A very very tragic story and made worse looking at the family pics shown. One hates to say it but it seems to me that to be succesful in business and to make a good pilot there are some conflicting personal qualities.
Humility and caution are it seems important qualities in a pilot but they are not much of a recipe for business success . Equally drive and single mindedness are valuable business skills but for a pilot-hmm not so sure .
What kind of licence is required for something like the TBM, which despite being a prop single is nothing at all like a C150 and frankly looks apretty hot ship where things can go wrong very very quickly if youare not trained and experienced.
Not looking to denigrate the poor guy at all but it does seem a big ask for a guy with limited time for flying to take something like this aloft on a day when the birds would choose to walk.