Tiptree Insurance to Acquire Smart AutoCare
Tiptree Inc.’s insurance division is set to more than double its presence in the F&I products segment with the acquisition of Smart AutoCare.

NEW YORK and RICHARDSON, Texas — Tiptree Insurance (div. Tiptree Inc.) has agreed to acquire vehicle service contract and asset protection provider Smart AutoCare, the companies announced. The all-cash transaction is expected to close in the first quarter of 2020; Smart AutoCare founder Peter Masi is expected to remain as CEO.
“As a business partner of Smart AutoCare’s for many years, we have profound respect for Peter and the business he has built,” said Tiptree Insurance President and CEO Rick Kahlbaugh. “Tiptree has been diligently exploring strategic opportunities in the warranty industry, and we are confident that we have found the right acquisition in Smart AutoCare. We are thrilled to welcome Smart AutoCare and Peter to the Tiptree Insurance family of companies.”
The acquisition is expected to expand Tiptree’s warranty distribution channels by more than doubling its presence in the F&I products sector. With annualized premiums and equivalents of $200 million and cash and liquid assets of $120 million, executives said Smart AutoCare will enhance Tiptree’s scale and market presence by nearly 40% and significantly increase Tiptree’s fee-based cash flows generated outside of its regulated insurance subsidiaries.
“This creates a unique opportunity in the marketplace to position ourselves as a leader with a strong capital position, allowing us the resources and a flexible approach to provide solutions to our dealers and agents,” Masi said. “This transaction creates an identity unlike any other in recent deals for us and our clients nationwide.”
Originally posted on F&I and Showroom
More Industry

Charger Network Growth Slows
Despite a projected increase in public EV chargers in 2026, charging infrastructure remains a top concern for consumers as the gap between the most and least EV-friendly places remains substantial.
Read More →
Lenders, Consumers Take on More Auto Loan Risk
September records loosened credit access the most in over a decade as buyers took advantage of the conditions to afford trading, though loan applications fell.
Read More →
Next-Gen Hybrids in Sight
Dealerships can expect to see revamped hybrids from Honda next year as the company rolls out a new system and model lineup.
Read More →
Gem State Stores Change Hands
A larger auto group founded in the industry’s early years sold two franchises to a neighbor group that's on a growth spurt.
Read More →
Charging In Motion
Honda has been researching wireless in-motion charging for electric vehicles since 2025, and new technology developments have put it a step closer to a final product.
Read More →
Twin Cities Stores Sell
Minnesota-based Walser Automotive Group made what it called the most significant acquisition in its history with a three-rooftop deal in Minneapolis.
Read More →
U.S. Auto Sales Still Below Prepandemic Levels
Mobility Global industry observers don’t expect the market to return to the higher volumes that became routine before Covid but to stay well below its potential.
Read More →
The Powertrain Shift
Electric-vehicle owners are backpedaling, according to new data, with product availability driving many to shift back to gas-powered engines.
Read More →
Achromatic Autos
The shades that dominate the U.S. car market don’t call attention to themselves, though grayscale may have plateaued after a 30-year upswing, research shows.
Read More →
Used-Vehicle Affordability Worsens
Listing prices in August defied seasonal trends, rising above $27,000 for the second time this year.
Read More →