I am a few years away from retirement (~6 years) from my f/t job and have been thinking more seriously about a nano w/tasting room. Thank god the equipment suppliers have flooded the market with expandable options for production brewing that let nano's get off the ground without re-mortgaging your house.
Until we are ready to secure a location for the brewery (a requirement for the brewery licensing) we have decided to convert the finished basement into a brew pub and give the beer away to family, friends and small groups. Some to whom I've suggested this think I am crazy to invest the $$$ into supplies and equipment to just give the beer away. It may be crazy, but here is my thought process. If the beer we make is as good as I think then the people who come to drink for free should clamor for more. If I cannot even give the stuff away, then I might have the answer to the question of whether this is a good idea or not! Sure we all have pulled out our last batch for friends to try at a gathering, and they politely say how good it is, but this experiment will take it to a wider scale, sort of like a focus group study!
If the results are positive, and a small group of followers becomes a groundswell, plunging into the world of full business operations should be less risky and more profitable. Most large corporations spend significant funds testing new markets before they sink serious money into construction and operations. They know without a shadow of doubt they will be successful before they open the doors of their latest storefront. I'm thinking this is the same process for me, and hopefully follow in Cape's foot steps!