Amazon CEO Jeff Bezos tours the facility at the grand opening of the Amazon Spheres, in Seattle, Washington on January 29, 2018.

Ever wondered what it's like to work at Amazon or Microsoft? Manny Medina is a guy in the know. He's one of a growing number of Seattle-based techies who has jumped between the two. And while both companies share a reputation as industry pioneers, he said the experience showed him some stark differences that set them apart. "If you want to get a job at either Amazon or Microsoft, of course you need to be technically-minded and be able to see how your work applies across the business. But both companies take quite different approaches to that," Medina told CNBC Make It. Amazon, where Medina started out his career in the Web Services team in 2003, takes a bottom-up approach to business, looking at the minutiae and small, incremental wins, he said. Microsoft, meanwhile, works from the top down and focuses on the overall end goal. "Amazon stresses over pixels and Microsoft obsesses over strategy," noted Medina, who left Amazon for Microsoft's business development team in 2005.

Manny Medina, founder and CEO of Outreach Outreach

Those distinct approaches have to do with their business models, he said. As a retailer, Amazon's margins are smaller and so each individual decision needs to demonstrate overall value. On the other hand, Microsoft's tech business is higher-margin, meaning it can take a more overarching view. But it also comes down to their differing leadership, he continued. As CEO, Jeff Bezos remains very much "embedded" in the everyday aspects of Amazon. That means potentially running into him — a lot — and also being prepared to answer to him. "At Amazon, if you come to a meeting, especially with Bezos, he's looking for an opinion and facts: If you don't have one, no decision is a decision to stick with the status quo. Not having enough time is not enough," said Medina. "In some ways it's beautiful because of the drive it gives you, but it can be very high-pressure."

Bill Gates, the co-Founder of the Microsoft company and co-Founder of the Bill and Melinda Gates Foundation. Chesnot | Getty Images