Fundraising: How Much?
If there is one universal truth in all of technical entrepreneurship, it would surely be that your start-up will eventually need to seek investors. Technology is a unique industry; it is often remarkably easy and cheap to get a minimum-viable product developed and to attract some first adopters, but growth costs can quickly become outrageous as customer numbers zoom into the millions and development timelines become more aggressive and short. When the time comes to hunt down that seed round, it is important to consider exactly how much money you will need to succeed.
Humans are notoriously bad at appreciating the potential long-term consequences of two compared investment options, especially when faced with immediate monetary benefit. This lack of foresight is exactly why so many people will accept a slightly-lower monthly mortgage payment in return for tens (or even hundreds) of thousands of dollars in long-term additional expense. In light of this common struggle, I will always implore the young entrepreneur to ensure that they are raising only the money they need, and surrendering only equity that is commensurate with the raise.
Imagine you have a company with a $1M pre-money valuation that has the option of deciding between a seed round of $100K for 10% equity, or $200K for 20% equity. While that extra $100K might sound appealing, the founding team should keep in mind that 10% is a significant percentage of your company! Let us assume that this business is able to achieve significant growth, and eventually undergoes a Series A for $2.5M at a $10M pre-money valuation, and an acquisition for $100M; with dilution, the founding team would retain 60.75% in the first scenario and 54% in the second scenario. That is a difference of $6.75M!
Now, it is possible that the company did actually require $200K to prepare for growth. If so, the company should have happily taken the $200K and handled the lost equity. This isn't a parable in retaining your equity at all costs, but rather ensuring that you meet exactly your requirements to succeed and avoid greedily accepting more than is necessary. Do a thorough analysis of your strategy and your staffing needs, tally up your expected costs over the next 12-24 months, build in a reasonable buffer, and go into negotiations with a clear understanding of what you want.
The above hypothetical is, of course, extremely simple; real-life is always far more complex. Most companies will also have an Angel round, possibly a Series B (and maybe even a C or more), a pool of options for employees, and liquidation preferences. However, that doesn't change the fact that equity lost at the beginning can represent a tremendous amount of money at the end assuming an eventual liquidity event. The founding team would do well to try and make do with as little as would ensure success at each successive round and reap the financial benefits down the road.
