I go a long time between replacing strings--I usually get Rotosound RS66LD Long Scale Swing 66 strings, although I just put on a set of Dean Markley Blue Steel Electric Bass Strings, 45-105, (medium light) that I've had sitting around in a box. Liking them so far!
All bass strings except for ultralight supercheapies can last next-to-forever
Just take em off and give them a nice solvent rinse to degunk every once in a while.... WD40 > kerosene > 90% ipa works wonders (toss em in a container, pour each step in, stir em around, then dump out and repeat with next solvent)
Dunlop 45-105 super bright stainless steels. I give me a good metal sound when I need it, and then I can roll back the tone and play straight up Motown.
I like dunlops ok, but I'm back to EB. The feel is the best part, not to mention they are a stones-throw away for more if I need them.
Now, what I used to like but got tired of mail-ordering were the "Fodera" strings. Nice gauge, good quality and a little slinkier than the average fair. I really want to try a few La Bella sets but hate ordering bass strings online.
DR Hi Beams on my Warwick, Thunderbird and Jazz and DR Flats on my Precision and Violin Basses. I did like the Dr Nickels for easy playability. Haven't tried the Fatbeams or Sunbeams. Did not like any of the Rotosounds.
If you're like me and actually break one, yes. Ben Shepard from Soundgarden never changes unless he breaks one. His tech even saved the old strings from before he switched to the Badass bridges.
Depends on the string type and the tone you are after. On my basses with flats, I don't change those unless they break.
On my basses with round wounds I change my strings when they start to lose their brilliance and especially if the thicker strings are getting thuddy sounding. I like them to sound bright. I usually change them every 2 or 3 months for D'Addario strings. They last a long time.
I don't like that worn-in thing myself, and they are too expensive to change out regularly. Boiling is more trouble than it's worth.
The problem with older strings is that they develop grooves. I'll take a set off and there will be indents where I play the most. That isn't a good thing imho.