About JIT AI
From Vision to AI Platform in 12 Months
Started late 2024 with a vision to democratize expertise. Officially launched July 2025. Three business lines. Fortune 500 validation. First product live December 2025.
Work Began
Late 2024
Headquarters
Massachusetts
Employees
Growing Rapidly
Mission
Solve 795K Shortage
Late 2024
Vision Started
July 2025
Established
Dec 2025
First Product
2026
Expansion
Two Brothers United to Solve the Skills Crisis
Years of Phone Calls Led to Action
For years, brothers Dan Stolts and Aaron Silkwood talked on the phone several times a week, venting their frustrations about their respective industries. Dan, with 30+ years in enterprise technology and newly mastered AI expertise, was watching the tech industry struggle with skills gaps at every level. Aaron, with 30 years as a master mechanic, was watching young technicians sit in their trucks for hours, playing on their phones because they didn't know what to do - so they didn't even try.
Both brothers were dealing with the same problem from different angles: businesses trying to operate with inexperienced workers right out of high school who lacked the skills, knowledge, and confidence to do the work. Dan saw it in IT departments across the country. Aaron saw it in repair shops every single day. During their calls, they'd discuss solutions, share frustrations, and dream about fixing these broken systems.
Dan's Vision: Democratizing IT
What Aaron didn't know was that Dan had already been working on a solution. For months, Dan had been building an AI framework for computer and networking repair - a platform designed to democratize IT by giving smaller businesses access to enterprise-level diagnostic capabilities. By late 2024, he was approximately 65% complete.
But as he listened to Aaron's frustrations week after week, Dan realized something bigger: the framework he was building for IT could be expanded to work for any industry. The underlying AI training concepts were universal. He just needed to prove it.
The Breaking Point
By early 2025, the crisis had become unbearable. The field service industry needed 795,000 technicians it couldn't find. Experienced mechanics were retiring with no one to replace them. Meanwhile, Dan had become an AI expert and realized the technology was finally ready to solve these problems.
The Decision
The brothers knew they had to move beyond phone calls. Dan went to follow Aaron at work for several weeks, watching firsthand as technicians sat idle, diagnoses failed, and shops lost money. He saw young workers paralyzed by uncertainty, experienced mechanics overwhelmed by complexity, and Aaron's genius for process optimization constrained by lack of technology.
After those weeks together, they looked at each other and said: "Let's make it happen."
The Strategic Pivot
Dan made a bold decision: put his nearly-complete IT consulting AI on hold and expand the underlying platform to serve any industry. Together, Dan and Aaron evaluated potential markets - Auto, RV, Heavy Equipment, and Marine (all areas where Aaron held certifications and deep expertise).
Dan wasn't a stranger to these industries. As a young man, he'd been a trained heavy equipment operator and worked for automotive repair shops, so he understood those challenges firsthand. He'd also spent countless hours on boats with friends - helping with setup, breakdown, end-of-year winterizing, and learning the unique demands of watercraft. But of all the sectors, marine was by far his least understood business.
To truly understand the marine repair world, Dan and Aaron made a bold move in February 2025: they bought a 48' yacht together. Living the ownership experience showed Dan just how different marine repair is from any other industry - the complexity, the specialized knowledge required, and why shops struggle so much.
They already had Computer/IT mostly built out, but the severity of the skills crisis in mechanical trades convinced Dan to go all-in on Aaron's sectors first. Dan wanted to prove he could build a platform that could be leveraged regardless of the line of business - and Marine, his least familiar area, became the ultimate proving ground.
Four Months of Planning Before Writing Code
But the brothers didn't rush. From January to May 2025, they planned meticulously before writing a single line of code. They worked on product planning, user stories, and prioritizing capabilities. They mapped every workflow, documented every pain point, and designed solutions for each problem. While other startups would have been frantically coding and pivoting, Dan and Aaron were building the blueprint for success.
