Jonathan Shilalis
Serial entrepreneur who builds, scales, and exits businesses. From $185M+ in real estate to product invention to AI consulting — I turn ideas into revenue and chaos into systems.
Boca Raton, FL
Jonathan Shilalis
Businesses Built
In Transactions
Agents Recruited & Trained
First OpenAI Users
What I Bring to the Table
A rare combination of entrepreneurial grit, technical depth, and hands-on execution across multiple industries.
I don't just have ideas — I build them. Every business I've started was built from zero with my own hands.
Builder & Scaler
Built 5 businesses from the ground up across real estate, hospitality, product development, AI consulting, and business brokerage. I don't just strategize — I execute.
AI-First Operator
Among the first 1% of OpenAI users. I implement AI into real businesses — not theory, not demos. Actual revenue-generating AI workflows for real companies.
Mechanically Inclined
Can fix or build just about anything. From construction projects to backend systems to factory negotiations — I understand how things work at a fundamental level.
Licensed Professional
Licensed Real Estate Broker (FL, MA, ME) and Licensed Business Broker (FL). Trusted with the largest transactions in people's lives.
Results-Driven
$185M+ in closed transactions. Hundreds of 5-star reviews. Patents filed. Websites built. Every venture has measurable outcomes — I don't dabble, I deliver.
Financial Freedom
My hard work has provided the luxury of choice. I work because I'm passionate about what I do, not because I have to. That means full commitment, zero desperation.
What Drives Me
At my core, I genuinely enjoy helping people succeed. This isn't just a professional philosophy — it's what drives every venture I pursue. I've donated significant time helping businesses leverage AI and technology to transform their operations, often with no expectation of return.
When I was at my previous brokerage, colleagues I mentored encouraged me to open my own office because of the impact I had on their careers. That's how Shilalis Real Estate was born — not from a business plan, but from relationships built on genuinely wanting to see others succeed.
This pattern has repeated throughout my career: helping people has always organically led me to my next business venture. It's a philosophy that creates lasting partnerships and sustainable growth.
The Strategic Implementer
A Tony Robbins DISC assessment reveals a C/D blend — someone who combines deep analysis with decisive action. Purpose-built for leadership and execution.
Strategic Implementer
C/D Blend — Deep Analysis + Decisive Action
Quality-obsessed systems thinker — jumps to 84 in professional settings
Reliable, calm under pressure, patient with processes
Decisive when needed — lets quality lead over ego at work
Results speak, not charm — substance over schmooze
Key Motivators
Theoretical: 71 (deep learning) · Economic: 68 (ROI-focused) · Power: 66 (authority) · Altruistic: 8 (zero BS — tells the truth)
Quality That Scales
C at 84 in professional settings means clients and partners get thorough, bulletproof work — not half-baked advice.
Deep Researcher
Theoretical motivator at 71 = learns everything before acting. Clients trust expertise, not charm.
Multi-Project Juggler
5 businesses running simultaneously proves the ability to manage multiple accounts and initiatives.
Tells the Truth
Altruistic at 8 = zero BS. People hear what they NEED to hear, not what they want to hear. That builds real trust.
Born Enabler
High Theoretical motivator = love of learning AND teaching. Enablement is a calling, not a job.
Substance Over Schmooze
Low I means earning trust through proof and results, not glad-handing. That's more effective in every industry.
Leadership Approach
Strategic Executor
Balances speed-to-market with quality control
Analytical Decision-Maker
Thorough on major initiatives, decisive on tactical matters
Performance-Driven
High standards, measurable outcomes, ROI-focused
Systems Builder
Creates scalable frameworks and processes
Core Competencies
6 Businesses. One Builder.
Serial entrepreneurship isn't a buzzword — it's a lifestyle. Each venture sharpened a different skill set and proved I can build in any industry.
DISCpute Resolve
The AI mediator that actually takes a side
Built an AI-powered mediation and conflict resolution platform from concept to launch. DISCpute helps couples, co-parents, roommates, business partners, and more resolve disputes through voice, text, and video sessions with AI that delivers clear verdicts — not just validation.
