Meet Shalyn Bailey

I've spent more than a decade in tech, including roles at Apple, DocuSign, Zapier, and Airtable. I've worked in both individual contributor and management roles across support, engineering, and customer experience.

My career hasn't followed one neat path, and that's given me a pretty broad view of how careers actually develop. I've also coached people working across recruiting, marketing, knowledge management, support, and engineering. Different roles, different levels, different priorities. What works for one person isn't automatically going to work for the next.

That's a big part of how I coach. I don't start with a predetermined answer or assume there's one right career playbook. I start with you: what you're trying to do, what you're working with, and where you may need another perspective.

My approach is practical and hands-on. I'll ask questions, challenge you, and work through your options. Depending on what you need, I may help you improve your resume and LinkedIn, build out a promotion strategy, work on interview prep, research opportunities, or talk through a career decision that doesn't have an obvious answer.

I'm not here to make decisions for you or tell you what your career is supposed to look like. My job is to give you another experienced perspective, help you see what you may be missing, and work with you on a plan that makes sense for what you want to achieve.