I put it off too, but now I'm semi-retired so no more excuses. I was mildly big into CB back in the pre-trucker days when it was more Ham-like in nature (licensed, family-friendly) so I setup a CB shack earlier this year. Still glad I did but it's just not the same as it was.
Popularity-wise, now is a good time...not so great a time new equipment-wise due to lingering shortages (chip, etc) from the past year. And license-testing fees will go from $15 per to $35...someday, the FCC is still undecided on when. I took my Tech test remote (via Zoom) but not sure how much longer that option will be around before most testing returns to in-person. So I wouldn't wait too long if any of that matters to you.
Equipment-wise, you'll surely hear "buy once, cry once" but I don't have much to spend so went cheap... all new gear from eBay. A couple BF-F8+ HTs and a TYT TH-9800+ quad-band mobile that shares power with my mobile CB from a TekPower TP30 12v P/S, to use as a base. I added a copper J-pole antenna just above the roof line, no problem hit'n the area repeaters; haven't tested simplex TX range yet but RX is very good. Add in the coax, connectors, accessories, etc and all the above was still under $500. Yah, I'll want better down the road if I decide I to stay in the hobby long-term but I can re-purpose the 9800+ as a mobile, the 2-piece J-pole for travel, and the HTs remain handy for basic SHTF (FM, UHF/VHF, GMRS, weather). If the shortages ever end, there should be a glut of better-quality used gear on the market as people sell to upgrade to top-tier....I hope. lol There's a Hamfest coming up soon but probably too soon in that regard.