Calgary · AI Strategy + Implementation

Calgary's AI integration specialists.

We help Calgary firms put AI to work where the day disappears. Fixed fees, measured outcomes, local team.

Book a free 30-min call See the packages

The Problem

Your firm is already paying for AI.

Not in licence fees, in the hours your partners spend on work AI can now do in minutes. Every week you don't fix this, that bill gets bigger.

Where AI Pays Off

Hours you can win back.

Invoicing & billing

4.5h → 0.3h

partner time, per week

Generate invoices, follow up on late payments, reconcile against time tracking. No human in the loop.

Drafting

Proposals, memos, status updates, and client letters, drafted in your firm's voice from a brief or a meeting transcript.

Client intake

Turn forms, emails, and discovery calls into structured records in your CRM or practice software, automatically.

What We Build

Four ways in. No retainers without proof first.

01 / 04

AI Quick-Check

$500 fixed

2 days

A fast, low-commitment read on where AI can help. The easiest way to get a clear answer without a budget meeting first.

  • 90-minute discovery session
  • Top-5 use cases, ranked
  • Short written report
  • 30-minute readout
Most popular
02 / 04

AI Readiness Audit

$3,000 fixed

1 week

The full diagnostic. A half-day on-site workshop, process maps of your top workflows, and a 90-day deployment plan with tool picks and projected ROI, backed by our 5× guarantee.

  • Half-day on-site workshop
  • Workflow process maps (top 3)
  • Ranked AI use-case shortlist
  • Tool & tier recommendations across the leading AI platforms
  • 90-day deployment roadmap
  • Initial governance policy draft
  • Polished PDF report + 60-minute readout
  • 5× ROI guarantee, or we refund the fee
03 / 04

Implementation

From $6,000 fixed

2 – 6 weeks per package

Pick the build that fits the workflow you want fixed. Each package is a single fixed price and targets one measurable outcome, with a baseline KPI and an after-number.

  • Workspace Deployment $6,000
  • Custom Integration $10,000
  • Skill or Plugin Build $15,000
  • Baseline KPI capture
  • Build, train, and measure
  • Documentation and runbook
  • Post-launch monitoring (30 days)
04 / 04

Fractional AI Architect

$3,500 / month

6-month minimum, then month-to-month

For firms past their first build who want a permanent in-house-level capability without the full-time hire. One monthly number; we adjust scope, not price.

  • Monthly strategy session
  • Up to 10 hours of build and maintenance work
  • Quarterly AI-landscape review
  • Staff office hours
  • Slack response within 24 business hours
  • Quarterly KPI and ROI report

Every engagement is a single fixed price, quoted before we start. No hourly billing, no surprise overages. If scope changes, we agree a new number first.

Not sure which tier fits? Start with a free 30-minute AI Readiness Conversation.

What We Don't Do

Where we say no.

  • Generic AI training courses
  • Replace your accountant, lawyer, or engineer
  • Sell you vendor licenses or take referral fees
  • 12-month transformation programmes
  • Subcontract anything we sold you
  • Lock you in

Founders

Two founders. Every engagement, end to end.

Portrait of Griffin Cheesman

Griffin Cheesman

Co-founder · Strategy & Engagement

Leads strategy, audit delivery, and client engagement at Trailhead. Background in business strategy and operations, with hands-on experience deploying AI workflows inside professional services environments.

LinkedIn ↗
Portrait of Ben Adema

Ben Adema

Co-founder · Accounting & Communications

Leads accounting workflows and client communications at Trailhead. Background in accounting and financial reporting, with hands-on experience putting AI to work inside professional services environments.

LinkedIn ↗

The start of the journey

Find out if AI can pay for itself at your firm.

Free 30 minutes at your office. We come with three use cases costed for your firm. If it's not a fit, no follow-up.

Book the conversation