ShooflyAI is led by two Managing Partners, Jonathan Hessing and Diego Herrera Rios. We are operators and engineers who run our own company on the agents we build, then hand you the systems, code, and IP to keep.
ShooflyAI is run by people who use the same AI systems we build for clients. We do not sell theory. We ship AI agents, then hand you the code, data, and models to keep.
Jonathan helps mid-market operators adopt custom AI agents and AI systems that drive measurable ROI. He runs his own company on a fleet of AI agents he built, so the playbook he gives clients is one he uses every day. His focus is simple: hard ROI estimates before you build, and systems live in weeks, not quarters.
Leads AI strategy & operating systems
Diego leads the design and engineering of the custom AI agents and AI systems clients own. A research professional turned AI architect, he builds infrastructure that companies can trust with core operations. His work centers on AI systems engineering, machine learning, and managed AI infrastructure built to run reliably at scale.
Leads AI engineering & infrastructure
Assessment first, ownership always, and outcomes you can measure on a P&L. These are the rules we hold ourselves to on every engagement.
You own the code, data, models, and IP. On full payment, the work product is 100 percent yours. No vendor lock-in, no per-seat tax that grows forever.
We start with a paid diagnostic or operating assessment and give you a hard ROI estimate up front. If the numbers do not work, we tell you before you spend on a build.
We ship working AI agents into your operations in weeks. You see real output early instead of waiting two quarters for a slideware roadmap.
We tie every system to a number you care about: deals closed, cycle time, cost saved. We win when that number moves, not when a project ships.
One client, Strickland, ran the assessment, then we built the systems they now own. Real systems, not promises.
We run our own company on the agents we build. The advice you get is field-tested on a live business, not pulled from a deck. We only win when the build is worth doing, so our incentive is your ROI from the first conversation.
ShooflyAI is led by two Managing Partners, Jonathan Hessing and Diego Herrera Rios. Jonathan focuses on AI strategy and operating systems for mid-market businesses, and Diego leads the design and engineering of the custom AI agents and infrastructure clients own.
We are operators and engineers, not consultants. We run our own company on a fleet of AI agents we built, and we give clients a hard ROI estimate before any build. You own the code, data, models, and IP we deliver.
Yes. We build for mid-market operators running roughly $10M to $75M and up in revenue. We start with a paid assessment so the fit and ROI are clear before you commit to a build.
One client, Strickland, runs five AI agents in production, ran its tax season on a Shoofly dashboard, and automated document routing, an SOP agent on DocuSign, and weekly EBITDA reporting, on systems they own outright.
Start with a paid Operating Blueprint. It is $6,000 through 31 December 2026 and $10,000 from 1 January 2027, and the fee credits 100 percent to your retainer if you move forward.
Yes. On full payment you own 100 percent of the work product, including the code, data, models, and IP. These are AI agents you own, not software you rent.
Start with a paid assessment and get a hard ROI estimate before you build. The fee credits 100 percent to your retainer if you move forward. AI Operations Retainers run on a 12-month term, scoped from your assessment.
