AI coaching for teams

Your team, running on AI

We embed with your team to coach, consult, and build AI into how you actually work. Weekly sessions, Slack access, and real dev hours included in every tier.

Transforming businesses through expert
AI coaching services
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Bridging the AI execution gap

While many organizations fail to scale AI beyond pilots, expert-led training empowers your team to apply it confidently and drive real results.

74%

Struggle to Scale AI Value

Most companies have not progressed beyond pilot projects to generate meaningful business impact, despite strong interest in AI.

BCG, AI at Work

6%

Satisfied with Innovation

Few CEOs report being satisfied with their organization’s innovation performance.

McKinsey, Strategic Growth & Innovation

85%

Expert Support Drives Success

The majority of successful AI transformations involve dedicated change management and external expert partnerships.

BCG, AI at Work 2025

With two AI exits and three client exits, we bring hands-on experience building and scaling AI products, and train teams to replicate that success.

How we work

Three paths to move
from strategy to execution

AI Strategy & Coaching

Weekly 1:1s or team sessions. We audit workflows, identify high-impact AI opportunities, and build a roadmap your team can execute.

AI Residency

We embed with your team monthly, acting as coach, builder, and strategic partner to help you move faster and apply AI effectively.

AI Workflow Development

We design and build custom AI agents and automations. You bring the problem, we architect and ship the solution.

We deploy, run, and train your team on AI agents

Need AI agents deployed in your stack? We handle the full lifecycle while training your team to use and evolve them.

Who this is for

Built to navigate the shift already happening

Founders scaling without headcount

You need AI running across sales, ops, and content but you're not hiring an AI team. We become that team.

Operations leaders drowning in manual work

If your team is still copy-pasting between tools, routing tasks by hand, or managing manual processes, start here.

Agencies looking to sell AI workflows to clients

Train your team on AI, white-label the workflows, and sell it to clients at your markup. 10+ agency partners so far.

Corporate teams stuck after buying AI tools

You have ChatGPT seats, Copilot licenses, maybe a few automations. None of it connects. We make it connect.

A better way to learn AI

Courses teach theory. Consultants write decks. We embed with your team, coach them hands-on, and build the systems together.

Tailored to your stack
Time to results
Ongoing support
Includes building
Team enablement
Islands comparison table showing advantages over competitors
Tailored to your stack
Fully custom
Time to results
1 week
Ongoing support
Monthly coaching
Includes building
Yes, every tier
Team enablement
Role-specific

Hiring in-house

Tailored to your stack
Depends on hire
Time to results
2–3 months
Ongoing support
Depends on hire
Includes building
Depends on hire
Team enablement
One person

DIY with AI tools

Tailored to your stack
No
Time to results
4–6 weeks
Ongoing support
Course only
Includes building
No
Team enablement
One-size-fits-all

"Bringing Islands in to build our content workflows was the best decision we made this year. What used to take our team days now runs on autopilot."

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Jake Carter
CEO, JWC Distribution
Success stories

We’re proven leaders in AI deployment

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Twenty-First Digital

Achieving 5x faster client reporting with specialized AI agents

Cut creative production from hours to minutes. Automated ad generation, brief creation, and Figma-to-Drive publishing without designer involvement.

~96%

Reduction in per-report time, per client

$335/mo

Saved by stopping the Fluent.ai subscription

100%

Consistency across reports in format and tone
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Growth Stackers

Building a fully automated creative pipeline from the ground up

Cut creative production from hours to minutes. Automated ad generation, brief creation, and Figma-to-Drive publishing without designer involvement.

Hrs → Mins

Creative production time per campaign

10-20x

Variations generated per product without designers

$250k/day

Ad spend managed through automation
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Top 100 Amazon Reseller

From fragmented data to AI-driven purchasing decisions

Built a full data warehouse, discovery engine, and ML forecasting pipeline from scratch, replacing gut-feel purchasing with automated, model-driven decisions.

4100+

ASINs tracked daily with automated data collection

1.3 million

New product opportunities discovered

~81%

Reduction in forecast error on top products

Scale up as you go

We don't believe in one-size-fits-all. Whether you need a single strategy session or a dedicated AI partner for the quarter, we'll scope something for you.

Copilot

$3,000/mo

Get oriented and start shipping your first AI wins with a dedicated engineer.

Weekly 1:1 with our Lead AI Engineer

Unlimited Slack access with up to 3 AI Engineers

Up to 20hrs dev/build time per month

Additional hours at $90/hr

First seat included

Chief of Staff

$6,000/mo

Scale AI across your teams with coaching, dev hours, and workflows delivered monthly.

