Chapter 2. Your First 90 Days
The canonical book on starting a new role is Michael Watkins’s The First 90 Days. If you haven’t read it, you’ll certainly get something valuable out of it. I did. However, you may find that its advice skews somewhat generic. Yes, you should learn as much as possible. Yes, you should achieve alignment and negotiate for resources. Yes, you should build a team and partner with other organizations.
Those points are important, and this chapter focuses one layer deeper: on what you should do in your first 90 days as an Engineering executive. In this chapter, I’ll detail:
What you should prioritize learning
Why it’s important to limit the number of early changes you make
How to build trust and a support system
Understanding your organization’s health and processes
Learning how work (and hiring, in particular) is executed
Getting a grip on your technology when you have a limited amount of time to spend in your codebase
This chapter’s structure will help you craft your initial 90-day plan for your new role, ensuring that you focus on what’s most valuable rather than what happens to be screaming the loudest.
What to Learn First
Every role has a different set of priorities and different means for measuring them. What’s most important for a CTO starting at a Series A company, a pre-IPO company, and Google are going to vary a lot. That said, your discovery process—figuring out what is important—requires some structure, and I’d offer up these priorities as ...