Build AI that liberates people at work.

We're solving high-stakes knowledge problems that keep companies from scaling, with a platform built to wrap around how businesses actually operate. Senior people, small team, real work.
See open roles (10)
50+
fully remote professionals (US + global CoE)
<3
layers from a decision
100%
AI native
~50%
of the team have worked together in previous ventures

We don’t do Silicon Valley hype, and we don't do 'proof-of-concept' purgatory. We hire right people, get out of their way, and ship AI that actually liberates people from the daily grind.

James Stolp
chief product officer

How we work

Small team, real ownership

You're never three layers from the decision. See a problem, solve it.

Ship, learn,
improve

Reversible decisions made quickly. Working solutions beat perfect prototypes.

AI-native, not AI-curious

We use Claude, ChatGPT, Cursor and more. Daily, not occasionally.

Trust over
process

We hire experienced people and get out of their way. Judgment matters more than rules.

Direct access to founders

Leadership is in the work. You'll build with them, not just report to them.

Feedback is
a feature

We give candid feedback because we respect each other enough to help everyone grow.

Operators who choose to come back and build the hard thing.

Contextual is a team of serial entrepreneurs and operators who've built and scaled successful companies before. People who recognize opportunities, who've been in the weeds, know what good looks like, and choose to come back to build the hard thing.

Nearly half of us have worked together in previous ventures.

SMB:Live
Founded 2008 · Acquired by ReachLocal (Nasdaq: RLOC), 2010
SmartThings
Founded 2012 · Acquired by Samsung, 2014
Contextual
Founded 2023 · PE-backed by Southfield Capital, 2025

Our values, what they do and don't mean.

Collective ownership

We show up as stewards of shared success, not lone heroes. We take initiative, deliver on commitments, and invite others early to make outcomes stronger.
What this looks like
  • You don't wait for permission to solve problems you can see.
  • You follow through on commitments, even when it's hard.
  • You ask "what can I do?" instead of "whose job is this?"
What this doesn't mean
Working alone, refusing help, or making unilateral decisions on things that affect others.

Mutual respect

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What this looks like
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What this doesn't mean
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Bias for action

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What this looks like
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  • Ut ornare lobortis condimentum.
  • Cras pharetra hendrerit justo, vitae lacinia nibh vehicula.
What this doesn't mean
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Adaptive resilience

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What this looks like
  • Morbi pretium ultrices mauris, ac auctor erat sollicitudin sed.
  • Ut ornare lobortis condimentum.
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What this doesn't mean
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Customer 
first

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What this looks like
  • Morbi pretium ultrices mauris, ac auctor erat sollicitudin sed.
  • Ut ornare lobortis condimentum.
  • Cras pharetra hendrerit justo, vitae lacinia nibh vehicula.
What this doesn't mean
Praesent venenatis et sapien vel gravida. Nam condimentum ex sed quam cursus eleifend.
how we hire

Hiring, run like delivery.

The people who interview you are the people you'd work with, founders included. Honest and straightforward, no corporate fluff.
01
Apply
through link below. A resume or LinkedIn profile and a few sentences on why this role.
From you: 10 minutes
02
Conversations
with the people you'd work with, founders included. Real questions about real work.
From you: 2-3 conversations
03
Practical
a role-specific exercise that looks like the actual work.
From you: a few focused hours

We’re looking for

NOTHING THAT FITS RIGHT NOW?

Introduce yourself.

We add roles through the year as the team grows. Tell us who you are and we'll only be in touch about roles. That's it.
Thank you! Your submission has been received!
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What you get

The practical nice stuff, stated plainly.

Competitive pay

A salary and benefits package that takes experienced people seriously.

Unlimited vacation

And we encourage you to take it. That part is policy, not a poster.

Flexible by design

Remote working and flexible hours, shaped around how you work best.

Room to grow

We are scaling and adding roles through the year. Growth here means more scope, not more layers.

A team that has your back

Collaborative and inclusive, and candid with it, because we respect each other enough to be honest.

Work that ships

Real problems for real businesses, live in weeks, with AI in your toolkit every day.

Your team is ready for superpowers.

Let's talk about what AI can do for your business.