Practical AI and business-buying tools
Toronto · for ambitious people building toward ownership across Canada

From salary to ownership, one real deal at a time.

AndChill documents how one working PM evaluates real Canadian business listings, pressure-tests the financing, and uses ordinary automation and AI to improve businesses that already work. Free tools first. A conversation when it's useful.

Deal of the Week

One current Canadian listing, pressure-tested every Tuesday: the numbers, the biggest risk, ten diligence questions and what I'd change first. Listing claims are not verified.
Deal of the Week · Edition 001

GTA bookkeeping practice

$500K ask · $546,644 revenue · $200,969 listed cash flow

The headline multiple looks attractive. The owner-replacement scenario asks a harder question.

Pressure-test the listing →
AndChill field library

AI, systems and acquisitions

Thirteen practical guides

Find automation opportunities, price a project, normalize SDE, run diligence and plan the first 100 days.

Explore every guide →

Already run a business? Start here.

You don't need an AI strategy. You need to know whether the thing eating your team's time this week is worth fixing with AI, ordinary automation, or not at all-and what that would actually cost.

Bring one workflow to a free 15-minute call. No deck, no pitch: a straight answer, and a next step only if it makes sense.

Thinking about buying one? Start here.

Open a real listing next to the free calculator. Normalize the earnings, fund the manager you'll need, and see what's left after debt - before you talk to a broker.

Pressure-test a listing →

Free tools built around real business work

Try a tool first. If it helps, enter your email and we’ll send the self-hosted version and setup guide. Your business data stays with you.

Build before you subscribe. Every tool here was built before paying for the SaaS version. Use the useful 80% free; if you outgrow it, you'll know exactly what you need to pay for.

Resource 01 · Test a real listing

Biz Calculator

Normalize earnings, add the costs you will really need, structure the purchase and see what remains after debt.

Resource 02 · Business-buying primer

Business Playbook

Learn how cash flow, financing and operations fit together before you consider buying a business.

Resource 03 · This is a CRM

Rapport

Contacts, companies, pipeline, follow-ups and forecasts

The best parts of Salesforce, HubSpot and similar CRMs, shaped for SMEs that need a solid CRM core.

Resource 04 · This is a project tracker

Pathway

One board, every client project, one glance

The parts of Jira/Asana/Trello/MS Project an SME team actually needs - nothing else.

Side project: Fourward, a workout + food tracker built with the same build-before-you-subscribe habit - the operating discipline pointed at yourself.

Buying a business? Understand it, then improve it.

Learn the basic language of acquisition, test the economics and identify where better systems, automation or AI could add value after the purchase. Explore the acquisition playbook →
Meridian Supply Co.
Income Statement · Estimated figures, for illustration only
Revenue$1,000,000
Cost of Goods Sold($400,000)
Gross Profit$600,000
Advertising (Google Ads, social)($40,000)
Software & CRM($15,000)
Rent($90,000)
Utilities($25,000)
Payroll (includes $100,000 owner's salary)($285,000)
Insurance($25,000)
Bank Charges & Fees($10,000)
Net Income$110,000
+ Owner's Salary (add-back)$100,000
SDE$210,000
At a multiple of 3x, a bid for this business would land around $630,000. Tap any underlined word above for a plain-English definition.

Already run a business - or about to buy one? Here's where AI actually moves the needle.

These aren't add-on services bolted onto a consulting pitch. They're the same categories that show up over and over in the AI Cases below - real businesses saving real time and money.

🗂️
A CRM
Hosted on your own AWS, retainer-based, not SaaS - you own the data.
✍️
Content & copy
Us in the room with you, refining prompts until it sounds like you.
🎬
Ads & creative
Images via Nano Banana Pro, video via Kling 2.5 - real current tools.
⚙️
Efficiency consulting
Auditing repeatable work, automating what doesn't need a human.
See the full glossary - every term, every offering →

AI is already doing this

Real, named, sourced - not our own case studies.
Papaya Global

Global marketing with a lean operations team

Connected customer data and automation across HubSpot, Workato, Gong and AWS.

Complex operations without a large team

read the story →
Chime

Agents manually summarizing calls

Added AI-generated summaries to the customer-support workflow.

250,000+ hours saved annually

read the story →
Explore 20 real, sourced AI cases →
Talk to AndChill