It's been one of the biggest privileges of my career to help the Design team @GustoHQ navigate what it means to be an AI first team, while still holding onto the humanity, taste, judgement, and customer focus that makes us, us. What a time! gusto.com/company-news/desig…

The @torontolibrary gave me my first job and opened a lot of doors for a kid growing up in Scarborough. Today, @aratisharma and I are matching donations to @TPL_Foundation 2X up to $100,000 to help fund after-school programs across the city. Donate 📚➡️ tplfoundation.ca/GoodFuture

Never thought I'd see the day you can RUN PAYROLL over SMS! 🤯

Gusto just announced Gusto Cofounder, and this is something I'm really excited about. Not just because it's all I've been doing for the last two months, but because I think it's an example of what I've always thought to be the ideal user experience for our customers – almost no user interface, we just do it for you – run payroll via SMS, get weekly reports, set up automatic expense approvals, or anything else on your mind. It's an AI assistant for 500k small businesses, available in their preferred messaging app. Here are a few real conversations I've had with it 👇

Big day!

Our mission at @GustoHQ is to grow the small business economy with technology and heart. We are deeply grateful to all the work small businesses do every day in communities everywhere, and we are committed to being their partner, taking hats off their head, delivering them peace of mind, and giving them superpowers, so they can progress their business. @agarfinks from @FortuneMagazine has been following Gusto for a long time, and we recently shared with her some milestones in our journey of building Gusto (including passing $1b of revenue). These are still the early days of what’s possible. We are building Gusto for the long term, and when small businesses succeed, we succeed.

Super proud of the work the creative team did on this!

Today is a Gusto Showcase! It’s one of my favorite moments, when we share a summary of how we’re making Gusto better for our 500,000 small business customers. At @GustoHQ, we obsess over helping small businesses, and every challenge they face is an opportunity for us to help. Gusto has never been just a tool or technology. We strive to be a partner for small businesses, taking hats off their head, doing work on their behalf, so they can progress in building their business. With 500,000 customers, we know we’re still early in the journey. There are millions of small businesses we are eager to serve. The future of business is small. And that’s big. #GustoShowcase

Do I know anyone at @ICDCanada? Having a little problem that I’m struggling to resolve through the usual channels. Thanks!

We’re building such a great team @GustoHQ ! 🚀🚀🚀New head of brand creative, service design, and research — I’m going to learn so much from this brilliant people! linkedin.com/posts/amythibod…

It’s that time of year when being a leader means emerging from hibernation to publish: • Top 5 Trends • What’s Dead • What’s Inevitable • Predictions for 2026 Love the confidence. But everything is changing at the speed of light and no one knows. Happy holidays!

You’re invited! On Sept 16 we’re hosting our Summer Showcase in San Francisco. Hear from inspiring entrepreneurs, explore resilience AI, and get first looks at Gusto’s latest tools. (Video featuring @edawerd)

Welcome to the Guideline team!

Well played.

Design was always about more than colors. This is a subtweet. 😬

Our Chief Design Officer, @amythibodeau, wrote about this in Fast Company, breaking down what it means to build AI that actually helps people. Read her full piece here: fastcompany.com/91282010/why…

The Gusto Payday Challenge is here! 💰 Tell us how you'd spend an extra paycheck and you could win up to $500! Be sure to tag @gustohq and #GustoPaydayChallenge

Can’t wait to celebrate with the crew in Miami in a few weeks!

We’ve been working on some great stuff for our customers! I’m really proud of our teams and excited for what all of this will enable for SMBs.

I am going to @KeyonnaBeach this week and oh my goodness, it can’t come soon enough.