Winning With AI Heads West to Oregon
Being in the room means you can stop an example, ask why it did not work, and hear the answer out loud. That does not happen watching a video at eleven at night.
What is the seminar in Oregon?
Any Oregon business owner fits in this room, and the mix is deliberate: a cabinet shop in Springfield, a food cart owner on Alberta, a mobile groomer in Bend, a bookkeeper working solo in Roseburg. Winning With AI is a single live evening on the work these tools take off a small operation, meaning answering customer questions, following up so leads do not go cold, turning notes into quotes and proposals, writing marketing in batches, cutting the back and forth of scheduling, and clearing routine written admin. Mike Filsaime teaches it in plain English, typing every example live in the room. There is no code, no experience needed, and nothing sold at the end. Early-bird seats are $49 while available, and if the evening is not right for you, say so before you leave the room and the registration fee is refunded.
- I-5 carries most of the state's daily business between Portland, Salem, Eugene, and Medford, and nearly everything else branches off it.
- The Cascades split Oregon in two. Portland to Bend means Highway 26 over Mount Hood, and winter can add an hour to that drive without warning.
- The coast runs on Highway 101 and on the season. Astoria, Newport, and Coos Bay fill through summer and go quiet by October.
- Portland is a city of neighborhoods with their own foot traffic. Alberta, Hawthorne, Division, Sellwood, and St. Johns each keep a separate customer base inside one city.
Which cities in Oregon have a seminar page?
- Eugene, OR · Coming soon. Pre-register to hear first.
- Portland, OR · Coming soon. Pre-register to hear first.
What happens on the night in Oregon?
It runs three hours, in person, in one room, with the tools open on a screen at the front and other owners in the chairs. You bring a laptop and something real to work on, an old proposal, a message you never wrote back to, whatever is actually sitting on your desk right now.
The person teaching is Mike Filsaime, with twenty-five years of building companies behind him, Groove, Kartra, WebinarJam, and EverWebinar among them. He explains it owner to owner, in plain English, and every example gets typed live so the wording is visible rather than summarized.
A stretch of the evening is spent on limits. What to charge is a judgment call and it stays with you. So does the customer who has already had enough, and so does anything public enough to shift how your business gets talked about locally.
How business actually works in Oregon
Portland does business one neighborhood at a time. Alberta and Mississippi run on walk-by traffic, Hawthorne and Division keep their regulars, the Pearl draws from downtown, and Sellwood and St. Johns feel like small towns that happen to sit inside a city. Cross into Beaverton, Gresham, or Hillsboro and the customer base changes again.
The Willamette Valley is a string of markets down I-5. Salem moves on a weekday state-office rhythm, Corvallis and Eugene follow school calendars, and Albany and Roseburg hold the space between. An owner in the valley can serve three of those in a day, and plenty do.
East and west of the corridor the map opens up. Bend and Redmond grew fast and are still growing, Hood River and The Dalles work the Gorge, Pendleton and Klamath Falls anchor long runs of high country, and the coast towns live on a summer season. Different weather, different drive times, same shortage of hours after dark to write everything up.
How Oregon businesses use AI right now
Start with the messages. A Hawthorne restaurant has the overnight voicemails and emails already drafted into replies when the first person arrives. A Beaverton appliance repair outfit answers the parts question that used to sit untouched until lunch.
Then the writing that follows a conversation. A cabinet shop in Springfield speaks the job into a phone on the drive back and gets an estimate out of it. A Bend property manager turns the tenant instructions she repeats weekly into one standard document. A Corvallis studio gets scheduling down to a single exchange.
Then the projects that never get started. A Newport gift shop writes a summer's worth of emails in one evening. A Medford landscaping crew gets the spring mailer done in February. A Portland nonprofit leaves its board meeting with the summary already written. Pricing, the conversation with an angry customer, and anything that affects reputation are kept off AI on purpose.
What do Oregon attendees take home?
- The overnight pile is handled before you get there. Messages that came in after close are drafted and waiting for you to approve or fix. That turns your first half hour into decisions instead of typing.
- A spoken description comes back as a written estimate. Walk the job, say what it needs, and read a quote with your terms in place. You still choose the price. The part that gets handed off is the writing.
- Follow-up runs whether or not you think about it. Silence costs more jobs than price ever does. Who has gone quiet gets tracked, the next message gets drafted, and it sounds like you rather than a template.
- A season of marketing built in a single evening. The busy months arrive and marketing quietly stops happening. Doing all of it at once, ahead of time, is the only version of this that survives a full calendar.
- No trade is the intended audience. Cabinet shops, cafes, salons, gyms, repair crews, landscapers, cleaners, agents, accountants, law offices, dental and medical offices, nonprofits, online sellers, agencies, and solo operators. The work these tools remove looks about the same across all of them.
- The parts that stay human. Price setting, the upset customer, and anything that shows in public. AI does not touch those, and the evening is specific about why.
What do people who have seen this say about it?
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.
What do people in Oregon ask about the seminar?
Has a Winning With AI date been announced for Portland or Eugene?
Not so far. Oregon dates are still being scheduled, so pre-register to be told first, whether it lands in Portland, Eugene, Salem, Bend, or Medford, and the $49 early-bird rate is held for you.
Is this Oregon seminar really open to any business, or is it aimed at tech?
Any business. A roofing crew in Gresham, a food cart on Alberta, a title office in Salem, and someone shipping orders out of a garage in Bend all lose the same hours to the same repeating tasks.
I run a two-person shop in Eugene. Do I need a technical background?
None at all. You are typing plain sentences, closer to writing a text message than to anything technical, and Mike builds each example live while the room asks questions.
What is a seat in Oregon, and what if the evening does not deliver?
Seats are $49 at the early-bird rate while they last. Attend the evening, and if it was not right for you, say so before you leave the room and the registration fee is refunded.
What should an Oregon owner deliberately keep away from AI?
Pricing, the customer who is already unhappy, and anything that shapes your reputation around town. Those belong with a person, and the evening is clear about where the line sits.
Where do the Oregon dates sit in the wider program?
Every Oregon room is one stop on Winning With AI with Mike Filsaime, the touring live AI seminar Mike Filsaime teaches one evening at a time in cities across the United States. The teacher, the demonstrations, and the money-back guarantee are the same in every city; the examples change to match the businesses sitting in the room.