Hosted by Windie Wilson, Jan Kindl & Sean Ragland
1 Day Live AI Workshop
AI Workshop
for South Florida Business Owners
Walk away with a plain-English plan you can use Monday morning plus a FREE Business Assessment (normally $297).
Presented by Windie Wilson
with Jan Kindl & Sean Ragland
May 29, 2026 · Naples, FL · Limited to 70 seats
Reserve Your Seat — $47What You'll Walk Away With
Clarity, Confidence & a Real Plan You Can Use Monday Morning.
"It's too complicated for my type of business."
"I can't afford to implement something like this."
"Is this going to replace my people? My loyal team?"
"If I don't figure this out soon, am I going to get left behind?"
I hear this every single day. And I completely understand why you feel this way. The media makes AI sound like a runaway freight train. Tech vendors make it sound impossibly complex. And everyone seems to be moving faster than you.
But here's what nobody is telling you. And it changes everything:
The Truth No One Is Telling You
The Specific AI Tools Don't Matter. Your Job Title Doesn't Matter.
The Only Thing That Matters Is Your Process.
AI is not here to replace your people. It is here to empower them to take the repetitive, soul-crushing, time-wasting tasks off their plates so they can focus on what actually grows your business. The business owners who will win are not the ones who know the most about AI. They are the ones who understand their own processes well enough to know where AI can help.
That is exactly what I am going to show you on May 29th.
Is This Right For You?
Built for Business Owners, Not Tech People
If you run a business and you're hearing about AI every day but still aren't sure what it actually means for your company, this workshop was built for you.
This Is For You If...
- ✓You own or lead a business with 5 to 500+ employees
- ✓You've heard about AI but don't know where to start
- ✓You're worried about falling behind your competitors
- ✓You've been burned by tech vendors who over-promised
- ✓You want straight answers, no hype, no buzzwords
- ✓You're in healthcare, legal, real estate, hospitality, retail, or any local industry
- ✓You want to know what AI can actually do for YOUR bottom line
This Is Not For...
- ✕AI consultants or technology vendors
- ✕Software developers or IT professionals
- ✕People looking for a product demo or sales pitch
- ✕Those seeking academic or theoretical AI research
"The most expensive mistake in AI isn't moving too slow. It's moving fast on bad advice."
— Windie Wilson, Founder, AI Works Advisors
Trusted by Fortune 500 Companies in Many Industries
Straight Answers to Real Questions
We Know What You're Thinking. Here's the Truth.
Every business owner we talk to has the same hesitations. Here's exactly what we say when they ask.
"Can't I just Google this or watch YouTube?"
YouTube gives you fragments. Google gives you opinions. This workshop teaches you how to build a structured, business-specific roadmap around your industry, your team size, and your actual goals. You also leave with a maturity assessment, not a browser full of bookmarks.
"I don't have time for a full-day event."
That's exactly why we built this as one focused day rather than a 12-week course or a 3-day summit. One Friday. 9 to 4. You'll accomplish more clarity in those seven hours than most business owners get in a year of reading AI newsletters.
"I've been burned by tech events before."
We hear this constantly. Most AI events are disguised product demos or upsell funnels. This workshop has no vendors in the room, no software to buy, and no pressure to sign up for anything. Windie built her career fixing the damage that bad tech decisions leave behind.
"Is AI even relevant to a business my size?"
Yes, and in many cases smaller businesses benefit more because they can move faster. Whether you have 5 employees or 500, the same core questions apply: Where is AI saving time? Where is it reducing cost? Where is it creating risk? We cover all of it.
"Will this be over my head technically?"
Absolutely not. No coding. No engineering. No acronyms without explanation. Everything is taught in plain English by people who spent decades translating complex technology into business results for non-technical executives. If you can run a P&L, you can follow every session.
"What makes this different from other AI events?"
Most AI events are built for tech people, by tech people. This one was built specifically for business owners in Southwest Florida, by someone who spent 30+ years inside Intel, SAP, and Microsoft watching what actually works and what destroys budgets.
Introducing
The AI Works Live Workshop
A full-day, hands-on, roll-up-your-sleeves workshop where we cut through every piece of AI noise and confusion, and replace it with the knowledge to build a clear, actionable roadmap specific to your business.
This is not a boring corporate seminar where someone talks at you for seven hours. We do live demos. We answer your specific questions. We work through real examples from your industry. And you leave knowing exactly how to build a plan you can actually execute. Starting the very next day.
What You'll Learn To Do
Clarity, Confidence & a Real Plan
This isn't another AI presentation that leaves you with more questions than answers. You'll leave knowing exactly how to build and execute your AI strategy starting Monday morning.
