Interesting question. I do okay, but live in the very expensive Bay Area, so I face a similar problem to you.
For me the hobby is largely self-funding, because I'm willing to buy and sell. It is very very rare that I don't ma $100-200 on an item. I only buy things that I am genuinely interested in hearing in my system, and if I love them, I keep them. If not, I sell them for a bit more than I bought them for. How?
First, I spend a lot of time looking at the new listings. You need to be willing to pounce when something comes up cheap.
Secondly, I subscribe to the bluebook like so many others, and while it's not perfect, it's a good guide overall.
Thirdly, be willing to select your items well, communicate with customers and sellers thoughtfully, ignore some lowball offers, and take good pictures, while disclosing any flaws.
Finally, every now and then, be willing to pay the big bucks to get the equipment that will really make a difference.
That's how I climbed the ladder. Over the years, it's been enjoyable, with only moments of frustration when I couldn't figure out what to do to get my system to the next level, or when the equipment I really wanted was too much, or not on the market. Now, I'm getting off of the main equipment ladder as I'm finally happy with my system - back to 2-channel, all-tube (Aesthetix Calypso, Audio Research VT-100 MkII, Oppo BD-83 w/ Bryston BDA-1 DAC; VPI Scout table with BAT VK-p5 phono). Now, I'll start tube-rolling.
That being said, I've heard some really great systems that don't cost a lot of money. My path is not for everyone. Enjoy your system for what it is, enjoy the music, and have fun.
For me the hobby is largely self-funding, because I'm willing to buy and sell. It is very very rare that I don't ma $100-200 on an item. I only buy things that I am genuinely interested in hearing in my system, and if I love them, I keep them. If not, I sell them for a bit more than I bought them for. How?
First, I spend a lot of time looking at the new listings. You need to be willing to pounce when something comes up cheap.
Secondly, I subscribe to the bluebook like so many others, and while it's not perfect, it's a good guide overall.
Thirdly, be willing to select your items well, communicate with customers and sellers thoughtfully, ignore some lowball offers, and take good pictures, while disclosing any flaws.
Finally, every now and then, be willing to pay the big bucks to get the equipment that will really make a difference.
That's how I climbed the ladder. Over the years, it's been enjoyable, with only moments of frustration when I couldn't figure out what to do to get my system to the next level, or when the equipment I really wanted was too much, or not on the market. Now, I'm getting off of the main equipment ladder as I'm finally happy with my system - back to 2-channel, all-tube (Aesthetix Calypso, Audio Research VT-100 MkII, Oppo BD-83 w/ Bryston BDA-1 DAC; VPI Scout table with BAT VK-p5 phono). Now, I'll start tube-rolling.
That being said, I've heard some really great systems that don't cost a lot of money. My path is not for everyone. Enjoy your system for what it is, enjoy the music, and have fun.