Amazon CEO Andy Jassy has a new ‘shadow’ advisor. It’s one of the most prized roles inside the company.

Amazon CEO Andy Jassy

Amazon CEO Andy Jassy has a new “shadow” advisor, according to an internal organizational chart obtained by B-17.

This role is a quasi-chief of staff position at Amazon. Formally called “technical advisor,” it’s one of the most desirable jobs at the company because this person joins the CEO in almost every meeting and call. It typically lasts about 18 to 24 months.

Shadow advisors often go on to hold top positions at Amazon once their tenure ends. Jassy, for example, was Jeff Bezos’s shadow advisor early in his career. Others include Amit Agarwal, Amazon’s India chief, and Jay Marine, who leads Prime Video’s sports streaming business.

Jeff Bezos 

This time, Alex Dunlap has taken on this prized role, the org chart shows.

Dunlap is a 17-year veteran of Amazon Web Services who most recently served as VP of productivity apps. He started as Jassy’s shadow advisor in late 2024, replacing Eric Rimling, a logistics VP who was Jassy’s shadow since January 2023.

Dunlap’s appointment coincides with Amazon’s renewed focus on business applications, also known as software-as-a-service. AWS has market-leading cloud infrastructure services, like computing and storage, but has not yet built an equally strong presence in the lucrative SaaS market.

Last year, Amazon moved Colleen Aubrey, a longtime advertising executive, to oversee its business applications group. Dilip Kumar, another high-profile executive who launched Amazon Go stores, is now in charge of Amazon Q, an AI application for developers and other business customers.

AWS has built many business applications throughout the years with mixed results. Bedrock, an AI development tool, and Connect, a call center application, have shown early success. Meanwhile, the file storage app WorkDocs failed to gain much traction, and the app-building software service Honeycode was shut down.

An Amazon spokesperson declined to comment.