That is kind of an "out there" question.. There are just so many qualifiers.. A regular mine-field of ifs, ands, and buts.. In the first place ta' say Richard won two hundred races, is a stretch in itself.. Just taking away the July '84 win, because he had the big engine in his car makes it less.. But his former teammates have come forward in the last few years, and sworn that they could have won many of those Petty famous one, two finishes, but were not permitted to pass Richard.. Next, there is the question of his equipment.. There was a point back then, that Richard admits for years already, that he could have won every race.. And he felt the need to hold back, and make sure that didn't happen, or NASCAR would change the rules.. In other words, he knew he had an unfair advantage, and threw races so NASCAR wouldn't realize it too.. So we need to take Richard with a grain of salt, while keeping in mind how few "modern era" wins he really has.. Oh, and the '67 season did have 48 races, but Richard only started 42, and of the 27 wins, he recorded ten straight.. Back to hyping Kyle.. The truck racing is fun, and all.. And NASCAR does call it a "major series".. But Kyle is a Cup driver, and NASCAR has always run a Saturday race that had Cup drivers too, but who in the Cup series can't beat Bodine, Benson, or Skinner.. The Nationwide race is really as competitive as the Cup race, and just like the old days, weather they called them "modifieds", or Busch, it attracts many of the top drivers.. So it should be counted.. Petty's races were all in the same series though, or they wouldn't have counted as Championship events..
If you want to count every junk race out there, you'll need to look at Red Farmers record with over SEVEN HUNDRED NASCAR WINS..
Kyles children will be racing before he can look at that number..
So to summarize.. Richard really didn't have what we might consider two hundred legitimate wins.. What is counted, are wins in the same series, but you can count Nationwide if it makes you happy, and if you need to include Truck, ya' need to shoot for ol' Farmers numbers..
And as far as your additional detail goes, he did race the best, of the best every time.. Petty didn't slide until two things happened.. He started having to race TEN of the best at the same time, and he lost Dale Inman as a Crew Chief..
I'm not too sure how history would view 200 combined wins for Kyle, but if any of the commentators on one of the pre race shows thinks of it, they will all be telling us that it's history in the making.. Only I'm not so sure it counts if an apple beats an orange..