I have a neighbor that is interested in learning to fly. He wants to be able to use a plane during the work week. The job requires no regular hours and can be on his own schedule so there will be no get-there- itis. VFR should work.
The base he will work out of is 200-300 miles from home. He will land off airport at each contact's location in the west river area of South Dakota so he is expecting some dirt roads, long driveways and pastures with rolling terrain. Sounds like 130-150 mph tail dragger work.
He asked my opinion if he could start from scratch with no flying experience and complete a PPL in the year's time he has before the job term begins and be able to handle the off airport work. I know this individual well enough to say he has no trouble making decisions and is a quick thinker and is about 60 yrs old.
My answer was if he would take his initial training in a tailwheel aircraft, preferably the one he will fly in, then I think it is doable. But, if he starts in the 172 and has to transition, then his comfort level/confidence factor is going to take a hit at transition not to mention the extra time for the endorsement. This way it would leave him the time after getting the PPL to develop the techniques for scouting landing sites and gain some experience in the judgement of sites from the air. He can go with me for some of that.
Step one will be choosing the aircraft for this purpose and then just getting after it. This person is not employed at the present as he completed the work in a similar position closer to home for this company but was able to do it from his car. He is prepared to spend up to 100,000 on the plane.
So now, my trusted friends, what else should be considered or would you not attempt this yourself?

