Most businesses use AI like a calculator. We help you run your operations on it.
Two ways to work with us. One idea behind both.
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, keeping your inbox under control, the weekly reporting, handled the same way every time.
Built on the same workspace stack our Solo clients run on. See how it works →
Two paths. Pick where you are.
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.
See Solo →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 Fractional →Not sure either of these is the fit? Not every business needs what we build, and some that do are not ready yet. Tell us where you are and we will give you a straight read, not a pitch. If what you need is bigger than what we do, like fully custom AI systems or a full-time AI leader on staff, we will say so and point you to partners who can, with an introduction.
“Sidekick has fundamentally changed how I operate day to day. What they’ve 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.
I’ve used it to build decks, CIMs, and pro formas, and it performs at a level that would normally require multiple people. Most people will never be able to recreate this on their own, even if they try to piece things together from blogs.”
“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 runs a business day to day.
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 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 tools as the largest companies. What they do not have is the operations layer that turns those tools into work that actually gets done. 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.