“Pick the Right Investor” Words of Wisdom with Jitterbit CEO, George Gallegos

Yitzi Weiner
Mar 8, 2018 · 6 min read

I had the pleasure to interview George Gallegos, the CEO of Jitterbit

What is your “backstory”?

As it turns out, my path to becoming CEO of Jitterbit began a long time ago when I was managing sales for Scopus Technology and formed a strong relationship with the CEO, Ori Sasson. When Scopus was acquired by Siebel in 1998, I kept in close contact with Ori and after a year had brought him back on as an adviser to help secure a major deal with HP. Ori and I talked a lot over the years and he would bounce ideas off me, even after I moved on to a position with Cast Iron Systems.

He had approached me with several offers for different executive roles (including a few CEO jobs), but it wasn’t until 12 years later in 2011, when he gave me the details about his latest start-up, Jitterbit, that I decided it was time to make the leap. Jitterbit was then a small company with a solid business model and huge growth potential, and I knew the industry well from my work at Cast Iron. The lesson here I think is that it the work you do early on builds the foundation for your success later in life, and that it’s worth waiting to find a position where you have all the right building blocks to succeed.

Can you share the funniest or most interesting story that happened to you since you began leading your company?

I would say that even at our current size, about 75 percent of the company has joined directly or indirectly through personal networks. If there’s someone that I think can contribute positively to Jitterbit I’ll approach them on a very personal level. I like to meet their families, introduce them to my wife, or go out for dinner or drinks, to give them the a sense of Jitterbit that extends beyond the daily responsibilities of the job.

So what exactly does your company do?

Jitterbit’s single API integration platform helps busy developers, IT and business analysts intelligently shift their efforts from time-consuming and non-scalable custom coding to quickly orchestrating value-added business processes leveraging APIs.

How have you used your success to bring goodness to the world?

We’ve also been participating in the Bike MS: Waves to Wine event to raise funding and awareness for multiple sclerosis. We’ve been riding with the Salesforce team for the last several years and the people at Jitterbit have consistently ranked among the top fundraisers, which is a big point of pride. We also do a lot of work with local food banks, giving time to help sort and distribute goods as well as participating in food drives.

What are your “5 Things I Wish Someone Told Me Before I Became CEO” and why. (Please share a story or example for each.)

The second thing is that the culture flows from the top down through a company. How I act, how I treat people, even how I dress — I am serving as a role model for everyone in our community. It’s important to understand and keep in mind that the company culture will be reflected in how I treat the rest of the organization.

I’d also like to have heard more picking the right investor. How do you find the right investor for this journey that you’re on? You’re going live with these folks around the table, so qualifying which investor is right for you — what pitch is right for you, how do you determine what is right for you — is something I wish I someone had taught me about early on.

The fourth thing is to maintain your focus. Especially as your company gets bigger, there are going to be areas where you simply have to delegate to other people in the organization. You can’t do everything so you have to decide what to focus on that is most critical for the business.

Finally, I wish that someone told me about how change is a constant factor. Everything is always changing so it’s better to embrace it than try to keep everything the same. Ultimately, your business is fluid and you have to be able to go with that and be able to adapt to changes in the market and everything else.

I have been blessed with the opportunity to interview and be in touch with some of the biggest names in Business, VC funding, Sports, and Entertainment. Is there a person in the world, or in the US whom you would love to have a private breakfast or lunch with, and why? He or she might see this, or I might be able to introduce you.

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