FREE ASSESSMENT · 2 MIN

Find out where AI actually fits your business.

Ten questions. Two minutes. A clear, jargon-free diagnosis of where you are, what's blocking you, and the next moves that will pay off.
Built from 600+ SMB engagements right here in San Diego.

Sample shown below — start the assessment to see your own

Are you ready for AI? Let's find out together.

Every week, business owners ask me the same question: "Should I be doing something with AI?" The honest answer depends on you — your business, your team, your goals, and where you are right now. This assessment helps you find that answer.

It takes about 5 minutes. There are no wrong answers. As soon as you finish, you'll see your AI Readiness Score and a quick summary of where you stand — no email required for that part.

If you want the full picture — your pillar-by-pillar breakdown, three personalized next steps, and a detailed PDF report — just verify your email and we'll unlock it. No surprise sales pitches. No spam. Just an honest read on where you stand.

— Kenneth Tolcou, Founder, AI Upside Group

What You'll Get (Free)

  • • Your AI Readiness Score (0–100)
  • • Your readiness tier and what it means
  • • A clear next step for your situation

What You'll Unlock (Email)

  • • Pillar-by-pillar score breakdown
  • • 3 personalized recommendations
  • • Detailed PDF report by email

Your answers stay private. We'll never share your responses or sell your information.

WHAT YOU SEE FIRST

Your score, instantly — no email required

We give you the score and the headline diagnosis up front.
The full roadmap with downloadable guides is one email away.

Sample 100% Free
85
/ 100
READY TO SCALE

You're ready to make AI a real competitive advantage.

You're ahead of most small businesses. Your foundation is solid, your team is ready, and you have the clarity to put AI to work right now. The question isn't if — it's what first.

Want the full picture?

Your score gives you a starting point. The detailed report goes deeper:

  • Your pillar-by-pillar breakdown — see exactly where you're strong and weak
  • Three specific recommendations tailored to your lowest-scoring areas
  • A printable PDF you can share with your team or advisor

Takes 60 seconds. We just need to verify your email is real.

— Sample report. Yours will be personalized based on your answers.

AFTER EMAIL UNLOCK

Your personalized AI readiness roadmap

This is the full report that lands in your inbox. Each focus area includes a downloadable guide.

Your 3 highest-leverage moves

Based on your answers, these are the focus areas that will create the biggest jump in your AI readiness score over the next 6 months — in order of ROI.

Get your data out of silos

WEAKEST AREA · 22/100
01

AI is only as good as the data it can see. Right now your customer info, financials, and operations live in separate places that don't talk to each other. This is the single biggest thing blocking useful AI for your business.

  • Inventory what's where — spreadsheets, CRM, QuickBooks, email
  • Pick one "source of truth" per data type
  • Set up basic automation between systems (Zapier, Make)

Build your team's AI vocabulary

HIGH IMPACT · 28/100
02

Your team doesn't need to become AI engineers — but they do need shared language to spot opportunities. A 90-minute workshop gets everyone on the same page and surfaces 10-15 concrete use cases you'd otherwise miss.

  • Run a "where does this bore us?" audit across the team
  • Build a 1-page AI glossary specific to your industry
  • Designate 1-2 internal AI champions

Pick one repetitive process to automate first

QUICK WIN · 45/100
03

You don't need to "do AI." You need to pick one annoying, repetitive process and make it disappear. Invoicing, appointment follow-ups, lead intake — something that eats hours each week. Win once, then repeat.

  • List your top 5 weekly time-sinks
  • Score them on repeatability × volume
  • Build the first automation — aim for under 2 weeks

Want a human to walk through this with you?

The report above is yours to use however you want. But if you'd rather have a 30-minute call with Ken to dig into what's actually going on in your business, that's free too.

Book a Consultation