They invested their own time and money, refining the vision without outside pressure. This wasn't a startup built on assumptions - it was engineered from decades of experience and months of careful planning.
Only when they were investing so much that legal structure became necessary did they formally incorporate in July 2025. By then, they weren't starting a company - they were launching a fully-architected revolution with every detail planned.
Together, they saw what no one else could: the opportunity to build a state-of-the-art platform that would fundamentally change how service is delivered through the power of AI.
July 2025: JIT AI is Formally Born
After months of planning, product development, and personal investment, the brothers incorporated JIT AI in Delaware - the standard choice for companies built to scale. Their bold mission: solve the technician crisis by making every technician twice as productive through AI.
But unlike Silicon Valley startups building in isolation, Dan and Aaron took a different approach:
- •Acquired an established MSP (JIT Solutions IT) to have immediate revenue and real customers
- •Partnered with United Rentals to validate the AI platform with Fortune 500 mechanics
- •Built THREE business lines simultaneously - because transformation requires foundation
The Speed of Experience
Most startups take years to find product-market fit. Dan and Aaron compressed that to months. Why? Because they weren't learning the problems - Aaron had catalogued them for 30 years. They weren't guessing at solutions - Aaron knew exactly what was needed, and Dan knew exactly how to build it.
Aaron's Role:
- • Identified every process bottleneck
- • Documented every efficiency loss
- • Catalogued every diagnostic failure pattern
- • Industry credibility opened doors
Dan's Role:
- • Translated blueprints into scalable AI
- • Made the impossible possible
- • Built enterprise-grade architecture
- • Technology expertise execution
Together: Perfect product-market fit from day one.
The Journey
Late 2024
Dan 65% complete on IT/Networking AI framework
- • Vision: Democratize IT for small businesses
- • Realized the platform could serve any industry
January 2025
Dan shadows Aaron at work, "Let's make it happen"
- • Strategic pivot: expand platform for all industries
- • Marine selected as proof of concept
February 2025
Dan & Aaron purchase 48' yacht together
- • Hands-on immersion in marine ownership experience
- • Understanding why marine repair is uniquely challenging
Jan-April 2025
4 months of planning before writing any code
- • Collecting decades of best practices from Aaron
- • Product architecture design
- • User story development
- • Capability prioritization
- • Workflow mapping
May 2025
First line of code written (after months of planning)
July 2025
Company formally incorporated (investment level required legal structure)
December 12, 2025
Launched first AI Platform Product: AI Boat Mechanic
- • Proof that the platform works across industries
- • Visit: aiboatmechanic.com
Brother Founders with 60+ Years Combined Experience
We're Seeking a CEO
JIT AI is actively searching for an experienced CEO to lead our go-to-market strategy and scale operations. The ideal candidate will have:
- • Proven experience scaling B2B technology companies
- • Track record with enterprise and mid-market sales
- • Understanding of field service or compliance markets
- • Ability to work with technical co-founders
Dan Stolts
Co-Founder & CTO
Background
- • 30+ years technology leadership and entrepreneurship
- • Published Author - Multiple books with Microsoft Press
- • Serial Entrepreneur - Founded and scaled multiple businesses
- • Microsoft Authority - Chief Technology Strategist
- • Industry Recognition - Known globally as "ITProGuru"
- • Certified Expert - MCT, MCITP, MCSE, Azure
Business Achievements
- • Built and sold multiple technology companies
- • Architected solutions for Fortune 500 enterprises
- • Trained thousands of IT professionals worldwide
- • Created Microsoft's cloud adoption frameworks
"After 30 years of building businesses and writing the books on enterprise technology, JIT AI is the culmination of everything I've learned. We're not just adding AI to existing services - we're fundamentally reimagining how technology serves business."
