Dotwork makes it visible and live — strategy, money, work and decisions in one model that people and AI can read, question and run on.
Founded by the team behind AgileCraft, now Atlassian’s Jira Align
Their last platform connected strategy to execution for nearly half the Fortune 500
Deployed in the Fortune 50 and in government
Backed by operators from Atlassian, Bank of America and Salesforce
Why we started Dotwork
We connected product strategy to execution. Now we’re connecting the entire enterprise.
At AgileCraft, we helped the world’s largest companies connect product strategy to the work that delivers it. Atlassian acquired the company, and the platform became Jira Align — ultimately used by nearly half the Fortune 500.
But we learned something along the way.
The real problem was never just connecting strategy to work. It was everything in between.
The funding decisions that shift priorities. The dependencies nobody sees. The tradeoffs made in meetings that no system remembers. The distance between what a company intends to do and what actually happens.
Enterprise software got very good at tracking pieces of the business. It never learned how the whole business works.
Now, AI changes what’s possible. Advanced ontologies, organizational memory, and forward-deployed engineering make it possible to leapfrog decades of fragmented enterprise software. But AI can only transform an enterprise if it understands how that enterprise actually runs.
That’s why we built Dotwork.
One live operating model connecting strategy, capital, execution, people, AI agents, and outcomes. A shared understanding of the business that people and AI can question, reason over, and act on. A system that remembers decisions, understands dependencies, and helps the enterprise continuously steer itself.
We’re not building another tool to manage the work. We’re building the operating system for enterprise decisions.
The last generation connected strategy to execution. The next connects every decision to the outcome it creates.
The Founders
What we believe
A plan that can’t be traced to the budget, the work and the result is a slide, not a strategy.
Every company runs differently. The operating model should bend to yours — not the other way around.
AI is only as good as what it can see about how you run. It does the legwork; people own the decisions.
Markets move, priorities shift, budgets get cut. The system has to keep up without a rebuild.

Founder and CEO
Steve, founder of AgileCraft (now Jira Align) and former Head of Product at Atlassian, has spent 20+ years building new products and solving complex enterprise challenges. He founded Dotwork to distill these lessons into a modern AI platform built for what's next.

#1 Amazon Bestseller

Co-Founder, Head of Platform & Design
Kyle, former AgileCraft leader who helped lead the platform through its Atlassian acquisition, combines enterprise strategy expertise with AI and decision science. He co-founded Dotwork to solve complex operational challenges with artificial intelligence.

Read by 2,500+ Leaders
We partner with exceptional advisors, investors, and operators who share our vision for AI-driven enterprise transformation. Our backers include influential thought leaders and innovators reshaping the future of work.

Lead Investor
Startup Investor and Partner at Milton Street Capital, LLC

Lead Investor
Owner and Chairman of the Houston Astros, CEO of Crane Capital Group
former Global CIO of Bank of America
bestselling author of Outcomes Over Output, Lean UX and Sense & Respond
former Global Head of Technology & Operations at Bank of America
bestselling author Outcomes Over Output, Lean UX and Sense & Respond
Co-Founder of Nobody Studios, author of "Lean Enterprise" and "Unlearn"
Partner at Menlo Ventures, Former CPO Atlassian.
Venture Partner at Silversmith Capital, Former Head of M&A Salesforce.
Partner at Bond, Former CRO Atlassian.
CEO of Zenoss
Co-Founder of Mind the Product, Creator of the Decision Stack
Board member Texas Mutual, former Senior Partner at PwC
Partner Business Agility at Deloitte, author of "Sooner Safer Happier"
Chief Product Officer at SolarWinds
Chief Technology Officer at SolarWinds
Director of Product Operations at GitHub
Co-Founder at Clarity
Partner Cota Capital, Former Head of Federal Sales at Microsoft
Director of Engineering and Product at Nvidia
COO at Merkle
SVP of Product & Service Operations at ServiceNow & Atlassian
Product Director at West Monroe, Author of The Beautiful Mess
The acquisition adds forward-deployed expertise to connect strategy, capital, AI execution, and measurable business outcomes.
Dotwork, a new platform that provides flexible ways of working without sacrificing the ability to connect the dots from strategy to execution, announced a Series A investment of $18.5 million, raised in two tranches.
Dotwork Connect is designed to help value-added resellers, consulting firms, system integrators, and technology providers expand their service portfolios and unlock new revenue streams.
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