Sidekick Orchestration
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// Sidekick Solo

You know you should be getting more from AI.

You just need the right setup.

Your email, meetings, follow-ups, and admin, running through one workspace that knows your business. Set up in days, built to stick.

No new software to learn. Solo runs inside Claude and the tools you already use, configured around your actual week, and every session picks up where the last one left off.

How Solo Works

See what Sidekick runs on →

Sidekick Solo
Personal AI System
Your day at a glance
Last refreshed 7:04 AM
Live
⚠  Needs attention
12 days
J.H. proposal still not sent
You built the doc last week. Claude has the draft ready. It just needs you to hit send.
this week
M.C. renewal conversation due
Agreement renews in 3 weeks. Last contact was 28 days ago. This one needs to be you.
Active Clients
8
+1 this month
Monthly Revenue
$64,200
80% of target
Proposals Out
2
$61,550 value
Closed This Week
1
New client signed
✓  Claude can handle · 3
1
Draft J.H. follow-up · 12 days overdue
overdue
2
Update client summary for review call
today
3
Draft renewal notices · 2 clients
this week
★  Only you · 3
1
Send J.H. proposal · draft ready
12 days
2
Renewal call · M.C. renews in 3 wks
this week
3
Scope call · A.P. waiting on you
today
// Sample outputMade-up example to show the concept. A real personalized dashboard is much more tailored: your live data, your tools, your branding. Dashboards are just one popular component of what we provide.
// The small businesses pulling ahead already made this move.
58%
of small businesses use AI, nearly tripled from 23% in two years
83%
of growing small businesses use AI. Just 55% of shrinking ones do.
91%
of SMBs using AI say it directly boosts revenue

Sources: U.S. Chamber of Commerce (2025); Salesforce SMB Trends.

// Solo clients today
  • Executives
  • Advisors
  • Coaches
  • Realtors
  • Small Business
  • Creatives
  • and more
// The Difference

What actually makes this different

You know the feeling. Your context lives in six systems and your own head. Every follow-up, every prep doc, every report starts from zero, and you are the only thing holding it together. That is exhausting, and it has nothing to do with how good the tools are.

Most people trying to build this on their own spend weeks or months getting to what could take a few hours, and even then the pieces rarely connect. Solo skips that. A purpose-built system, configured for your work and your voice, from day one.

It aggregates your context. It writes in your voice. It runs the procedural work on its own. You stop operating tools and start directing work.

// Your Personal SystemLive
Meeting notesInboxCalendarFilesCRM
SIDEKICK SOLO
Daily brief
Priorities surfaced
Follow-up drafted
In your voice
CRM updated
No manual entry
Your tools stay. Solo runs the layer between them.
What most people experience
Starts fresh every session. No memory of who you are.
Generic outputs that don't sound like you.
You explain context before every session.
Useful for one-off questions. Frustrating for real work.
With Sidekick Solo
Picks up where you left off. Your context is always loaded.
Calibrated to your voice. Outputs sound like you wrote them.
Built for your actual work: decisions, writing, follow-ups, prep.
Compounds over time. The longer you use it, the better it gets.
// Use Cases

What you can build with it.

Email triage is table stakes. This is what the system looks like at full depth. Click any to expand.

Full-depth work
The daily layer
What clients built in their first month

A 15-page GTM strategy from 48 disconnected source files

Market research, brand assets, financials, competitor data, and founder notes, assembled into a structured, branded go-to-market document ready for stakeholders. Normally a week of pulling context together before writing a word. Three focused sessions instead.

Done in a single morning

A full investor update from quarterly data and meeting notes

Revenue numbers, milestones, team updates, and forward-looking commentary assembled into a formatted investor update. Three sources, one document. Half a day of copy-paste became forty minutes.

Done before the next meeting

A 60-page strata package analyzed before an offer deadline

Special levies, depreciation gaps, AGM minutes, financial statements. Flagged, summarized, and risk-rated in under an hour. The client made an informed offer with clarity she would not have had from reading it herself.

