I think you have a much better chance at buying a quality domain at auction for $1000 then renewing it for 10 years ($100) so total investment about $1100. Then listing it for sale for $50,000-$100,000 and going on with your life for the next 10 years. There's a good chance you will wake up with a nice notification from Afternic when you least expect it. For comparison, you can hand reg 10 domains for $100, and 10 years renewal will end up costing $1100 for just 10 hand reg domains. Chances of selling 10 hand reg now for $50,000-$100,000 in 10 years is slim.