The Launch Pad: Inside Y Combinator, Silicon Valley's Most Exclusive School for Startups

As a startup founder, you'll need to know what Y Combinator is, how it works, what the people are like, and how great founders and mentors conduct themselves. This book offers a behind the scenes look at the most elite startup incubator/accelerator. Why is it the most elite? Because it keeps producing unicorns (companies valued at over $1 billion) — think AirBnb, Dropbox, Twitch, Stripe. With this book, you'll really get a sense of the day to day conversations and challenges that startups face. It is also just a really entertaining book and a great starting point.

Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalist

After reading Launch Pad, it is time to get down to business. Venture Deals is a fairly in-depth breakdown of the relationship between investors and startup founders. It runs through typical VC titles, processes, and incentives. Perhaps most importantly, it goes into the economic and control provisions of the term sheet. You'll want a pen and paper to take plenty of notes when going through this one. Do not expect this book to always be fun, but do expect to learn a lot. If you can make it through this one and really absorb what is being said then you might actually be serious about the startup world, so good job.

Measure What Matters: How Google, Bono, and the Gates Foundation Rock the World with OKRs

Whether you'll be a founder, investor, reporter, or just want to be a successful person, you need to set lofty goals, write them down, share them, and stick to them. OKR stands for objectives and key result. This book is less about startups and more about pushing yourself to achieve more. OKRs force you to break down your goals in metrics that can be tracked. For example, I knew I wanted to meet with hundreds of startups per year for my investment job. But how many exactly? How do I set a goal for that? Simple — just say you need to meet with at least two startups per day for a least one hour. That means at least 10 startups per week (five working days), or over 40 per month. Set lofty goals, so that you fail to achieve 30 percent of them.

Startup CEO: A Field Guide to Scaling Up Your Business

Time to step inside the shoes of the CEO — must be nice to be in charge, right? I'm sure it is nice in some ways, but it is also an unbelievable amount of work. This book goes through every last detail — in detail. You may feel overwhelmed at times, but you might also feel ready to manage a company. There is much more to managing a company than can be found in a single book, but this is a great breakdown of the day-to-day activities. It has tips on how to be organized, prioritize time, grow your key employees, and interact with the board of directors. Sure, you'll still need to build a great product that customers want, and you'll still need to have great interpersonal and communication skills, but at least this book describes the details of how to operate.

​Zero to One: Notes on Startups, or How to Build the Future​

The final book in this short list will drive you to think big — and think differently. Think about building a dominating monopoly. Yes, monopolies are a good thing when you're the one making the business. I hope that concept is not too upsetting, but you should be ruthless when you are out there competing. That means giving your customers something amazing that your competition can't even compete with. If you think about it, the big tech companies pretty much dominate at least one market. Google has search and maps. Facebook, since owning Instagram, has social media. Amazon has logistics. If you're going to start a startup you should aim to be 10 times better than any competition in one key way. You want to clearly differentiate your product from your competition. Zero to One teaches you how to think that way, and so much more.