AI Training & Team Enablement
Turn your team into AI power users.
We run hands-on workshops and build custom playbooks so your people actually know how to use AI tools effectively - not just the basics, but the workflows that save real hours. The goal is a team that doesn't need to call us for every little thing.
Your team has access to AI. They just don't know what to do with it.
Everyone on your team has heard of ChatGPT. Most of them have tried it. A few of them use it regularly. Almost none of them use it well.
They ask it vague questions and get vague answers. They copy-paste the first response without editing it. They use it for the obvious stuff - rewriting an email, summarizing a doc - and never discover the workflows that could save them hours every week. Some of them tried it once, got a mediocre result, and decided AI "isn't that useful."
Meanwhile, there's a person at every company - maybe it's you - who figured out how to use AI properly and quietly became twice as productive. They're not smarter. They just learned the right prompting patterns, the right tools, and the right workflows for their specific job.
The gap between "has access to AI" and "knows how to use AI" is enormous. And it's widening every month as the tools get more capable. The people who learn how to work with AI effectively will outperform those who don't. The companies that train their teams will outrun those that leave it to individual curiosity.
This isn't about making everyone a prompt engineer. It's about giving your team the specific, practical knowledge they need to use AI as a daily tool in their actual job - not as a novelty they open when they're stuck on a subject line.
What we offer
Training that sticks because it's built around your work.
Custom Team Workshops
Live, hands-on sessions tailored to your team's roles, tools, and actual daily workflows. Not a generic "Intro to AI" webinar. We build the workshop around the tasks your people do every day and show them exactly how AI fits in. Sales teams learn prospecting and proposal prep. Marketing teams learn content workflows. Operations teams learn reporting shortcuts. Everyone leaves with techniques they can use immediately.
Role-Specific AI Playbooks
Written guides customized for each role in your company. Your account managers get a playbook for client communication, meeting prep, and status reporting. Your marketing team gets one for content creation, SEO research, and social scheduling. Your leadership team gets one for data analysis and strategic planning. Each playbook includes specific prompts, tool recommendations, and step-by-step workflows.
Prompt Libraries & Templates
A curated library of tested, refined prompts built for your specific business context. Not generic prompt lists from the internet - prompts that reference your products, your terminology, your processes, your tone of voice. Organized by department and use case so anyone on your team can grab what they need and get a useful result on the first try.
Tool Selection & Setup Guidance
Your team doesn't need twenty AI tools. They need two or three good ones, set up correctly. We evaluate the landscape, recommend the tools that match your team's skill level and use cases, and help configure them properly - accounts, integrations, permissions, templates. No more individual subscriptions to random tools that overlap and nobody manages.
Ongoing AI Office Hours
A standing availability window where your team can bring questions, share what's working, troubleshoot what isn't, and learn new techniques as the tools evolve. AI moves fast. A workshop from six months ago is already partially outdated. Office hours keep your team current without requiring another full training engagement every quarter.
AI Champions Program
We identify and train a small group of internal AI advocates - one or two people per department who go deeper and become the go-to resource for their team. They attend advanced sessions, get early access to new workflows, and serve as the bridge between High Ground and your broader team. This is how AI adoption scales inside a company without requiring external training for every new hire.
Why most AI training fails
Most AI training doesn't stick. Ours does.
Generic training teaches generic skills.
Most AI workshops are the same presentation delivered to every company. "Here's what ChatGPT can do. Here's how to write a prompt. Any questions?" Your sales team and your operations team have completely different jobs. Teaching them the same thing wastes everyone's time. We build every workshop around the specific workflows of the people in the room.
One-time training has a two-week half-life.
People attend a workshop, get excited, use AI for a few days, then fall back to old habits because nothing in their environment reinforced the change. That's why we pair workshops with playbooks, prompt libraries, and ongoing office hours. The training isn't an event. It's a system that keeps working after we leave.
People don't need to understand AI. They need to use it.
We don't teach the technical theory behind large language models. Nobody on your team needs to know what a transformer architecture is. They need to know that if they structure their prompt a certain way, they'll get a first draft of a client email in 30 seconds instead of spending 15 minutes writing it. We teach outcomes, not concepts.
The tools change constantly. The training should too.
AI tools release major updates monthly. New models, new features, new capabilities, new limitations. Training built around a specific tool version goes stale fast. Our approach is workflow-first, not tool-first - so when the tool changes, the workflow adapts. And office hours ensure your team stays current without needing a full retraining.
How it works
From "I don't really use AI" to "I can't imagine working without it."
Workflow & Skills Assessment
We map how your team currently works - tools, processes, daily tasks, and current AI usage (if any). We identify the highest-impact opportunities for each role. Where are people spending time on tasks that AI could accelerate? Where are the quick wins that build confidence? Where are the advanced workflows that deliver the biggest ROI?
Custom Curriculum Design
We build the training content around your specific business. Real examples from your industry. Prompts that reference your products and services. Workflows that match the tools you already use. If your team uses HubSpot and Slack and Google Workspace, that's what the training is built around - not a hypothetical company using tools they've never touched.
Deliver & Practice
Workshops are live and hands-on. We don't lecture. People work through exercises using their actual tools during the session. By the end, everyone has completed a real task from their real job using AI - not a practice exercise. Playbooks and prompt libraries are delivered alongside the workshop so everything is immediately referenceable.
