The Leap Advisor

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Taking the Leap

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Taking the Leap

Gary Kagan
Jun 29, 2022
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Taking the Leap

theleapadvisor.substack.com

Starting a company is both thrilling and terrifying. I recently left my 9-5 corporate job and I’m  excited to devote 100% of my attention to building something new. Our company is not de-risked, we have plenty to figure out, as many businesses in our phase of growth do. Today, our clients range from startups to publicly traded companies, and my immediate goal is to delight them with our services and unique value proposition. 

I talk to a lot of people working in corporate America who have great ideas but are afraid to go all-in to turn those ideas into a reality. I don’t blame them, because there are countless reasons not to do it. Personally, I went all-in because of my obsession with the problem we’re trying to solve, the regret I’d have if I didn’t give it a chance and the exhaustion of having two jobs at the same time.

As an individual naturally progresses in their career, they have to be more proactive - and creative - to learn new skills and continue their professional development. Starting a company has already been an unreal learning experience and I’m sure this learning will continue as we grow.

One of the skills I’d like to continue to develop is writing. I don’t consider myself a good writer, but I feel like people could benefit from the many years of real world knowledge I have to share. Outside of work emails and to-do lists, I simply don’t write. As I’ve taken the leap with this new venture, I’ve talked to a lot of founders. Oftentimes, they have a deep understanding of a specific field that they have direct experience in, such as product development or revenue operations, but they have a “50,000 foot” view of the rest of the operation and need guidance when it comes to the best practices that should be implemented to assist with being successful. 

As other founders have taken the time to walk me through their approach to building products and systems, I’ve reciprocated with my experiences as a Go-to-Market leader. I’ll share more about what we’re building later, but the hypothesis we’re starting with includes the building of a connected community of Go-to-Market leaders. 

With that in mind, I plan on making this newsletter a destination for myself and our future community members to share their insights while providing input to other founders and business leaders about Go-to-Market strategy as well as everything management-related. The topics will range from the micro (i.e. how to screen for entry level sales positions and build strong compensation plans) to macro topics such as the future of work.

I hope this newsletter provides you with snippets of insight and inspiration. If you’re as passionate as I am about Go-to-Market topics, I promise you’ll find the discussions to be resourceful and lively! Let’s get to work!

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Taking the Leap

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