Coworking with Bridget Regan

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Bridget Regan is head of growth at Steno.ai

What’s the most ridiculous expense you’ve filed? Thousands of handwritten greeting cards. I was trying to reach local small business owners for a previous company I was running, and knew that playing the inbox sales game would be hopeless with this audience. So instead I went fully analog: bought 100 boxes of greeting cards, handwrote short personalized notes in each one, addressed the envelopes and mailed them. Luckily, the response rate totally crushed. Turns out a $.60 stamp can be a great growth strategy!

What’s the hardest deal you’ve closed/worked on? My team and I worked for months on an RFP to rebrand the National Air and Space Museum. The government submission process was eye-opening (to say the least) for someone used to the private sector.

What’s your favorite deal you’ve closed/worked on? Can I say my husband? Best deal I’ve ever closed.

What’s one thing we can’t guess about your job from your LinkedIn profile? In some sectors growth may solely focus on sales and marketing. But in tech, a lot of what I do every day is building strategies for optimizing and scaling the actual product surface too—designing habit loops, iterating onboarding flows, etc.

What’s the best piece of work-related advice you’ve gotten? “Assume good intent.” This advice has saved me from a lot of awkward conversations. And of course the classic, “Hire great people then get out of their way.”