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Help us build the future of work.

Sqare is a small, ambitious team building the AI workspace for modern operations teams. Come shape what we build next.

OUR MISSION

Work is due for a fundamental shift.

Most knowledge work today is still manual copy-pasting between tools, writing the same status updates, chasing approvals across email chains. The technology to eliminate all of it already exists. We're building the workspace that actually does.

sqare

Hey, I’m Milo CEO of Sqare.

Sqare is building the AI workspace layer for modern teams.

AI is becoming the new operating system for work, but most teams still spend hours on manual data entry, status updates, and tool-switching. That gap is why getting things done is still harder than it should be.

Sqare connects to your existing tools, learns your workflows, and handles the repetitive work automatically — so your team can spend time on the things that actually move the needle.

We’re a lean, high-conviction team building something genuinely new. We’re backed by leading investors and moving fast — if you want to work on a problem that matters, this is the place.

Milo Zoppini

Co-Founder & CEO

OUR VALUES

What drives us.

Move with urgency

We treat time as a resource. We bias toward action, ship fast, and learn from real users — not from planning meetings.

Move with urgency

We treat time as a resource. We bias toward action, ship fast, and learn from real users — not from planning meetings.

Move with urgency

We treat time as a resource. We bias toward action, ship fast, and learn from real users — not from planning meetings.

Think in leverage

Don't patch the symptom. Build systems that scale. The best solution solves the problem once, for good.

Think in leverage

Don't patch the symptom. Build systems that scale. The best solution solves the problem once, for good.

Think in leverage

Don't patch the symptom. Build systems that scale. The best solution solves the problem once, for good.

Raise the bar

We care deeply about craft. Every detail matters — from the API to the onboarding email.

Raise the bar

We care deeply about craft. Every detail matters — from the API to the onboarding email.

Raise the bar

We care deeply about craft. Every detail matters — from the API to the onboarding email.

Own the outcome

No one passes the buck here. If you see a problem, it's yours to fix. Everyone acts like a founder.

Own the outcome

No one passes the buck here. If you see a problem, it's yours to fix. Everyone acts like a founder.

Own the outcome

No one passes the buck here. If you see a problem, it's yours to fix. Everyone acts like a founder.

Stay hungry

We're early. The opportunity is massive. The work has just begun.

Stay hungry

We're early. The opportunity is massive. The work has just begun.

Stay hungry

We're early. The opportunity is massive. The work has just begun.

“Sqare moves faster than any company I’ve worked at. You ship something meaningful every week and you see real users adopt it the same day.”

Mei Tanaka, Senior Product Engineer

Joined Sqare in 2023

OPEN ROLES

Open Positions at Sqare

Founding Sales Development Representative

Full-Time

U.S. Based

We're hiring our first SDR to build Sqare's outbound motion from scratch. You'll work directly with the founders, craft outreach to ops decision-makers, and help define our go-to-market playbook.

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