We’re talking “managing up” today—yes, that elusive art of keeping your boss in the loop (without sounding like you’re bragging or, you know, a robot). Kat and Ian break down what it really means to make your boss’s life easier, from running those infamous one-on-ones to knowing when to say “no, but here’s a solution.” Along the way, we tackle the big questions: Can a yellow sweater actually help you survive February? Is it possible to be strategic and human? And why is it so hard to talk about your own wins without feeling icky?

Spoiler: We don’t have it all figured out, but we’ve got stories, hacks, and plenty of self-deprecating humor (plus a cameo from Ian’s dogs).

If you haven’t already, and you want to keep these half-baked insights coming, check out Cisco’s solutions for small and medium businesses: https://www.cisco.com/site/us/en/solutions/small-business/index.html