I'm a photographer first and foremost, so gear is one of those things I've had to deal with over the years.
Now, I have more than enough gear to take a good photo. I have no complaints about my near-medium format camera (Nikon D800).
When I started photography, it was a hobby, and I only had a point and shoot camera. Later on, I had an entry level DSLR. I used them both until I had totally pushed their limits.
Now, I would say taking photos went from a hobby to work, so now, I have the equipment necessary to do almost anything. I finally reached a point where I don't have to push gear to a level it wasn't meant to go. You could say I've finally reached some gear comfort with photography, which is a nice feeling.
I'm reliving this sort of humble gear beginnings with my latest hobby: video. Since I started dipping into making videos through vlogging, I've had a gear predicament. The D800 takes incredible video, but it's too heavy to constantly carry around filming myself.
My solution to this was simple: find a cheap, old mirrorless camera that simulated a DSLR's depth of field but was much smaller. I got the Canon EOS M, which is not the best, but the price was.
It's from 2012, a year where cameras all started to become comparable to each other, yet somehow Canon let this one fall to the side.
For vlogging, autofocus probably the most important thing, and that's the one thing it does really poorly.
I've been considering replacing it with a point and shoot, but for now, I'm going to save my money and patch the problem. I just bought a 22mm lens for it (which as far as photography gear goes was a mind-blowing deal) which will be better for lighting and hopefully a little faster. I also won't have to deal with zoom. (I've always been a prime lens guy anyway, foot zoom FTW)
I never felt like I'd find another love like I did with photography. Finding a passion is usually a once in a lifetime thing, and I've found two things I'm deeply passionate about. The best part is, I'm reliving all of the same things I went through when starting photography: Making the best of humble beginnings.