Related Question for the oilem:
Reuven spends his entire life being machmir regarding Kashrus, he only eats Yoshon, Pas Yisroel, Cholov Yisroel, Glatt Kosher, etc., and only with the best and most reliable hashgochos. If he travels to an area that lacks the best Kashrus, he will always shlep ready to eat food from home rather than compromise his standards while traveling. He strictly follows these principles his entire life.
Shimon spends his entire life being meikel regarding Kashrus. He’s not strict about Yoshon, Pas Yisroel, Glatt, etc. And he uses any known Orthodox hashgacha (Triangle-K, Rabbanut, etc.)
Question 1: Will Reuven get more Oilem Haba than Shimon for his Kashrus practices? (Not overall for their life; the question is only regarding the reward in the Oilem HaEmes for each’s Kashrus practices during their lifetimes.)
Question 2: If your answer to Question 1 is no (or even if your answer is “unknown”), why shouldn’t Reuven immediately stop following his Kashrus practices and switch to the Kashrus lifestyle of Shimon?
Extra Credit: Change the above scenario from Kashrus practices to almost any other issue of Machmir versus Meikel, and answer the above two questions with that slightly modified version.