Unfortunately, the effects of  aging sometimes extend to aircraft ownership. For some pilots—particularly  those over 70—it can take more effort, and be more expensive, to stay insured.
Insurance Strategies
Even if the situation isn’t ideal, there  are ways for older pilots to strengthen their hand in the insurance game.
    - Claims history—A good claims  history over a number of years with the same company is one way to maximize the  chances of continued insurability. After the age of 70, most underwriters will  refuse to write a policy for a new customer.
 
    - Recurrent training—Even if they don’t  require it, insurance companies look favorably upon pilots who take formal  recurrent training—particularly if they’re flying high performance aircraft.
 
    - Fly more—Another factor is  annual hours flown. The more, the better.
 
    - Aircraft—Gear-up landings are  costly. From an insurance perspective, fixed-gear aircraft represent significantly  less risk. Moving from a retractable to fixed gear aircraft (or a twin to a  single) will probably mean staying insurable longer. 
 
Even if they don’t require it, insurance companies look favorably upon pilots who take formal recurrent training…
Insurance Issues
In this video, pilots discuss how their insurance companies approach age and ownership.