How to Hit the Gym With Your AI Agent for Culture Fitness

Adam Paulisick - CEO @ SkillBuilder.io

You don’t build a high-performing AI teammate by tossing it some FAQs and walking away. You train it. You coach it.

You hit the culture gym together.

If you want your AI agent—like Skilly at SkillBuilder.io—to mirror your organization's real voice, real values, and real standards, you need to sweat the small stuff early. The companies that do will see 10x returns. The ones that don't will end up fielding robots that sound like outsourced customer service scripts from 2003 and constantly re-traumatize your customers and prospects with the worst version of chatbots of yesteryear.

Here’s the good news: Training your AI doesn't require coding. It requires attention, creativity, and a basic understanding that every interaction you have with your agent is a chance to make it stronger.

Below are 10 creative, non-technical tactics you can use today to hit the gym with your AI agent and build a cultural powerhouse before you realize you need one. NOTE (!!) you should only do this in secure data environments - please do NOT upload proprietary information to public models or environments - ever. 

1. Record and Share Real Conversations, Not Just Polished Scripts

Instead of only feeding your agent sanitized marketing materials, record real meetings, customer calls, team standups, or watercooler conversations. Upload snippets. Highlight what was great about the tone, the way questions were handled, the way doubts were addressed authentically.
Why: The real world is messy. Your agent needs to know what your "human good" sounds like and not just your "press release good."

2. Create a "Culture Soundboard" with Short Video Clips

Collect quick, 30-second videos from different employees finishing the sentence: "Around here, we believe..." or "This is how we do things when no one's watching..." Feed them into your agent's training materials.
Why: Culture isn’t just a handbook. It’s hundreds of micro-decisions. Soundbites teach tone, not just doctrine.

3. Run Rapid-Fire AMA (Ask Me Anything) Sessions with Your Agent

Set up mini-practice sessions where employees pepper the AI agent with questions about values, priorities, and "what would we do if..." scenarios. Correct its answers immediately and explain why.
Why: Socratic learning isn't just for humans. Your agent will learn faster if it's challenged early and often, before bad assumptions harden.

4. Create a "Hall of Fame" of Legendary Company Moments

Make a running list of legendary team wins, hilarious close calls, and breakthrough moments. Upload short summaries of these stories into the AI's memory.
Why: Legends are cultural DNA. They teach risk tolerance, grit, humor, and pride better than any policy ever will.

5. Feed it Customer Love Letters—and Breakup Notes

Don't just show your AI the wins. Give it access to real customer testimonials, and customer complaints and cancellations.
Why: AI needs to understand why people stay—and why they leave—so it can advocate authentically for what matters.

6. Share Internal Memos or Announcements That Shifted Thinking

Whenever a new memo, leadership note, or vision statement gets people fired up (or mad, or worried)—make sure your AI agent sees it too.
Why: Culture is defined by reactions to change, not just stability. The agent needs to recognize pivot points, not just static policies.

7. Upload Example Emails or Slack Threads That Got Applause

Highlight internal messages that sparked good reactions, and statements that show the right balance of urgency, empathy, humor, or candor. Create a "good voice" gallery.
Why: Communication style is 70% of cultural fitness. Your agent should not only get the facts right but deliver them in the right spirit.

8. Simulate a Crisis—and Teach the Calm Response

Roleplay a small internal "crisis" with your AI: missed deadline, angry client, sudden change. Walk it through how your team actually responds—calm, action-first, no blame games.
Why: Culture under pressure reveals the real playbook. Train your AI on what resilience looks like in your company.

9. Give the Agent a "Values Fitness Test" Monthly

Every month, have the AI agent answer five questions about your company's values, priorities, and style. Review the answers. Tighten where needed.
Example:

  • How do we respond to mistakes?
  • What matters more: speed or quality?
  • How do we handle difficult feedback?

Why: Just like human muscles, cultural knowledge atrophies if you don’t keep it moving.

10. Name a "Culture Coach" to Be the AI’s Personal Trainer

Appoint someone (or a small rotating crew) who sees it as their job to check in with the agent’s tone and cultural accuracy weekly. Not tech leads. Not just admins. People who live the culture.
Why: No one gets fit alone. Your AI agent needs a trainer, even if it’s just for quick spot-checks and nudges.

Training Your AI Makes You 10x More Valuable

Every conversation you have with your agent sharpens your own thinking. Every piece of culture you curate forces you to articulate what makes your team different—and worth building.

The very act of training your AI makes you 10x more capable as a contributor.

  • You’ll communicate more clearly.
  • You’ll spot nuance faster.
  • You’ll become the kind of person who extends your team’s capabilities instead of just operating inside them.

In the future, the most powerful employees won’t be the ones who simply do their job. They’ll be the ones who multiply their judgment, creativity, and culture into agents that carry their best instincts forward. 

So get to the gym. Your AI and your future self are waiting.

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