Expertise
Aaron Silkwood
Co-Founder & Chief Mechanic
Background
- • 30+ years Master Mechanic and Process Optimization Expert
- • Serial Entrepreneur - Founded multiple repair businesses
- • Multi-Discipline Master - Marine, Automotive, RV, Heavy Equipment
- • Process Innovation Expert - Revolutionized shop workflows
- • United Rentals - Current position providing Fortune 500 validation
- • ABYC Certified - Marine systems specialist
Business Achievements
- • Built and scaled multiple successful repair shops
- • Developed workflows that cut repair times 40%
- • Trained hundreds of technicians over three decades
- • Created diagnostic methodologies adopted industry-wide
- • Master of identifying inefficiencies and bottlenecks
Unique Perspective
Aaron may be a self-described non-techie, but he's a genius at seeing what's broken in field service. For 30 years, he's catalogued every wasted hour, every diagnostic failure, every process that makes shops lose money. He knows exactly what technology SHOULD do - he just needed someone who could build it.
"I don't know how to code, but I know exactly where every repair shop loses money. I've spent 30 years watching technicians waste time on inefficient diagnoses. I brought Dan the blueprint of everything that's broken. He's building the technology to fix it."
Expertise
Complete Technology Partner for Modern Business
Managed IT & Compliance
- • Acquired JIT Solutions IT
- • 24/7 support infrastructure
- • NIST/WISP compliance expertise
- • Massachusetts market leader
"Your foundation for growth"
Learn MoreAI Field Service Products
- • AI Boat Mechanic
- • AI Automotive Support (coming)
- • Heavy Equipment AI (coming)
"Transform your service operations"
View ProductsAI Consulting Services
- • $25K-500K implementations
- • Hands-on, not PowerPoints
- • Mid-market focused
"AI strategy to execution"
Explore ServicesThe only company that can secure your infrastructure, ensure compliance, AND transform your operations with AI.
Proven Before We Even Launch
Validated by
United Rentals
$14.3B Revenue | 27,900 Employees
Before our public launch, we've already proven our AI platform works at enterprise scale. United Rentals has mechanics using our platform in production today.
86%
First-time fix rate
39%
Faster repair
45:1
ROI documented
Fortune 500
Validated
Industry Recognition
Solving the Field Service Crisis with AI
Our Mission
To eliminate the 795,000 technician shortage by making every technician 2x more productive through AI, while ensuring businesses maintain security and compliance.
Our Vision
A world where field service excellence isn't limited by human capacity, where junior technicians perform like veterans, and where tribal knowledge never dies.
Core Values
Practitioner First
Built by people who've done the work, for people doing the work.
Rapid Innovation
6-week vertical deployment vs 6-12 months industry standard.
Proven Results
Every claim backed by data, every product validated before launch.
Accessible Excellence
Enterprise-grade solutions at mid-market prices.
Built to Scale from Day One
Corporate Structure
Incorporated
Delaware
Headquarters
Massachusetts
Why This Structure
Built for growth, investment, and national expansion
Massachusetts HQ Benefits
- • Access to Boston tech talent
- • Proximity to maritime industry
- • Strong manufacturing base
- • University partnerships (MIT, Harvard, WPI)
- • State support for AI innovation
Local Impact
Creating high-tech jobs in Massachusetts
Supporting 98,461 marine businesses in New England
Helping MA businesses achieve WISP compliance
Building next-generation tech company with national reach
From Concept to Launch in 12 Months
January 2025
Dan shadows Aaron at work, "Let's make it happen"
May 2025
First line of code written after months of planning
July 2025
JIT AI incorporated, founders commit full-time
August 2025
JIT Solutions IT acquisition completed
September 2025
AI platform rapid development, marine vertical focus
October 2025
United Rentals pilot, Fortune 500 validation achieved
November 2025
Beta testing with select shops, product refinements
December 2025Current
Website launch, waitlist building, final prep
January 2026Coming
AI Boat Mechanic, Automotive AI, Heavy Equipment AI launch
2026 & BeyondComing
3-5 additional verticals, Series A, national expansion
In the News
Media Contact
Recent Coverage
Press mentions coming soon...