Most businesses use AI like a calculator. We help you run your operations on it.
Two engagement paths, one operating thesis.
Your business should run on AI, not just use it. Sidekick Orchestration builds and runs the AI operations layer for businesses and individual professionals. The post-call follow-ups, the inbox triage, the weekly reporting, handled the same way every time.
Built on the same workspace stack our Solo clients run on.
Two paths. Pick where you are.
You're equipping yourself.
An independent, or one person inside a larger company.
We build you a personal AI workspace shaped around the work you actually do, and coach you until you can run it without us. You come out operating on AI day to day, not just experimenting with it.
One-time setup. Coaching included.
See SoloYou're equipping your organization.
A business owner, executive or senior operator building AI into how the company runs.
Chase embeds in your business, builds AI into how the operation runs, then trains your team to run it without him.
Ongoing monthly engagement.
See FractionalNot sure either of these is the fit? Not every business needs what we build, and some that do aren't ready yet. Tell us where you are and we'll give you a straight read, not a pitch. If what you need is bigger than what we do, like custom multi-agent systems or full-time AI leadership, we'll say so and point you to partners who can, with an introduction.
“What Sidekick has built is a true personal operating system. When it’s set up right, it feels like you suddenly have an admin, an analyst, and a small team working behind the scenes for you.
What impressed me most was how much effort is in the backend that I don’t have to think about. Most people will never be able to recreate this on their own, even if they try to piece things together from blogs.
You’re not just buying templates. You’re getting a polished, proprietary operating system that lets you operate at a much higher level with far less friction.”
“I hate written communication. Like I hate it with a passion. I hate sending follow-up emails. I hate drafting communications. I just always have.”
Runs back-to-back full-day facilitations in week 4 of every month. Notes feed into her workspace; session recaps and follow-up emails come back drafted in her voice, ready to send. No new app. Runs inside the tools she already uses.
“I built an interactive dashboard with my company’s branding in two minutes. Commission structures, stages, all of it. Then I built an accounting folder that basically works like a bookkeeper.”
Records training sessions and client calls with Plaud. Files feed into the workspace, which updates Salesforce directly, runs competitive product analysis comparing carrier PDFs against the client’s situation, and drafts follow-up emails in his voice.
Sidekick Orchestration is one person, working with a small number of clients, building the AI operations layer that ships.
Chase founded Sidekick after more than a decade in B2B partnerships and revenue operations at B2B SaaS, marketplace, and healthcare-data companies. Jobber. DoorDash. DrugBank. The work that compounded was the operations work. The AI tooling was the layer that let small teams run like much larger ones.
Sidekick Orchestration is the firm Chase runs himself. He embeds with a small number of businesses and teams at a time, designs the workflows AI should run, builds them, and coaches the people who operate them.
The thesis is straightforward. Small businesses and individual professionals have access to the same AI primitives as the largest companies. What they do not have is the operations layer that turns those primitives into work that actually ships. Sidekick builds that layer.
Based in Metro Vancouver, BC. Selectively taking new engagements.
Not sure which engagement fits? Let's figure it out together.
Thirty minutes. We walk through your business, name the AI work that would actually move the needle, and tell you which engagement fits. No deck, no commitment.
If nothing fits, we will point you to a partner better suited.