How to Build Your AI Roadmap
Learn how to design a plain-English roadmap specific to your business, not a generic template. You'll know exactly where to start and what to do first.
90-Day Quick Wins
Identify 2 to 3 things you can do in the next 90 days to save time, reduce costs, or grow revenue, without a massive IT project.
Protect Your Business
Understand the real risks of AI, including data privacy, cybersecurity, and liability, so you can move forward confidently without putting your business at risk.
See What Businesses Like Yours Are Doing
Real case studies from actual businesses, in many industries, with actual results, not hypothetical scenarios.
Avoid Costly Vendor Mistakes
Learn the 5 questions every business owner should ask before hiring an AI vendor or consultant, so you can avoid paying for something that doesn't work.
FREE BONUS: AI Maturity Assessment
Find out exactly where your business stands today with a complimentary AI readiness assessment, and what your next smart move should be.
Seats are limited to 70 attendees. Don't wait until it's sold out.
Reserve Your SeatFriday, May 29, 2026
A Full Day of Real Answers
9:00 AM to 4:00 PM in Naples, FL. Coffee, snacks, and lunch included. Come ready to learn how to build a real plan.
DATE
Friday, May 29, 2026
TIME
9:00 AM – 4:00 PM
LOCATION
Naples, FL (Venue details provided upon registration)
CAPACITY
Limited to 70 seats, register early
INCLUDED
Coffee, snacks & networking lunch
AI 101 for Business Owners
Understand what AI actually is, in plain English. Which tools matter today, which are hype, and how to tell the difference. No technical background required.
What AI Can Do for YOUR Business
Explore how AI can drive revenue, boost team productivity, and cut costs. Practical strategies tailored to local Southwest Florida business models, not Silicon Valley startups.
Lunch & Networking
Connect with other local business owners facing the same questions. Coffee, lunch, and conversation included.
Protecting Your Business
The essentials of data privacy, cybersecurity, and responsible AI use. Know the risks before you move, and how to manage them without slowing down.
Real-World Case Studies
See how businesses like yours, across healthcare, hospitality, legal, and retail in Southwest Florida, are already using AI to get measurable results.
Your AI Roadmap & Next Steps
Build your phased action plan. Learn how to evaluate vendors and partners. Learn how to build a phased action plan you can execute immediately.
You Will Learn How to Build a Complete AI Roadmap For Your Business
Not someday. Not "when you have time." You will know exactly how to build your plan, with real next steps you can execute starting the very next morning.
Step 1
Assess
Map your processes and find your highest-impact AI opportunities
Step 2
Implement
Pick 1–2 quick wins and execute your first AI automation in 90 days
Step 3
Automate
Scale your AI roadmap across your entire business with confidence
Your Experts
Real Experience. No Theory.
All three speakers have spent decades inside major organizations, not as academics, but as the people responsible for making technology actually work.
Your Host
Windie Wilson
Founder, AI Works Advisors
Windie spent 30+ years at Intel, SAP, and Microsoft, not selling software, but being the person companies called after the implementation went sideways. After the vendor left. After the data was a mess and the project was over budget.
Now, as the Founder of AI Works Advisors in Southwest Florida, she brings that hard-won knowledge directly to local business owners, so you can avoid the mistakes she's seen destroy budgets and derail businesses.
Intel
Supply Chain Management Advisor
SAP
Global Sales Program Leader
Microsoft
Global Go-to-Market Director
30+
Years in Enterprise Tech
"The most expensive mistake in AI isn't moving too slow. It's moving fast on bad advice."
30+
Years in Enterprise Tech
30+
Years Leading Change
Featured Speaker
Jan Kindl
President, Teksoft Ventures, Inc.
After working with the SAP product early in her career, Jan founded Teksoft Ventures and went on to spend more than 30 years leading Organizational Change Management and role-based training initiatives for enterprise software and global transformation programs. She's often brought into complex projects where adoption, alignment, and execution determine whether implementations succeed after go-live.
Jan has supported Fortune 500 organizations, public sector institutions, and global SAP implementations, leading training and change initiatives that impacted thousands of end users worldwide. She is also co-owner of Naples Print Source, a long-established commercial printing and marketing company serving Southwest Florida.
What Jan Brings to Your Business
- ●How to drive adoption so new tools actually get used after rollout
- ●Role-based training approaches that align teams and reduce resistance
- ●Lessons from Fortune 500 and global SAP transformations applied to your business
"Technology only delivers value when people actually adopt it. Change management isn't a nice-to-have, it's what makes the investment pay off."