Everything in Copilot, plus:

Weekly 1:1 per seat

Up to 50hrs dev/build time per month

Typically 1 full agentic workflow per month

$400/mo per additional seat

RECOMMENDED

Copilot

$10,000/mo

We run your entire AI strategy, from leadership alignment to full stack management.

Everything in Copilot, plus:

Weekly sessions with you plus leadership

Up to 100hrs dev/build time per month

Typically 2-3 full agentic workflows per month

Quarterly strategy sessions

$350/mo per additional seat

Every tier includes coaching sessions and dev hours for building AI workflows and agentic systems. Hours don't roll over but can be banked one month with advance notice. A seat covers any employee being coached or using the systems we build. All communication runs through Slack.

Need something smaller?
Start with a project

Book a strategy session

Hourly consulting

Starting at $75/hr

For teams that need targeted help on specific problems. AI architecture, tool selection, prompt engineering.

Project-based engagement

Starting at $15,000

We scope, build, and deploy a custom AI solution integrated into your stack. Includes 30 days of post-launch support.

Monthly retainer

Custom

Scoped to your needs. Mix of coaching, dev hours, and agent management.

Book a strategy session

Canadian? Get up to 60% of this back.

If your company is incorporated in Canada, your AI work may qualify for SR&ED tax credits, up to 66% on employee costs and 33% on R&D spend. We handle the full claim process.

Everything you need to know

What does an engagement look like?

We start by auditing your workflows, then coach your team hands-on while building AI systems alongside you. Most teams see results in the first week. Ongoing support is available monthly.

Do we need AI experience?

No. We meet your team where they are and tailor everything to your starting point.

What agents and tools do you work with?

We're tool-agnostic. We work with OpenClaw, n8n, Make, Zapier, custom Python agents, OpenAI, Claude, Gemini, and more. We recommend what fits your stack, not what pays us a referral fee.

What tools do you cover?

We're tool-agnostic. We coach teams on ChatGPT, Claude, Copilot, Gemini, and workflow tools like n8n, Make, and Zapier for building agentic systems. If you're using internal or custom tools, we cover those too.

How is this different from an AI course?

Courses teach generic skills. We coach your team using your actual tools and workflows. Everything is immediately applicable.

Can we start with just one person?

Yes. Most companies start with a founder on Copilot and expand from there.

What are dev/build hours?

Dev hours cover building AI workflows, automations, and agentic systems. Separate from coaching sessions. Hours don't roll over but can be banked one month with notice.

Can we pause or cancel?

Yes. All tiers are month-to-month. Hours don't roll over but can be banked one month with advance notice. No long-term contracts.

Trusted by 100+ teams to make AI actually work

An experienced team that ships quickly. Productive from day 1 and easily able to jump into our existing workflows. Very responsive and expertise in all required tooling.
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Barron Caster
CEO, Leo Wallet
Bringing Islands in to build our content workflows was the best decision we made this year. What used to take our team days now runs on autopilot.
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Bryan Karas
CEO, Playbook Media
Islands set up AI agents that handle our entire content calendar. We went from two posts a month to publishing across six platforms every single week.
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Devin Charhon
Co-founder & CEO at Blue Jeans Golf
From day one, the technical depth was clear. Their solutions were robust, deliberately architected, and built to scale long term. Islands was instrumental in helping us achieve a smooth exit.
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Tara Zedayko
Co-founder & CEO at DIG Labs
Islands built an AI content pipeline that publishes across our channels every week without us touching a thing.
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Thomas Smale
CEO, FE International
Strong technical expertise, clear communication, and the ability to work independently while still staying aligned with our goals.
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Sarah Little
Operations at GrowTal
We handed Islands our content and within a week had blog posts, newsletters, and LinkedIn content going out every week. It changed how we think about content entirely.
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Aram Melkoumov
CEO at Crowdlinker
We plugged Islands into our stack and within days had a content engine running on autopilot. Our team hasn't written a brief since.
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Andrew Chaffin
Co-founder at Argo Analytics
Islands set up agents for my agency, helping us scale without added complexity. Their AI workflows automate repetitive tasks like content generation, saving us significant time.
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Alex Stewart
CEO, Teamtown
Great team with differentiated insights. If you're looking for a partner to meet quick deadlines, but also see your product from idea to development to deployment.
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Valentin Staykov
Co-founder & CEO at Pastel
Islands replaced our entire content agency at a fraction of the cost. Same output, zero account managers, and the content actually converts.
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Rachel Pereyra
COO, Quimby
They understood the complexity of healthcare workflows right away. The team delivered fast without compromising compliance, usability, or reliability, which is critical in our space.
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Mike Bitar
Founder & CEO at Axia
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