Decision made with confidence

A monthly client newsletter from three industry articles

Drop in three articles and say “turn these into this month’s newsletter.” A polished draft comes back in your voice, formatted and ready to send. The task you'd been putting off for months, handled.

Done in ten minutes

These are common use cases, not the ceiling. If you can describe the outcome you want, it can usually be built.

// Support

You're Not On Your Own

Most people don't need more AI tools. They need someone in their corner while they figure out how to use the one they have.

Included with every Solo

30-Minute Onboarding Walkthrough

Chase walks you through your system, answers questions, and makes sure you know how to get value from day one.

Onboarding Resources

Step-by-step guides, best practices, and walkthroughs you can refer back to anytime. Built from what real clients actually get stuck on.

7 Days of Refinements

If something is not working the way you need it to, we adjust it. Most refinements are small: a tone shift, a different output format, an added context source.

Also included with Solo + Coaching

Weekly Coaching Sessions

30 minutes, every week for your first month. Bring what's working, what's stuck, what you want to try next. Real tasks from your actual work, not hypotheticals.

Async Messaging

Questions between sessions? Just message. A quick answer when you're stuck is worth more than a perfectly scheduled call two weeks from now.

If one of those workflows is already on your plate this week, the call is 30 minutes and you'll leave knowing whether Solo builds it.

// How It Works

Simple process.

Call, confirm, build, done. You're using it the same week.

Step 01

Start with a 30-minute call

We talk through what you want to do with AI, answer your questions, and figure out together whether Solo makes sense for where you are. You'll leave knowing exactly what you'd get and whether it's worth your time.

Step 02

Confirm and purchase

After the call you'll receive a link to review the service agreement, accept the terms, and complete payment via Stripe. No commitment until you've decided it's right. Once signed and paid, we start building.

Step 03

We build your setup

Delivered within two business days. Before we build, we'll ask for a few writing samples: emails, documents, anything that shows how you communicate. That's what makes the voice calibration work. Delivered to your Google Drive.

// About
Chase Bernier

Built and delivered by Chase Bernier

Chase on LinkedIn →

Chase built this system for himself first. He uses it every day to run his business, manage relationships, and make faster decisions. You get the same system, configured for how you work. Coaching is available any time if you want Chase working through it with you.

The system behind Solo is 500+ sessions of iteration. The context system, voice calibration, decision history, and the way all of it connects: your meeting prep pulls from your notes on the people you work with, your weekly review reads patterns across every session, your action tracker catches commitments from calls you had three weeks ago. The easy part is the first file. The hard part is everything that makes the system compound.

Nothing he could find did what he needed, so he built it. What you're getting isn't a template. It's a system that someone is running in production, every day, on real work.

Based in Metro Vancouver, BC.

// What Clients Say

Real workflows, real results.

“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.”

AG
Aman Grewal  ·  Managing Partner, Maedrone
“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. Facilitation notes now feed into Solo; 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.

Whitney Shaw
Whitney Shaw
Executive Coach, TEC Canada Chair · Edmonton
“I’ve always wanted to send newsletters with market statistics to my clients and I’ve never been able to tackle it.”

REBGV board articles and market stats feed into Solo; the newsletter comes back drafted in her voice in about 20 minutes. Separate workflow: strata documents get cross-referenced before she makes an offer, so she can tell the client whether the property is worth pursuing.

Natalie Finkle
Natalie Finkle
Realtor, Oakwyn Realty · Vancouver
“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 Solo, which updates Salesforce directly, runs competitive product analysis comparing carrier PDFs against the client’s situation, and drafts follow-up emails in his voice.

Kevin Chaput
Kevin Chaput
Insurance Advisor, Bloom Benefits · Alberta
“Sitting on hundreds of hours of filmed content with no time to turn any of it into social media posts.”

Transcripts from raw footage feed into Solo; LinkedIn posts and social content come back drafted in his voice, ready to schedule. Separate workflow: a list of luxury home builders in BC and Alberta who lack video content gets filtered, prioritized, and surfaced as a call list.

