Master AI tools that move your business forward
An evening with Mike Filsaime, bringing practical AI strategies to Montpelier entrepreneurs and small-business owners who want to compete smarter, sell faster, and handle operations better with modern tools.
Coming soon to Montpelier, VT. The date and venue are not set yet. Pre-register to be the first alerted when they are.
Pre-register for the seminar in Montpelier
What is the seminar in Montpelier, VT?
Winning With AI is a live evening seminar taught by Mike Filsaime, an online business pioneer with 25 years building and scaling digital companies. He teaches plain-English strategies for integrating AI into sales, customer follow-up, marketing, and daily workflows. No coding required.
- Format: Interactive evening seminar with real business problems and solutions
- Teaching style: Plain English, zero jargon, practical workflows for immediate use
- Audience: Business owners, founders, service providers, and marketing leaders
- Investment: Pre-register now for updates when the Montpelier date is set
- Outcome: Leave with three to five concrete AI workflows you can deploy this week
The evening in Montpelier, explained
Mike brings real workflows from companies he has built and run, not academic theory or generic examples. You learn what works because he has tested it in his own businesses.
The room covers how to use AI for customer research, proposal writing, email follow-up, content creation, and administrative tasks that drain your time every week.
It is designed for business owners running lean teams who need their tools and their people to do more without hiring their way out of the problem.
Is AI worth it for a small business in Montpelier, Vermont?
Business owners leave with a shortlist of AI tools and exact prompts for their specific role, whether you sell services, manage a team, or run marketing and operations.
You learn what AI actually does well and what it does not, so you avoid tools that sound powerful but waste your money and time.
Most importantly, you see how other business owners in the room are using AI, so you leave not just trained but connected to people solving the same problems you face.
A practical AI seminar built for Montpelier businesses
Montpelier is home to state government, captive insurance companies, and small business owners managing multiple roles. AI tools help government contractors bid faster and insurance professionals automate client communication.
The tourism and hospitality businesses in the area can use AI for seasonal staffing coordination, customer service automation, and marketing content that reaches both regional and national visitors.
Insurance and professional services firms in Montpelier manage high documentation loads. AI can handle intake forms, compliance checklists, and follow-up workflows, freeing your team to focus on client relationships.
What Montpelier attendees walk away with
- Customer research in hours. Use AI to analyze customer pain points and objections faster than traditional surveys.
- Proposal drafting. Feed in your requirements and let AI create the first draft your team refines.
- Email workflows. Build follow-up sequences that feel personal but run on time without your daily work.
- Admin automation. Move data entry and form intake tasks into workflows that run without you.
- Content ideas on demand. Generate social media captions, blog ideas, and pitch outlines in minutes.
- Team efficiency. Train your team once and let them use AI to do their jobs at a higher level.
Who the Montpelier seminar is for
Montpelier business owners and founders
Running a small business and juggling growth, sales, and operations.
- Save hours every week on routine business tasks
- Learn tools that fit your budget
- Keep customer relationships personal while automating logistics
Government contractors and professionals
Managing complex compliance, proposals, and client communication.
- Streamline RFP responses and documentation
- Reduce errors in intake and review
- Scale your practice without scaling your overhead
Insurance and finance professionals
Handling high volumes of communication, data, and documentation.
- Automate customer intake and follow-up
- Analyze client data for better targeting
- Free your team from administrative work to focus on relationships
A live seminar vs. free videos vs. an online course
| This live seminar | Free online videos | Self-paced AI course | |
|---|---|---|---|
| Format | Live, interactive evening with real Q&A and peer interaction | YouTube videos on specific topics; no personalized guidance or live questions | Self-paced modules with limited interaction; you work alone on assignments |
| Who teaches | Mike Filsaime, who has built and sold multiple companies using these strategies | Various creators; quality and expertise vary widely across platforms | Pre-recorded instructor; no live teaching or adjustment for your questions |
| Practical workflows | Real prompts and workflows you can use immediately in your business this week | General concepts; you must figure out how to apply them to your specific business | Exercises designed for beginners; often too generic for your actual workflows |
| Community | Meet other business owners solving the same problems you face in your area | No community; you learn in isolation from a screen | Forum access but no face-to-face connection or local networking |
| Results | Walk out with a shortlist of tools and exact next steps for your business | You leave knowing concepts but unclear on what to build or try first | You finish courses but struggle to know where to start with your actual work |
What is Montpelier, VT actually like?
Montpelier is Vermont's capital and a hub for insurance innovation, particularly captive insurance companies that operate lean and need to move fast. Small-business owners here wear multiple hats and understand the value of smart automation.
The city has a strong community of professionals in government, finance, and small business who collaborate and share ideas. The business environment here rewards practical, no-nonsense approaches to operational efficiency.
Tourism and hospitality are central to the Montpelier economy, bringing both seasonal work and the challenge of managing customer expectations and logistics across different seasons and visitor profiles.
How Montpelier businesses are using AI right now
Government contractors in Montpelier use AI to analyze RFP requirements and draft proposal responses faster, catching details they might miss under time pressure. They use chatbots for intake and document analysis to reduce manual work on compliance-heavy projects. AI tools help them forecast project timelines and resource needs with historical data.
Insurance professionals use AI to summarize client documents, flag missing information before underwriting, and draft customer communications that explain coverage options in clear language. They run customer research with AI to understand pricing sensitivity and competitor positioning. Email workflows use AI to personalize follow-up without personalizing every message manually.
Headlined by Mike Filsaime
The Montpelier session is taught by Mike Filsaime, who spent 25 years building digital businesses before he started teaching AI. He built Groove, Kartra, WebinarJam, and EverWebinar, which means the workflows in this room come from someone who had to make them work in his own companies first.
He is a pioneer in AI and online business, and his reputation rests on plain English. No jargon, no theory for its own sake, no assumption that you already know what a model or a prompt is. If you can describe the job you want done, you can follow what he shows you.
In Montpelier he works through the moves in front of the room, live, with time for questions from the people actually sitting there. You see the workflow built rather than described, which is the part that does not survive a recording.
People who have seen this in action
Thank you for your incredible knowledge and insight. It made a powerful impact. I don't take anyone's time lightly, least of all someone with your level of marketing genius.
He'll not only make it simple, he'll make it very profitable.
When I saw what Winning With AI could do, I knew we had to move fast. Work that used to drag out for three months now gets delivered by my team in two or three days.
I'm a tougher critic, but Winning With AI blew me away. One idea showed me how to save thousands of dollars a month.
Coming soon to Montpelier
We have not set the Montpelier date yet. Pre-register and you will be the first to know when we do, before seats go on sale to everyone else.
Pre-register for the seminar in Montpelier
Montpelier questions and answers
Is the seminar in Montpelier for beginners?
Yes. Mike assumes no prior AI experience. If you have never used ChatGPT, you will still leave with concrete workflows. The seminar also teaches advanced techniques for experienced users, so everyone leaves with something new.
Who should attend the Montpelier seminar?
Business owners, founders, service professionals, marketing leaders, and anyone running operations for a team. You should attend if you manage your own time and want AI tools that actually move your business forward.
Does this work for a small business in Montpelier?
Yes. In fact, small businesses benefit most because AI tools help you compete with bigger teams without hiring more staff. The seminar focuses on practical, affordable tools that work for lean operations.
What do you leave with from the Montpelier seminar?
A shortlist of AI tools and exact prompts you can use immediately in your business. You also get a roadmap for which tools solve which problems, plus peer connections with other Montpelier business owners.
Who teaches the seminar in Montpelier?
Mike Filsaime, who built multiple online platforms and has 25 years teaching entrepreneurs how to scale their businesses with technology. He teaches plain English without jargon.
When is the seminar coming to Montpelier?
We are working to schedule a date. Pre-register above to get first notice when the Montpelier date is confirmed with venue and ticket details.
How do I pre-register for the Montpelier seminar?
Enter your email above to join the pre-register list. Pre-registered attendees are notified first when the Montpelier date and venue are set.
Is there a seminar coming to other Vermont cities?
We are bringing the seminar to multiple locations across Vermont and New England. If Montpelier is not convenient, reach out and we can let you know about sessions near you.
Can I watch this online instead of attending in person?
This is a live, in-person seminar designed for face-to-face interaction, peer learning, and real Q&A. We keep seminars small to allow direct conversation with Mike and other attendees.
Other Vermont seminar cities
All Vermont cities | Every seminar city by state | AI for small business | Is an AI seminar worth it? | Who teaches it | Find a seminar near you