Featured Speaker
Sean Ragland, CFEd®
Co-Founder & Field CEO, FinFiT Life · AI Innovation Partner
Sean brings 30 years of financial advisory expertise to the cutting edge of artificial intelligence, empowering faith-driven high performers to optimize their businesses through smart technology. As Co-Founder and Field CEO of FinFiT Life, he specializes in translating complex AI solutions into practical business wins, helping military veterans, first responders, athletes, and executives harness the power of AI without the tech overwhelm.
A trusted partner in the AI for Business initiative, Sean combines strategic financial insight with hands-on AI implementation to deliver real results, whether you're looking for quick wins or comprehensive transformation.
What Sean Brings to Your Business
- ●30 years of financial advisory experience applied to AI decisions
- ●Practical AI wins that protect your time, team, and bottom line
- ●A straightforward approach for owners who want results, not jargon
CFE Certified Financial Educator® · Private Client Group Advisor / Investment Advisor Representative
30
Years in Financial Advisory
More Than a Workshop
Connect with Southwest Florida's Business Community
You'll be in a room with up to 70 other local business owners who are asking the same questions you are. The conversations you have over coffee and lunch are often just as valuable as the sessions themselves.
70
Business owners in one room
1
Full day of focused learning
3
World-class speakers
∞
Connections you'll keep
Your Guide for the Day
Meet Windie Wilson
Windie Wilson is the founder of AI Works Advisors, an ethical AI transformation consultancy with over 30 years of leadership experience helping businesses navigate complex technology transformations without burnout, confusion, or broken trust.
She founded AI Works Advisors because she watched too many business owners get sold quick fixes, overpriced tech, and empty promises. Her mission is different: clarity, education, and transformation you can actually feel.
Windie has worked with businesses across real estate, healthcare, retail, manufacturing, and technology, and her empathy-first approach means she meets you exactly where you are, no matter your technical background.
What Past Attendees Say
Real Words From Real Attendees
Loved attending, will 100% be there next time!
Don S.
SWFL Investor
I would recommend this training to anyone interested in how AI can be added to their business. The presenter was extremely well prepared and knowledgeable.
Khris B.
Founder, Consulting Firm
I immensely enjoyed the workshop and learned a lot. I have dabbled with several AI tools and have found it frustrating. Windie's knowledge is obvious and she weaves stories into the presentation to keep you engaged. I am anxious to learn more about these toolsets as I continue this AI journey!
Jan K.
Owner, Naples area Small Business
WARNING: We Are Strictly Capping This at 70 Seats
Because this is a highly interactive workshop where I will be answering your specific questions and helping you map out your individual processes, I absolutely cannot have hundreds of people in the room. Once the 70 seats are gone, they are gone. There will be no waitlist, no recording, and no second chance at this price. If you are reading this, seats are still available, but that could change today.
Your Investment
Less Than the Cost of Taking a Client to Lunch
A full-day consulting intensive with me would normally cost thousands of dollars. Even the standard ticket price for this event is $99. But because I am on a mission to help our local Naples business community thrive, without being taken advantage of by overpriced tech vendors, I am doing something I have never done before.
AI Works Live Workshop · Naples, FL · May 29, 2026
- ✓Full-day AI Transformation Workshop (9 AM – 4 PM)
- ✓Live AI App Build Demo: watch it happen in real time
- ✓The Top 10 AI Apps guide with implementation instructions
- ✓Industry-specific AI use case examples
- ✓Learn how to build your personalized AI Roadmap on the spot
- ✓Q&A with Windie Wilson: get your specific questions answered
- ✓Coffee, snacks & networking lunch included
Secure checkout via Eventbrite · Limited to 70 seats
Exclusive Bonus: Included With Your Ticket
The AI Maturity Assessment + Custom Report($297 Value)
Every attendee receives a detailed AI Maturity Assessment, a comprehensive evaluation of your company's current AI readiness, followed by a custom final report with suggested next steps specific to your exact industry and business situation. This is not a generic checklist. This is a personalized strategic document worth more than the ticket price alone.
Common Questions
Frequently Asked Questions
Limited to 70 Seats
Reserve Your Spot Before It's Gone
Coffee, snacks, and networking included. Come ready to learn how to build a real plan you can act on the very next business day.
Questions? Email us at contact@aiworksadvisors.ai
P.S. There are only 70 seats available for this hands-on workshop. For just $47, you are getting a full day of expert guidance, live demos, the skills to build your complete AI roadmap, AND the detailed AI Maturity Assessment bonus (a $297 value). Don't let fear of something new hold your business back from the future it deserves. Click here to register now before the seats are gone.