Charles Canaan
Charles Canaan
Founder, Simply Gold Productions
// The execution gap

The businesses that execute well are growing roughly 10x faster.

27%/yr
revenue growth since 2023, heaviest AI investors
3%/yr
everyone else
Ramp tracked roughly 70,000 US businesses: the heaviest AI investors more than doubled revenue since 2023, roughly 27% a year, versus about 3% for everyone else.Read the full breakdown
// Pricing

Simple pricing.

One-time. Flat fee. No subscription, no retainer required. Two tiers, so you choose how much support you want.

Most of what Solo handles is work you're doing yourself right now, in pieces, across too many tools.

Sidekick Solo

Your full custom AI setup, built for you. Everything you need to get running, with a week of support.

$1,600
One-time  ·  Flat fee  ·  CAD
  • Custom AI setup built for your work
  • Voice calibration: tuned to how you actually write
  • Plain-language user guide
  • 30-minute onboarding session
  • 7 days of refinements
Sidekick Solo + CoachingRecommended

Everything in Solo, plus a month of coaching to get you to confident, independent use.

$2,200
One-time  ·  Flat fee  ·  CAD
  • Everything in Sidekick Solo, plus:
  • 4 weekly 30-minute coaching sessions with Chase
  • Async messaging for 30 days
  • Work through real tasks from your actual backlog

Both tiers run on your own Claude subscription. For real daily use, plan on the Claude Max plan: $100 USD/mo (Max 5x) is the realistic minimum, and heavy users move up to $200 USD/mo (Max 20x). The $20 Pro plan is fine for trying it out but hits its limits fast.

Both tiers include a 30-minute onboarding session and 7 days of refinements. You're not figuring this out alone.

Frontier AI costs less than a phone bill. The gap was never the tools. It is implementation, and that is exactly what Solo builds for you.

// After your first month

Ongoing support, project-based work, and async or live coaching are available any time. Equipping several people? Solo seats are discounted progressively from three up.

Equipping a team? Fractional Chief AI Officer builds AI into how the whole organization runs.

30 minutes  ·  No preparation needed

// Common Questions

Quick answers before you book.

What’s included in Sidekick Solo?

30+ configured skills covering strategic thinking, communications, meeting intelligence, and operations. Done-for-you setup built around your specific role and context. Seven days of direct email support from Chase. A refinement window to adjust anything that is not working the way you would expect. You receive a workspace that is ready to use from session one, not a template you configure yourself.

How much time will this actually save me?

Setup compresses dramatically. Ongoing ROI builds with use. Week 1 is calibration, not payoff. Think of it like a gym membership, except we set the gym up in your house, stocked it with the right equipment, and gave you a trainer for the first month. You still have to lift. The learning curve does not disappear. Sidekick compresses it from months of solo trial and error to a few weeks with a guide. By Month 2, clients stop thinking “Claude saves me time here” and start thinking “why did I ever do this manually?”

What Claude plan do I need for Sidekick Solo?

You need at minimum Claude’s Pro plan. If you are not hitting your plan’s usage limits, you are likely not using this enough to get the ROI. If you run multiple long sessions each day, Claude Max removes the ceiling entirely.

Why does a Cowork session take longer than a regular Claude chat?

Cowork is not a chat interface. When you give it a task, it reads your files, runs specialized tools, and builds actual output, not a single generated response. A session that drafts your follow-up emails, consolidates action items across three recent calls, and surfaces two flagged client relationships is doing the work of an hour of focused attention. It takes longer because it is doing more. The people who get the most out of Solo keep two or three sessions open at once and rotate between them. The wait disappears.

Accepting new clients
// Get Started

You're not behind. You just haven't had the right setup. That's a 30-minute fix.

No pitch, no pressure. If it's not the right fit, we'll tell you.

30 minutes  ·  No preparation needed

Ready to equip the whole organization? Fractional Chief AI Officer embeds Chase to build AI into how your operation runs.

See Fractional Chief AI Officer