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Rob May's Thoughts on Startups, AI, and Investing

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Category Archives: Startups

Can Venture Capitalists Be Helpful? Should They?

There is a new “VC Burn Book” going around where founders blast VCs who they feel treated them poorly. This is the kind of thing that crops up from time to time, and I understand why. My single worst experience as an entrepreneur was when a west coast VC, less than 10 minutes into my […]

Posted byrobmaySeptember 30, 2020June 27, 2022Posted inInvesting, Startups

Startup Marketing In 2020

I’ve done two enterprise software startups, and the biggest change between them was the shift in the customer acquisition landscape. In the early days of Backupify (2009 – 2011), if you were a company doing SEO, lots of content marketing, re-targeting, and social media marketing, you were cutting edge and not everyone did those things. […]

Posted byrobmayJanuary 15, 2020Posted inSales and Marketing, StartupsLeave a comment on Startup Marketing In 2020

Hiring, Reputations, and Why Backupify Was Really Successful

I remember doing reference calls on the very first executive I tried to hire at Backupify. I was 31 years old, a first time CEO, and had never hired a senior executive before. I had a candidate, and I mined LinkedIn for 3 people that had worked with him before to do reference checks. The […]

Posted byrobmayJuly 31, 2019Posted inStartupsLeave a comment on Hiring, Reputations, and Why Backupify Was Really Successful

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