A key consideration for your next Cessna 140 modified bush plane:
Can you fit the hound?

So you purchased a 1947 Cessna 140, put some bush tires on it, and your therapist feels that this is a good direction (and step!) for you.
Bravo. You eschew “Burning Man” for Wrangell Inlet. You’re my kinda peeps.
But before we get too excited [whilst thinking of taildragger upgrades], let’s look at the basic needs of the new aircraft owner, facing a mild midlife crisis: