Tips for equity planning:
1. Funding Takes Time: Raising money takes longer than you think so plan accordingly. The last thing you want is to be in a position where to keep the doors open you have to take money at a bad valuation or from investors that you don’t want. Professionals will smell desperation and drive funding terms that will include things like; preferred equity, full ratchet, liquidation multiple, ughh. How do I know – I have done it. I crammed a poor valuation down the throat of a too eager founder. It was not pleasant and I learned a lesson on that one as well – that it is not worth it as an investor to have a damaged founder. So please allow more time to raise money – everyone will be happier.
2. Get a Few Dollars More: Raise 50% to 100% more than you think you will need to get to the next key milestone. This keeps you safe from #1 and also allows for cushion should everything not go as planned. Things happen, the market turns, people get sick, big clients don’t say yes, contracts get hung up in legal… I could go on but why. My pappy once told me when he got washed out during the real estate crisis in the seventies, “always arrange funding when you don’t need it because when you do people will be less willing to lend you the money.”
3. Know Why You Need the Money: Know exactly what you will use the funds to buy. Don’t raise more money than you need (usually not a problem). An investor wants to know what you are going to do with the money, where will that take the company, how will the investor measure success (Company now has working beta, X number of customers, or Y page views), and that they are going to get their investment back. The first three things on this list should be easy.
4. Don’t Buy Stupid Stuff: As an example: I see plans all the time that include the premature buying of servers for growth that will happen someday. (I got a clue for you – rent the server capacity from Amazon’s S3 service and save the money. Actively look to bootstrap everything you can and don’t spend money on silly stuff that does not move the company to the next milestone. (I have seen more waste in startups than most and my antenna raise every time I see big salaries for four “C” level execs in a start-up of six people or the new office furniture, or the A plus office space etc.) Stay lean and it will actually help you sell the company (more on this later).