As an investor, you do whatever you can to make sure that you never have that “oh, shit.” board meeting soon after you make a new investment. You know what I’m talking about — that meeting when you learn something you hadn’t realized before and say “Oh shit… did I really just make this investment?!”
A few months ago, I took a vacation to India that I have been threatening to take for years. I expected to experience some culture shock, but what shocked me the most wasn’t the huge population, or the expected cultural differences — it was the fact that mobile phones and smart phones were absolutely everywhere.
In 15+ years of investing in startups, I’ve learned a thing or two about growing a company. There’s no question about it, my partners and I have seen the most success funding repeat entrepreneurs. Serial CEOs not only have the confidence needed to lead the strongest teams, they also have some invaluable lessons learned in their back pocket. Often learned the hard way, these lessons save companies time and money.
Her are some tidbits of advice, learned from funding my own company and picking the brains of some of the savviest entrepreneurs in Canada.