Watched the first episode of Earnhardt last night, excellent I thought. To answer the question, I am thinking about who got the most out of the least equipment. Earnhardt was on an underfunded team early in his career and won, so you have to go with him. Up through the early 80s there were still maybe a dozen teams that had a significant financial advantage. Petty and Pearson didn't have huge financial advantages during their prime, and Petty was underfunded the last 10-15 years. So I would go with those two as well. After that, Gordon or Johnson, but neither was ever underfunded. Definitely a matter of opinion, but I would take Gordon. Kyle Larson may be better than both of those guys. He can drive anything. I bet if you put him on a horse, he would win the Kentucky Derby.
I had season tickets at Texas Motor Speedway, row 11 right by the start/finish line from the day it opened through 2010. Lived in Charlotte before that and went to several races there, N Wilkesboro, Rockingham and Talladega. Without a doubt, my favorite memory ever from one of those races was watching Dale Earnhardt run down pit road to get to Victory Lane after Junior won his first Cup race at Texas.
The lost me when they came out with the Car of Tomorrow. The racing got boring and I lost interest. Dropped my season tickets after NASCAR track owners got a bunch of money when they passed the Stimulus Package after the Great Recession. Just rubbed me wrong that those rich guys had their hands out, when they were pricing out their blue collar fans at the same time.