Up until which application level should one keep supplying a bachelors transcript of records together with the actual certificate? I just found out that my undergraduate institution made a tiny error on my transcript of records. I moved to another country and am currently in my masters and I'm wondering if I should make the effort to get that little mistake corrected.

So how often will I need that transcript of records from my bachelors in the future?

I assume that after I have the masters degree I am probably expected to just send in the bachelors and masters certificate (+letters of recommendation etc.) for applications in academia or industry, because adding both transcripts of record would bloat my application significantly.
In addition to field making a difference, there are strong differences between countries. For instance, for my jobs in the US, I never needed to show any of my diplomas; however, I had to supply my transcripts for undergraduate and graduate programs. By contrast, in Germany, job applicants are normally expected to show their entire pedigrees—which means at a minimum the diploma certificates at both the university and high school levels! (I was also expected to produce the transcripts, of course.)

So, the best advice I can give is to follow the expectations of the industry in the region where you are applying. If you have any doubts about what is required, ask the contacts for the position or program.