This game was pretty fun, though I'm a bit biased as I like life-simulator games, especially those with hobo beginnings. I think it's great, especially for your first HTML game. Can't wait for Hobo Life Sim 2!
I don't know if I'm playing it wrong, but housing doesn't seem to add lifespan like it claims, or even slow down and extend many days you have. I worked my way up to bachelor's degree and bought a house and got an apartment investment too, I never even got mugged at all after being mugged like 7 times and paying them each time (my first mugging I didn't have enough money so I got beat up for being broke, but all other times I never got beat up). I did still get surprise sicknesses and medical emergencies, and I never got high once, and yet my lifespan was still only 350 days long. If it only slows down the lifespan decay speed, maybe it'd be denoted better as ("5x slow-down on lifespan loss") or something.
Playing it as a "how much can I achieve within one non-extendable lifespan deadline" was still pretty fun like how many other life-simulators play out, though I never got even close to buying a master's degree, much less a doctorate. I do like that the bank's interest rate and the individual money amounts for busking or begging or dumpster diving feel realistic, and that the speed is the only part which feels unrealistic about it. Really, the numbers feel pretty realistic all things considered for the early to mid-game items and yet it's still fun to try and achieve them at 5x speed, racing against the clock.
The music and UI art were great choices too. Keeps it energetic and upbeat, doesn't try too hard to be pretentious and sad like other hobo games. It was also really fun discovering new things or testing what makes the most money (busking vs dumpster diving) and unlocking menus. I've never played the old version but this new version really feels solid in its gameplay loop. Heck if it was on mobile, it'd probably be just as good as like BitLife or other life-sim games.
I appreciate all the feedback & overall I'm glad you liked the game! If you are interested in Hobo Sim 2 or other games feel free to follow my page/game. Feel free to give it a rating too, it helps I think lol.
To address some of your concerns, some things in this game still were not fully fleshed out - I know, I know, I should probably had put a bit more care into certain things haha. But as you saw there was an original version which was slapped together really quickly, but it was a solid base and some people seemed to like it, so I wanted to atleast make it slightly better than what it was at first, hence the "update/rework". So it is entirely possible somethings like the housing and what not are broken. All things that would be fixed in Hobo 2.
Also, the reason you never got mugged was likely because after getting housing you become immune to being mugged, BUT I am not sure if that is super clear when playing the game. One thing I am still working on is how to make the late game not feel stale and boring. But based off previous comments on the old version vs your comment, I'm atleast happy the early and mid game were a pleasure to play through.
If you do follow, you'll likely see me release a few more games before I start Hobo 2, because I want Hobo 2 to actually be functional lol. And have deeper gameplay mechanics. Hence the update to Hobo 1, rather than rushing Hobo 2 and getting poor ratings. My 2nd game I've released, called Vikus, is a completely different genre of game, but pushes what you can do in HTML, given that I have no desire to learn a game engine. I am also working on a super indepth survival/tech advancement game too, which when released should feature alot of functions that I can easily port over to Hobo 2. Stay tuned!