The adoption of AI is the biggest shift any of us have experienced in our professional lives. It’s already transforming how we operate: expanding our scale, speed, and impact and this is only the beginning. The future is one where AI empowers you to work smarter, move faster, and achieve more.

AI is changing our customers' expectations from reactive to proactive; from monitoring to action.

AI isn’t a trend. It’s an evolution, and companies that don’t adopt AI will go bankrupt.

For Checkly to win, stay competitive and fast, we need to make AI second nature. AI is a multiplier. It’s how we win.

✅ Our expectations for everyone at Checkly:

• Use AI on a daily basis to get your job done.
  • Use AI in our products to elevate our experience and reduce the coding friction for our customers.
  • Leverage AI in your day to day work to elevate your work.
• Share what works. We win by learning from each other.
• Rethink your approach. Before asking for more people or time, ask: What if an AI 'teammate'/tool/assistant were doing this with me? Let's think in new paradigms, not just faster old ones.

❌ Automating your whole job is not the expectation. It’s currently not possible to automate everything.

AI won't replace you, but someone using AI will outperform you. So let's be that someone.

✅ AI Do’s

✅ Automate: Know what’s worth automating. Start where it hurts, tasks are repetitive or have a repeatable format.

✅ Check before shipping: AI assists, not replaces, human judgement. Human review is required. We can outsource a task/deliverable to AI, but we don't outsource responsibility.

✅ Share: Sharing is caring! Share your AI wins, experiments, failures, workflows, learnings etc in #social-ai, even if you think it might be too small or too obvious to share.

✅ Expense Claude (Code): for up to $100/month. (Spendesk: cost center = [your department], category = Software expense)

❌ AI Don’ts

❌ Don’t share Personally Identifiable Information: No sensitive customer or employee data to ChatGPT etc.

❌ Don’t leave training turned on: Disable “Improve the model for everyone” setting. (How to: ChatGPT, Claude)

Most useful use cases according to the team

AI Fluency

We map AI fluency across 4 levels:

1️⃣ Unacceptable: Resistant to AI tools and skeptical of their value.

2️⃣ Capable: Using the most popular tools. Likely under 3 months of hands-on experience.

3️⃣ Adoptive: Embedding AI in personal workflows. Tuning prompts, chaining models, and automating tasks to boost efficiency.

4️⃣ Transformative: Uses AI not just as a tool, but to rethink strategy and deliver user-facing value that wasn’t possible two years ago.