Careers at Siro

AI-powered Conversation Intelligence for In-Person Sales

We’re transforming the trillion-dollar world of in-person sales by unlocking intelligence from a never-before-digitized dataset: in-person conversations.

Millions of sales and service conversations are happening every day across the U.S. But while some sectors of sales can easily record their virtual meetings, many others rely on in-person conversations that aren’t captured. That’s petabytes of rich data, gone.

With Siro, what used to disappear now drives decisions. We're building unusually reliable AI and LLM infrastructure to understand unstructured, industry-specific conversation data, and we're doing it to help the millions of salespeople who are otherwise overlooked by the tech world.

Backed by top names in tech, loved by customers.

$75M
from world-class investors
exclusive partner
on the App Store & G2
High-impact technical innovation with real impact
At Siro, we're using AI to solve real problems for an traditionally underserved population. Engineers tackle complex technical challenges, work with emerging technologies, and see the direct impact of their work through rapid customer feedback. Rather than building "gimmicky" AI features, the team is focused on creating practical, intelligent solutions that genuinely improve people's lives.
Take ownership of complex challenges
At Siro, you tackle challenging problems from day one with the autonomy to drive meaningful solutions. We believe in giving our team true ownership, backed by the resources and support to build something extraordinary. We work closely with customers and across teams, ensuring everything we build delivers real value.
An exceptional team that lives its values
We've assembled a team of talented individuals who are as kind as they are capable. You'll work with colleagues who will both challenge and support you, pushing you to grow while always having your back. Despite our ambitious goals, and focus on high-performance, our culture remains refreshingly ego-free. We celebrate wins together, jump in to help each other out, and genuinely enjoy building something meaningful as a team.

We live our values

Empower the rep
Raise the bar
Focus on what matters
Find a way
Own your impact
"We” before “me"

Who you'll work with

I've worked at places where AI is just a buzzword on investor decks, but at Siro, we're doing something really exciting—uncovering insights from thousands of real sales conversations that no one has ever properly analyzed before. It's the rare workplace where the engineering problems are as compelling as the mission itself."

Matt Weldon,
Staff Software Engineer
Prior to Siro, I worked in big tech building features nobody needed. At Siro, I'm applying the latest in AI to conversations that directly impact someone's livelihood. When a rep tells us that, because of Siro, they were finally able to stop living paycheck-to-paycheck, that's the kind of tangible impact I can't get building most enterprise software."
Alan Chen,
Senior Software Engineer

We take care of our people

Highly competitive compensation and equity
401k
100% medical coverage
75% dental and vision coverage
Paid parental leave
Beautiful office in Flatiron
(In-person Tues, Wed, Thurs)
Unlimited PTO
Gym membership & wellness
Monthly social events and annual team offsites!

Letter From Our CEO

“I founded Siro because I witnessed firsthand the untapped potential of field sales. The best reps I managed could earn life-changing income, but too many others with similar talent struggled without proper guidance. We're changing that equation with AI that actually serves people rather than replacing them. Our rapid growth confirms what I've always believed: when you combine world-class technology with a massive unmet need, extraordinary things happen.

We're building something that genuinely changes lives, and we need exceptional people who want impact at scale."
Jake Cronin, Co-founder & CEO
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Help real people

with the latest AI and a dataset that has never existed before

© 2025 All rights reserved. Privacy Policy | Terms of Service
By clicking “Accept”, you agree to the storing of cookies on your device to enhance site navigation, analyze site usage, and assist in our marketing efforts. View our Privacy Policy for more information.