Reinforce & Expand
After the initial training, office hours keep the momentum going. We track which techniques are getting adopted, which are being ignored, and where people are getting stuck. We adjust, add new workflows as tools evolve, and work with your AI champions to keep adoption spreading organically.
Workshop formats
Flexible delivery for how your team actually works.
Half-Day Intensive (3–4 hours)
A focused session for one team or department. Best for groups of 5–15 people with similar roles. Deep dive into role-specific AI workflows with live practice. Everyone walks out with a playbook and prompt library tailored to their job.
Full-Day Company Workshop (6–7 hours)
A comprehensive session for cross-functional teams. Morning covers universal AI fundamentals and workflows everyone benefits from. Afternoon breaks into role-specific tracks. Best for companies doing a full-team AI rollout.
Executive Briefing (90 minutes)
A focused session for leadership and decision-makers. Not a hands-on workshop - a strategic overview of where AI can impact the business, what's realistic, what's hype, and how to think about AI investments. Designed to help leadership make informed decisions about AI adoption.
Lunch & Learn Series (4–6 sessions)
A lighter format spread across multiple weeks. Each 60-minute session covers one workflow or use case. Best for teams that can't block a full day and prefer incremental learning. Builds habits over time instead of front-loading everything.
Remote / Async
For distributed teams, we deliver workshops via video call and provide recorded sessions, async exercises, and written materials. Playbooks and prompt libraries are delivered digitally. Office hours happen over video. Same content, adapted for how remote teams actually learn.
Who this is for
This is a good fit if...
- Your team has access to AI tools but most people aren't using them effectively or at all
- You're seeing a productivity gap between the people who figured out AI on their own and everyone else
- You've been meaning to "do something about AI" but haven't had the time or expertise to lead it internally
- New hires are asking about AI tools and you don't have a clear answer for how your company uses them
- You've invested in AI-powered systems and need your team to actually adopt them
- Leadership wants to understand AI's business impact without getting buried in technical jargon
- You'd rather build internal capability than stay dependent on external consultants forever
This probably isn't the right service if your team is already deeply technical and building AI tools themselves - they don't need workflow training, they need engineering resources. It's also not the right fit if you're looking for a one-hour motivational keynote about "the future of AI." We teach practical skills that produce measurable results, not inspiration without implementation.
What clients typically see
The numbers after the first 90 days.
20% → 70%+
daily AI usage across the team. The gap between "tried it once" and "uses it every day" closes once people see how it applies to their actual job.
2–5 hrs/person
per week reclaimed on tasks that AI now accelerates - drafting, research, data formatting, reporting, communication. Multiply that across a team.
Self-sustaining
adoption. The champions program and office hours create internal momentum. New techniques spread organically without requiring another external training every quarter.
Confidence
replaces anxiety. People who were skeptical or intimidated become comfortable and curious. They start finding new use cases on their own. That cultural shift is worth more than any individual workflow.
These are representative outcomes based on typical engagements. Actual results depend on team size, starting proficiency, and how deeply AI workflows integrate into existing processes.
FAQ
Common questions about AI training & enablement.
Is this just a ChatGPT tutorial?
No. ChatGPT might be one of the tools we cover, but the training is workflow-first, not tool-first. We teach how to use AI to accomplish specific tasks in your specific role - prospecting, writing proposals, analyzing data, building reports, managing projects. We also cover Claude, Gemini, and specialized AI tools relevant to your team's work.
How technical does my team need to be?
Not at all. We design training for the proficiency level in the room. If your team has never touched an AI tool, we start with foundations and build up. If they're already casual users, we skip the basics and go straight to advanced workflows. The assessment phase tells us exactly where to pitch it.
Can you train our team on the AI systems you've already built for us?
Absolutely - and this is one of the most common scenarios. We've built a client a knowledge base, a set of automations, or a reporting dashboard, and now their team needs to know how to use it, maintain it, and get the most out of it. System-specific training is built into our delivery process, and deeper enablement sessions are available.
What if some team members are resistant to AI?
We see this often and it's usually not about the technology - it's about fear that AI will replace their job or make their skills irrelevant. We address this directly in every workshop. AI doesn't replace the thinking. It replaces the busywork that prevents people from doing their best thinking. When resistant team members see AI handling the parts of their job they hate, the resistance tends to dissolve quickly.
How do you measure whether the training worked?
We track adoption metrics - daily usage rates, which workflows are being used, which prompts are getting pulled from the library. We also gather qualitative feedback from participants and their managers. For clients with office hours, we see the evolution in real time through the questions people bring. We'll share a post-training report with concrete data on adoption and impact.
Will the training materials go out of date?
The playbooks and prompt libraries are designed to be workflow-focused rather than tied to specific tool versions, so they age better than typical training materials. That said, AI moves fast. Office hours keep your team current on new capabilities, and we update playbooks periodically when major changes warrant it.
How much does this cost?
It depends on the format, team size, and level of customization. A focused half-day workshop for one department is a different investment than a full-day company-wide training with role-specific playbooks and ongoing office hours. We'll scope it during discovery based on what makes sense for your team.
AI is only as powerful as the team using it.
Book a free 30-minute discovery call. We'll assess where your team is today, identify the highest-impact opportunities for AI adoption, and design a training plan that turns your people into the unfair advantage. No generic slide decks. No theory without practice. Just practical skills your team will use tomorrow.
Or reach out directly at hello@highground.ai