenue for the three months ended March 31, 2026. Total revenue rose to $28.2 million from $27.7 million, driven mainly by steady billboard rentals of $11.0 million and broadband services of $10.8 million. Insurance-related revenues, including premiums and commissions, contributed about $6.1 million.
Costs and expenses increased to $30.4 million from $28.5 million, with insurance cost of revenues rising to $4.7 million and higher professional fees. The company recorded an equity loss from unconsolidated affiliates of $1.7 million and net other investment income of $1.0 million. Net loss attributable to common stockholders widened to $2.1 million from $0.7 million, or a basic and diluted net loss per share of $0.07 versus $0.02 a year earlier.
Despite the loss, operating activities generated $3.9 million of cash, up from $2.6 million, helped by non-cash depreciation and amortization. Total cash, cash equivalents and restricted cash were $44.9 million as of March 31, 2026, while total assets were $696.2 million and total equity was $523.2 million. During the quarter, the company repurchased 375,286 Class A shares for approximately $4.8 million under its 2025 share repurchase program.
Boston Omaha Corporation filed an amendment to its annual report to add full Part III information on directors, executive pay, ownership, related-party policies and auditor fees instead of using a later proxy statement. The company is a non-accelerated filer and, for this filing, uses smaller reporting company disclosure requirements.
As of April 21, 2026, there were 29,956,651 shares of Class A common stock and 580,558 shares of Class B common stock outstanding, with Class B carrying 10 votes per share. Adam Peterson serves as President, Chairman and Chief Executive Officer, earning a $639,000 salary in 2025, rising to $739,000 from January 1, 2026. Independent directors received $60,000 in Class A stock for 2025 board service, and the board maintains insider trading, clawback and related-party review policies alongside three standing committees overseeing audit and risk, compensation, and nominations and governance.
BlackRock, Inc. reports beneficial ownership of 1,522,459 shares of Boston Omaha Corp Class A Stock, representing 5.1% of the class. The filing states BlackRock has sole voting power over 1,499,028 shares and sole dispositive power over 1,522,459 shares. The schedule is signed by Spencer Fleming on 04/27/2026.
Boston Omaha Corporation, a more than 10% owner of Sky Harbour Group Corp, reported an open-market sale of 331,500 shares of Sky Harbour Class A common stock at $9.05 per share. After this transaction, Boston Omaha directly owns 8,666,163 Sky Harbour Class A shares. A wholly owned subsidiary, United Casualty & Surety Insurance Company, holds an additional 2,673,831 Class A shares, and Boston Omaha also continues to own warrants to purchase 7,719,779 Class A shares.
Boston Omaha Corporation reported full-year 2025 results, with total revenues of $114.4 million, up from $108.3 million in 2024. Core revenue streams were billboard rentals, broadband services, premiums earned, and insurance commissions.
The company recorded a net loss from operations of $3.9 million, improved from a $8.5 million loss, but net loss attributable to common stockholders widened to $12.4 million, compared with $1.3 million in 2024, largely due to net other expense of $14.5 million. That expense reflected unrealized losses and fair value changes on investments, partly offset by income from unconsolidated affiliates and realized gains on Sky Harbour shares.
Boston Omaha ended 2025 with $50.2 million in total unrestricted cash and investments, operating cash inflow of $17.9 million, and book value per share of $16.63. During 2025 it repurchased 444,753 Class A shares for $5.8 million, and held 30.5 million Class A and 0.6 million Class B shares outstanding as of December 31, 2025.
Boston Omaha Corporation files its annual report describing a diversified business spanning outdoor billboards, broadband services, surety insurance and asset management, along with minority stakes in real estate, banking and private aviation infrastructure.
The company has invested over $530 million since 2015 to build these platforms, operates about 3,900 billboards and serves roughly 49,500 broadband customers. It remains loss-making, with net operating losses of about $3.9 million in 2025 and $8.5 million in 2024, funded largely through equity raises and credit facilities at its billboard and broadband subsidiaries.
Boston Omaha highlights a new $30 million Class A share repurchase program, of which roughly $5.8 million was used in 2025. It also discloses federal ReConnect and BEAD broadband awards totaling about $37 million to extend fiber networks, alongside detailed discussion of leverage, regulation, goodwill risks and reliance on the value of its significant Sky Harbour investment.