TK’s Blog

belief + optimism makes you unstoppable.
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I’m TK, I founded two companies (one bootstrapped and one venture backed) and sold both of them. Most recently, I was the Founder & CEO of ToutApp that sold to Marketo. I’ve worked at the largest hedge fund in the world, raised from some of the best venture firms in the world, and now get to work at Marketo, owned by one of the best PE firms in the world.

I now spend my time running Corporate Development & Strategy at Marketo and inspiring entrepreneurs and leaders to grow and have a positive impact on this world at Unstoppable. I also mentor and angel invest in B2B sales driven startups.

The ToutApp Story

I started ToutApp in 2011 in my second bedroom. We went on to raise venture capital from a16z and JSV, create a category called sales engagement software and sell to a market leader in 2017.

In this blog, I shared my journey and lessons learned from walking the path of a venture backed founder through my yearly reflections blog posts as we scaled the company from $0 to ~$7m ARR.

  • 2010

    I quit my job. Shipped 2 products. Launched a Services business with clients. Now what!? Read more...

  • 2011

    I talk through how I decided to focus on Tout as a real company, raise our first round and build a team. Read more...

  • 2012

    This year was about figuring out our target market, rebuild our team, and continue to increase revenues. Read more...

  • 2013

    In 2013, I talked about what happens to a SaaS business once you’ve managed to survive for 3 years and how a ton of things start to come together. Read more...

  • 2014 & 2015

    Through 2014 and 2015, I switched to being a true CEO of a venture backed company as we raised our Series A and Series B. Here are my reflections from those two critical years and lessons learned. Read more...

Before I started ToutApp, I had a steady six-figure job at the largest Hedge Fund in the world.
Here’s how I made a principled decision to quit my job and start my own company.

Should you bootstrap or raise capital from investors?
Here’s how I made the decision to raise an angel round.

I’ve also written about how to adopt a growth mindset, the importance of showing up, and being a contrarian. Be sure to also read: What Not to Do in Life.