Small businesses

AI consulting for businesses with 10 people or fewer.

Pocket Square helps small businesses use AI on the tools they already pay for. We're a small business too. OutSnapped has been running since 2008. We know you can't stop working for a month to learn AI.

So we start with one 90-minute session and a written plan.

Book a Starter Session
A person pointing at a checklist in a large open playbook

Start here

Starter Session, $1,500.

A 90-minute AI audit of your business, plus a written plan within 48 hours. We look at where your week goes and what tools you already pay for. Then we tell you the three things to try first.

The full $1,500 counts toward any bigger project within 60 days.

The written plan covers

  • The top 3 things to try first, each scored on time saved, money saved and effort.
  • Your current tools: what to keep, what to cut, and what to add.
  • What AI should not touch in your business.
  • The next step, with a rough price.

What usually comes next

For a business with 10 people or fewer, the path usually looks like this. You can stop after any step.
  1. 1

    Starter Session

    $1,500. A 90-minute audit and a written plan within 48 hours.
  2. 2

    A Workshop for your team

    Half-day from $5,000. Your team learns AI on its own real work, and keeps a playbook. Up to about 15 people.
  3. 3

    Build-alongside

    From $5,000 per project. We set up the workflows with you, on tools you already own.
  4. 4

    Ongoing help, if you want it

    AI Mentorship from $2,000 a month, or a Fractional AI Lead from $5,000 a month. Both have a three-month minimum. See every format and price.

How we work

AI drafts. You hit send.
Nothing goes out without a human yes.
Your tools, not a new platform.
We work on the tools you already have.
A document, not a transcript.
Every engagement ends with something written you can keep.
Paid recommendations are disclosed.
If a tool we recommend pays us, we tell you in one line.

More questions? Read the FAQ, or see who you would be working with.

We run our own business this way

Two systems we use every day.

Sales outreach where a person hits send

"AI drafts the outreach. I hit send." When a contact leaves a company, it finds who replaced them.

Nothing goes to a prospect without a human yes.

A daily newsletter that checks its own sources

Every morning at 4am, a system drafts the Artificially Intimidating AI brief. It traces every story back to its source. It drafts the issue, the art, and a podcast episode.

It never publishes on its own. A person reads it and hits publish. Each mistake it has made now has a check that blocks it.

90 minutes, then a plan

You will know the three things to try first, and what they will save you.
Book a Starter Session

I take on two or three new clients a month, so I can actually do the work myself.