If HubSpot Feels Heavy,
You're Not Alone.
Sidekick Strategies is a HubSpot Platinum Partner for mid-market teams who've already bought HubSpot. We fix what's broken, build what's missing, and train your humans to run it. Partnerships run $3,500 to $7,500 a month for 10, 20, or 30 hours, month to month with 30 days notice. Every engagement starts with a free strategy call.
Trusted by mid-market teams who'd already bought HubSpot
Portal Health
98%
- Data, clean.
- Workflows, working.
- Reporting you trust.
You own it. Your sidekick carries the weight.
Loved by teams who'd already invested in HubSpot
A Monday in the Portal
Drag It. Watch the Weight Lift.
This is the real shape of the work: a portal fighting the human who runs it, rebuilt into one system they can trust. Grab the handle and pull.
Portal Health
98%
Portal Health
34%
Real project: Make Taxes Fair. 30+ hours saved every week, and the first marketing partnership in 20 years they actually trust.
Read the story →HubSpot Certifications
Years in the Ecosystem
Podcast Episodes
Articles Published
What Does Sidekick Strategies Do?
Four ways we take the weight off the person holding your portal together.
HubSpot Consulting
Portal audits, data hygiene, workflow and process design, custom objects, reporting, and RevOps strategy. We fix what's broken and build what's missing.
Learn more02HubSpot Training
Our flagship Super Admin program plus team onboarding and hub-specific coaching. We build capability, not dependency, so your team owns the portal.
Learn more03Web Design
HubSpot CMS websites, migrations, landing pages, and smart content. Design that's built to convert and simple for your humans to run.
Learn more04CRM Implementation
Full setup and configuration, data migration, pipeline design, integrations, and onboarding. A CRM your team actually wants to use.
Learn moreThe Same Team, Now Fluent in AI
We built our reputation making HubSpot work for humans. We're pointing that same discipline at AI, so the hype turns into systems your team can actually run. Here's where it starts.
AI Consulting
We cut through the hype and map where AI actually moves your business, then build it. No science projects, just systems that pay off.
Learn moreAI ServicesClone Creation
We capture how your best humans think and work, then build an AI that carries it. Your voice and judgment, running when you can't be in the room.
Learn moreAI ServicesAI Content System
Our flagship program and academy. We teach your team the repeatable system that turns AI into a content engine you own, not a subscription you rent.
Learn moreThree ways we build AI that moves your business forward, part of our AI Services.
What Humans Say After We’ve Followed Through
Real projects, real humans, real outcomes. Open any story to see how the work actually landed.

+17% Q1 Lead Growth, Year Over Year

50% Revenue Growth in Year One

30+ hrs Saved Every Week

+20% Revenue Growth

11-15% Email Open Rate Lift

Top of Field Industry AEO Ranking
A Team of Humans, Amplified by Agents
You get real people who listen first and follow through, backed by a roster of AI sidekicks that handle the heavy lifting so nothing falls through the cracks.
The Humans

George B. Thomas
Founder + HubSpot Trainer

Jorge
HubSpot Specialist

Kelly Thomas
Operations + Billing

Seth Thomas
Video + Production

Kaylee
Content Publisher

Maddy
Social Media
Amplified by Agents
Every human on the team runs a bench of AI sidekicks that handle the heavy lifting, so nothing falls through the cracks. Here are three of them.
Meet the Team & All the Sidekicks
Alex
COO

Casey
HubSpot Expert

Riley
Developer
Everything We Know, Out in the Open
1250+ articles, episodes, and downloads on HubSpot, AI, and growth. No gate, no pitch, just the thinking we'd share with a friend.
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Oct 22, 2026
ArticleTrajectory Before Speed: What Human-Centered AI Means for Marketing and Sales
Oct 21, 2026
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Oct 20, 2026
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Oct 19, 2026
ArticleHow AI Is Impacting SEO in 2026 (And What Human-First Teams Do About It)
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What Does It Cost to Work With Sidekick?
Every engagement starts with a free strategy call. No pitch, just a plan.
Partnership
$3,500 to $7,500/month
Pick your hours (10, 20, or 30 a month). You get a fractional HubSpot super admin team that knows your portal, month to month, no lock-in.
- 10, 20, or 30 dedicated hours a month
- Fractional HubSpot super admin team
- Implementation, strategy, and builds
- Custom reporting and dashboards
- Month-to-month, unused hours roll over
90-Day Training
$6,000 total
Rather learn to fish? A custom 90-day curriculum built around your real portal, so your team can run HubSpot themselves.
- 10 hours of training a month for 90 days
- Custom curriculum for your team and portal
- Live sessions, recorded for reference
- Hands-on in your real HubSpot portal
- Any Hub: Marketing, Sales, Service, Ops
Go Deeper, on Your Terms
Workshops, memberships, and trainings that meet you where you are.
Some are live now, some are on the way.
Super Admin 1-Day Workshop
January 8, 2027 · Virtual
$999
One focused day to install the Super Admin system on your real portal.
- Live, hands-on, in your own portal
- The 5-layer Super Admin framework
- Leave with a rebuild plan, not just notes
AI Content System 1-Day Workshop
Dates coming soon
Pricing to be announced
A one-day intensive of our AI Content System: draft in your voice, publish to your CMS, scale with an agent team.
- Build a real content engine you own
- Your voice, your CMS, your agents
- Condensed from the 10-week cohort
HubSpot Expert In Your Back Pocket
Waitlist when full
$999/month
Stop figuring HubSpot out alone. A named Sidekick expert next to you.
- Friday cohort office hours
- One private 30-minute session a month
- Slack triage when you're stuck
Everything We Teach, In the Academy
Self-paced courses that leave you owning the system instead of renting it. Start today, move at your own speed, and build the real thing as you go.
The AI Content SystemBuild a second brain that writes in your voice. Ten self-paced courses, each one lifted from a week of the live cohort George taught.
$99 per course
Start learning
Beyond Your DefaultSixty lessons built on sixty episodes of the podcast. The four cornerstones, then the ten H pillars, with a reflection and one rep behind every episode.
$149 per course
Start learning
Browse Every CourseAI systems, HubSpot, the content craft on top of both, and the human doing the work. Take a single course or work a whole program.
Got Questions? We’ve Got Answers
We build systems around your humans, not the other way around. We're your sidekick, not your hero, so we build your team's capability instead of creating dependency on us.
HubSpot is our home, but the goal is your business growth. We run our own entire operation on HubSpot, so you get advice from people who live in the platform every day.
Partnership retainers run $3,500 to $7,500 a month depending on how many hours you need (10, 20, or 30), month to month with no lock-in. HubSpot Training and Onboarding is $2,000 a month for a 90-day program, $6,000 total. Every engagement starts with a free strategy call, no pitch.
That's exactly who we build for. We take the weight off the one person holding the portal together and give your whole team a system they can run.
Both. Some teams want us to build it, some want us to teach them, and many want a mix. We meet you where you are and hand over the keys as you're ready.
Let’s Make HubSpot Work for Your Humans
Book a free strategy call. No obligation, no sales pitch, just a real conversation about what's weighing your portal down and how to lift it.




