AI consulting for small businesses. Start with a free call.
Think Ahead Careers offers AI consulting for small businesses. Winston Burron, an entrepreneur in Ontario, Canada, starts with a free intro call on Google Meet to learn how a business runs and name the repetitive tasks AI can take over, such as replying to common customer questions, sending appointment reminders and drafting quotes. Owners who want hands-on help can book a 30-minute session ($200 CAD / $150 USD) or a 60-minute session ($350 CAD / $260 USD), where Winston walks them through setting it up so they can run it themselves.
How much does AI consulting cost?
Want help setting things up after the intro? Book a follow-up session online: pick a time that works for you and pay by card when you book.
You pay by card through Stripe when you book. Prefer Interac e-Transfer? Ask on your free call and we'll set a time with you. Sessions are a conversation based on Winston's own experience. They are not legal, financial, tax or investment advice, and no business, funding or career outcome is guaranteed.
What happens on the free intro call?
- Winston learns how your business runs and where your week goes.
- Together you pick out the repetitive tasks you'd most like to stop doing by hand.
- You leave with a short list of tasks AI could take over, and where to start.
- No obligation. Nothing is bought or set up on the call.
To get the most out of it, jot down the three tasks that annoy you most each week.
What can AI take over in a small business?
Most small businesses start with the repetitive tasks that eat their week. Pick your type of business for specific examples:
Restaurants and cafes
Answers to the same questions on Instagram and Google, drafts of review replies, weekly specials posts.
Trades and home services
A text back to every missed call, quote drafts from quick notes, appointment reminders.
Clinics, salons and studios
Reminder texts and emails to cut no-shows, waitlist messages, online intake forms.
Shops and online stores
Product descriptions, answers to order questions, follow-ups for unfinished checkouts, newsletters.
Professional services
Lead follow-up emails, document summaries, meeting notes turned into task lists.
Coaches, tutors and lessons
Scheduling, invoice and payment reminders, lesson notes, finding new leads.
Examples, not promises. Every business is different, so the free call is where we find what fits yours.
Guides: AI receptionist · AI for small business · AI tools for small business · Hiring an AI consultant · Missed call text back · AI agents for small business · Automate social media posts
How does it work?
- Pick a time for your free intro call. It takes about a minute.
- You get a Google Meet link by email right away.
- On the call, Winston learns how your business runs and points out where AI could save you time.
- Want help setting it up? Book a 30 or 60 minute session online and pay by card when you book.
- After you pay, you get a Google Meet invite, and Winston walks you through it step by step.
All calls are on Google Meet, so you can join from anywhere.
Who is Winston Burron?
Winston BurronAI & Entrepreneurship Consultant
I run 3 businesses in Ontario: Winny Math, Winny French and Think Ahead Careers. All three run on AI, with a team of AI assistants that sorts email, finds leads, drafts posts and handles most of my digital work. I help other owners get the same kind of wins in their own business, and I walk you through every step so you can run it yourself. Let AI handle the busywork, so you can step back, think and steer your business instead of working your tail off.
A few things AI already does in his own businesses:
- In all three businesses, a team of AI assistants sorts email, finds leads and drafts posts.
Why are small businesses starting to use AI?
AI use by Canadian businesses doubled in a year. In the second quarter of 2025, 12.2% of businesses said they had used AI to produce goods or deliver services in the past 12 months, up from 6.1% a year earlier. Among businesses not using AI, 11.3% said they didn't know enough about what it can do. The free intro call is built for that: you see what AI could do in your own business before you spend anything.
Source: Statistics Canada, Analysis in Brief, September 2025.
Book a free intro call
Pick a time that suits you. The call is 30 minutes on Google Meet and costs nothing. When you book, you answer one short question about your business so Winston can prepare.
No time that works? Tell us a little about your business and we'll email you to find one. Sending the form doesn't book a time yet.
Thanks. We received your request. We'll reach out to schedule a free call to get to know your business.
AI consulting FAQ
What happens on the free intro call?
Winston Burron asks how your business runs, where your week goes, and which tasks you'd most like to stop doing by hand. You leave with a short list of tasks AI could take over. The intro call is free, on Google Meet, and there's no obligation to book anything after it.
How much does AI consulting cost after the free call?
Follow-up sessions with Winston are 30 minutes for $200 CAD / $150 USD, or 60 minutes for $350 CAD / $260 USD. You can book a session online and pay by card when you book, or ask on your free call to arrange a time and pay by Interac e-Transfer.
Do I need to be good with technology?
No. Most of what small businesses automate first is simple: reminders, replies to common questions and follow-ups. Winston walks you through every step on Google Meet, so you understand how it works and can run it yourself.
What kinds of businesses do you help?
Local and online small businesses of all kinds, from restaurants, trades and salons to online stores, coaches and professional services. Calls are on Google Meet, so location doesn't matter. Think Ahead Careers is based in Ontario, Canada.
Who is Winston Burron?
Winston Burron runs 3 businesses in Ontario, Canada: Winny Math, Winny French and Think Ahead Careers. All three run on AI, with a team of AI assistants for email, leads and posts.
What does an AI consultant do for a small business?
An AI consultant finds the repetitive tasks in a business that AI can handle, then helps the owner set them up. At Think Ahead Careers, Winston Burron starts with a free call to learn how your business runs, then walks you through each setup step by step on Google Meet.
How can a small business start using AI?
Start with one repetitive task you do every week, like answering the same customer questions or sending appointment reminders, and automate just that. Winston Burron's free intro call helps you pick the best first task for your business.
What tasks can AI automate for a small business?
Common first tasks are replies to common questions on Instagram and Google, drafts of review replies, a text back to missed calls, appointment and no-show reminders, quote drafts, product descriptions, follow-ups for unfinished checkouts, lead follow-up emails, meeting notes turned into task lists, and payment reminders. Which ones fit depends on your business.
Is the free intro call really free?
Yes. The intro call with Winston Burron is free, on Google Meet, and there's no obligation to book anything after. Paid sessions are only booked if you ask for hands-on help, and you pay only after a time is agreed.
Do I need to buy new software?
Not on the call. Winston looks at the tools you already use first and explains any other options and what they cost, so you decide what to set up, if anything.
Should I hire an AI consultant or learn AI myself?
You can learn it yourself, but it takes time to find what works for your type of business. A consultant shortens that. Think Ahead Careers' approach is a mix: Winston walks you through each setup so you understand it and can run it yourself afterward.
How long does it take to set up a first automation?
It depends on your tools and the task. Simple ones, like reminder messages, often fit in a single session. On the free call, Winston tells you what can realistically be done in a 30-minute or 60-minute session.
Will AI replace my staff?
That's not the goal. The focus is taking repetitive tasks off you and your team, like copying information between apps or answering the same question again and again, so people have more time for customers and the work only they can do.
Is this legal or financial advice?
No. Sessions are a conversation based on Winston's own experience. They are not legal, financial, tax or investment advice, and no business, funding or career outcome is guaranteed.
Cancelling or rescheduling a paid session
- Cancel 24 hours or more ahead for a full refund or a free reschedule.
- Cancel with less than 24 hours' notice, or miss the session, and you may take one courtesy reschedule, subject to Winston's availability. Otherwise there is no refund unless the law requires one.
- If Winston cancels or changes the time, you choose a full refund or an agreed replacement time.
- Arriving late does not extend the session.
- Booked online? Use the reschedule or cancel link in your confirmation email.
Consultations are separate from resumé and cover letter orders. The 24-hour turnaround for those orders does not apply.
Also from Think Ahead Careers: free interview questions by role and resumé editing.