Ask HN: Dream Job or career suicide?
For the last two years I have worked remotely for a someone who is trying to convince a financial services company (of about 20 employees) to build a replacement for their existing (dated) software platform. We've been building free prototypes/demos for the last two years. During this time I have been the sole developer.
Overall my job is great. I get along well with my boss, there are no hard deadlines, my hours are 100% flexible, and the work is techincally interesting and low pressure. The pay is a bit below the going rate.
The problem is that I've slowly become convinced that it is very unlikely that we will actually get a contract with the financial services company. Additionally, my boss wants extremely technically complex features (like a time traveling database) in the prototype application without having any indication that the company actually wants those features. The application is his baby so feature X, Y, and Z are critical. The financial services company also commented in a meeting that his cost estimate was less than 10 percent of what they expected. So basically he is trying to sell the Sun, the Moon, and the Stars to them for dirt cheap.
I have very little experience in custom software sales but it seems to me that eventually the project is going to fizzle (no sale) or turn into a huge mess (a sale but an eventual trainwreck when actual expenses collide with requirements).
In the meantime, my work conditions are great.
My question is: Is it terrible for my resume to work for years on a project that never sees the light of day? Or should I stop worrying and just be happy that right now I have a relaxed work environment?