Buy domains that make you profit each and every month. EVERY MONTH> Baby checks, big checks, doesnt matter.
While you are waiting for your big sale you need these domains to send you money, each month, This way, you dont anchor your cash , this way your negotiation point is much better, this way, you earn money to cover all the costs, this way you can keep domain for 30 years.
You have 1 domain , great. You have 500 waiting for renewal and not bringing in the cash? No cash flow? f*ck that.
You have 100 domains bringing in 3 dollars/day....thats almost $10K/month?
How many domains I have? Less than 100.
This summer I let 3-5 domains go away from me. I am sure someone bought them at GD auctions. Why I let them go? They didnt send in baby checks. Maybe they will send the checks to the new owner. I didnt find a way to monetise them while I wait for the buyer. The new owner might...who knows.
Shop domains that bring in at least $0.5/day. Thats $15/month, thats $180/year.
You do not want a domain , you need to decide what is the amount of money that .COM sleeper needs to bring in each month.
This will turn your life around.
Find a way to make $1/day (it is easier than you think)