Once Dad has stopped driving, or you have asked him to, the question changes from whether he can get out to whether someone reliable will come get him. A ride service is a small promise made over the phone and on a short app screen, so the details you check before the first booking decide whether he uses it at all.
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Ask how he will book
Start with the booking method. If the only way to book is an app, ask yourself whether he will actually use it, and whether you can set it up for him. Find out if a family member can be added to the account so you can see upcoming trips without calling him. If the service also takes phone bookings with a person on the line, note that, because on a hard morning a phone call is easier than a screen.
Ask how far ahead he needs to book, and whether a trip can be set up the day before. Ask whether saved addresses stay on the account, so he does not have to type the grocery store or the church every time.
Ask what happens at the door
This is where most disappointments happen. Ask how long the driver waits after arriving, and what the driver does if he is not outside yet. Get the exact rule, and if the answer is a general promise, ask for it in writing. Ask whether the driver will walk him to the door, carry a bag, or wait until he is inside. Ask whether the vehicle can take a folding walker or a wheelchair if he ever needs one, because some cars cannot.
Confirm the pickup spot twice. Name the exact place you have in mind, whether that is the front step, the side drive, or the lot behind the church, and ask the company to write that note into the booking so the driver sees it too.
Compare the cancellation rules
Dad will cancel now and then, especially on mornings he feels fine and does not want to go anywhere. Ask how much notice a cancellation needs to avoid a charge, and whether a missed pickup is treated differently from a cancelled one. A rule that is fair to him is one you can explain to him out loud without it sounding like a trap.
Test one short trip first
Before you rely on any service, book one short trip, such as a run to the grocery store and back, and go with him if he will let you. Watch whether the driver arrives within the window they quoted, whether the driver is polite at the door, and whether the ride home is as easy as the ride out. Then book the next trip yourself and see whether the account remembers what you set up. The service you keep is usually the one that got the second trip right, not the one with the nicest app.