My question is whether there's any place on earth where $1500/week could allow five roommates to live very comfortably--perhaps not as boss-like as I described above, but maybe at least the big house and property. Over the years I've heard stories that Filipino members were able to pay for a good weekly allocation of food just from campaign earnings, and they amounted to a lot less the last time I participated in one of those discussions. I'm not picking on the Philippines; it's just something I remember and I don't even know if it's true. What I'm fairly sure of is that there really do exist bounty farms within single households, where multiple family members are all on bitcointalk spamming away and earning who knows how much.
Depending on each country and region what are your destination coming, if you try visit to my country consists of several islands and each island have different cost life depending what your destination coming. I will describe little about my country and spent $1,500 for five your family all enough. When you arrived on my country Indonesian you need to spend or rent car with $200 until $300 and you can choose depending how luxury car do you want, then about food and drink in my country still cheapest price and buy Padang rice about $1 until $2 depending what menu you choose and here picture example.

Don't worry I will show how beautiful view in my country and you have many destination place for visiting, if you want to enjoy with ocean view my country have many island with beautiful beach, but if you want get adventure on mountain you will see many excited place enjoy and support with how still green with my country. Several example about ocean and mountain view in my country,

,

source
https://www.dreamstime.com/stock-photo-indonesian-food-nasi-padang-one-most-delicious-favourite-foods-indonesia-which-originates-cuty-west-image81447227https://www.pantainesia.com/pantai-lampuukhttps://anekatempatwisata.com/wisata-jawa-timur-gunung-bromo/