Well over 6 foot here and 200 plus pounds and the '28 Roadster PU, for get it what a nightmare to get into
We had a '28 Roadster, loved the car, but was about as bad as the Roadster PU as far as getting in and out.
Running a '30 Dlx, Rdstr now and it IS easier than the '28 was to climb in and out of.
Now a '36 Ford, that's a real breeze. I can step into it real easy and plenty of head room and everything. Clark Gable was a big man, and watch him pop in and out of his '36 Ford PU in the movie 'To Please a Lady' and you will get the idea
BUT if you dearly love a '28-'29 Roadster I say go for it. They aren't an everyday driving car they are for fun. You will adapt to the car.