I was living with my girlfriend, got laid off from a startup but was burnt out a good 6 months before. Financial struggles of that company just made it worse. My previous job had been pretty demoralizing too. I needed a change.
28 yrs old, I got on a plane to Spain with my girlfriend who rented her house out to cover her mortgage. She didn't enjoy it and needed to work to survive financially as I couldn't support both of us not working the whole time. So she left for Aus and now works a desk job there.
I've been living off savings and money from the sale of my car and bike. The lifestyle is pretty different as technically I live out of a suitcase but the experience is great.
In 4 months, my visa will expire and I will move or go home. If I don't work I will eventually run out of money. I could live off ~1000Eur a month but I like to socialize so it's closer to 1400.
There's a lot of people who do it in a more sustainable fashion and on a permanent basis. A couple I know from Cali live here and are renting out their house. He works remotely and she's started teaching English since being here.
Give it some thought, it's a lot of fun and adventure.