10x AI Consulting
Helping businesses 10x their results with AI
AI implementation consulting that transforms how businesses operate. From prompt engineering to full AI workflow design, helping executives understand and leverage artificial intelligence for measurable results.
Shilalis Real Estate
$185M+ in real estate transactions
Founded and grew a real estate empire from scratch. Built a team of 150+ agents, managed multi-state operations, and sold the Massachusetts brokerage in 2025. Now active in Florida market.
VacaMojo
Highest-rated vacation rentals on Airbnb
A portfolio of premium vacation rental properties earning top ratings on Airbnb. Built remote management systems and leveraged AI for guest communication, pricing optimization, and operations.
Nessa Bottles
From concept to product — patents, trademarks, and beyond
Invented a product from the ground up. Navigated patent filings, trademark registrations, factory negotiations, and built the entire e-commerce operation. Proof that innovation never stops.
Sun Biz Broker
Business brokerage in the Florida sunshine
Newest venture bringing real estate acumen to business brokerage. Helping entrepreneurs buy, sell, and transition businesses with the same data-driven approach that built a $185M real estate portfolio.
AI Expertise
From the first wave of GPT to deploying AI agents at scale — a timeline of staying ahead of the curve.
AI Journey
Early Crypto/DeFi Adopter
Recognized disruptive technology patterns early and built expertise in emerging tech ecosystems.
First 1% of OpenAI Users
Among the earliest adopters of GPT and AI tools, immediately seeing the business transformation potential.
AI Consulting Launch
Started helping businesses implement AI workflows, achieving 10x ad ROI for clients.
Enterprise AI Consulting
Launched 10x AI Consulting. Training C-suite executives and achieving 10x ad ROI for clients.
Full AI Integration
Every business now runs on AI. From real estate to vacation rentals — AI-first operations across the board.
AI-First Everything
Building websites, automating workflows, deploying agents. Helping businesses transform with AI daily.
Technical Skills
Additional Expertise
- App development (Google Play Store)
- Market research & product design
- Crypto & DeFi protocols (early adopter)
- Website development with backends
- Factory negotiations & supply chain
- Mechanically inclined — can fix or build anything
A personal message about my AI journey
References & Testimonials
From LinkedIn recommendations to verified client reviews — here's what colleagues and clients have to say.
“Jon is an invaluable asset — he combines relentless effort with a sharp focus on client satisfaction. His ability to navigate complex deals while keeping everyone aligned is truly exceptional.”
LinkedIn Recommendation
Professional Colleague
“Jon is too modest to say it himself, but he is widely regarded as the top real estate agent in the Metrowest area. His reputation is built on consistently exceeding expectations — he's the go-to professional in the region.”
Gibson Bliss
Real Estate Associate
“Jon's mentorship and leadership have been a constant source of inspiration in my career. He's not just a business leader — he's a trusted mentor and friend who genuinely invests in the growth of the people around him.”
LinkedIn Recommendation
Mentee & Colleague
“Knowledgeable, thoughtful, and never takes shortcuts. Working with Jon was the easiest real estate experience I've ever had. He quickly pivots and finds solutions when things don't go as planned.”
Verified Client
Property Investor
“Jon found qualified tenants faster than any other agent we've worked with. He provided helpful ideas for updating the unit and went above and beyond to ensure everything was handled professionally.”
Verified Client
Landlord & Property Owner
“Fantastic experience from start to finish. Jon made the entire process smooth and easy — his knowledge of the local market is unmatched. He's the kind of professional you refer to everyone you know.”
Verified Client
Homebuyer
Let's Build Something Great
Whether it's a partnership, opportunity, or just a conversation — I'd love to connect.
Contact Information
[email protected]
Phone
(508) 801-9530
Location
Boca Raton, FL
linkedin.com/in/jonshilalis
Website
10xaiconsult.com
“Helping people has led to every business I've ever built.”
With 5 successful businesses and financial freedom, I choose to work on things that excite me and create real impact.