Phil Drills: Master Automation Through Repetition
Like Phil Connors reliving the same day until he got it right, you'll learn to identify, build, and perfect the automated loops that run your business.
- Understand when to use rules vs ML vs LLMs
- Identify high-value automation candidates
- Build reliable, repeatable workflows
- Track and measure what actually matters
The Loop Mindset
Find Your Loops
Every business runs on loops. Phil Drills helps you identify yours and make them automatic.
Right Tool, Right Job
Stop using AI for everything. Learn when simple rules beat smart models.
Measure the Loop
What gets measured gets improved. Track your automation ROI and iterate.
Perfect the loops that run your business through deliberate repetition.
Inside Phil Drills
5 modules available

AI isn't one thing—it's a toolkit. Learn the difference between rule-based automation, machine learning, and large language models so you can choose the right tool for each business need. Build your AI readiness plan and start with quick wins.

Learn how large language models like ChatGPT and Claude actually work—what they're good at, what they're not, and how to write effective prompts that get reliable results for your business. Build your prompt library and start delegating repetitive writing tasks to AI.

Pick one process, map it clearly, baseline the numbers, remove bottlenecks, and lock the gains with standard work and a control plan.

Document processes, set SLOs/SLIs with error budgets, automate the right work, and run with dashboards, alerts, and incident playbooks.

Define your North Star, instrument events, standardize UTMs, and ship a weekly decision dashboard that ties traffic → CRM → revenue.
Your Automation Journey
Understand the AI Toolkit
Learn the difference between rule-based automation, machine learning, and LLMs. Know when to use each and why.
Master Language Model Fundamentals
Understand how LLMs work, what they're good at, and their limitations. Write better prompts and get reliable results.
Find Your Automation Candidates
Identify the repetitive processes in your business that are prime candidates for automation.
Build Reliable Systems
Document your operations and create automation patterns with proper error handling and guardrails.
Track What Matters
Measure your automation ROI with metrics that actually tell you if things are working.
Build Your First Automation
Capstone project: implement one complete automation end-to-end and see the results.
Same Day, Different Outcome
Phil Connors had to relive Groundhog Day thousands of times before he got it right.
You don't have that kind of time. Phil Drills gives you the framework to:
- ✓Identify which tasks are worth automating (and which aren't)
- ✓Choose the right tool for each job (rules, ML, or LLMs)
- ✓Build automations that work reliably without constant babysitting
Stop reinventing the wheel. Start drilling the loops that matter.
Prerequisites
Complete the core Bob Sails course first to document your business context.
Access to n8n and an OpenAI API key. No coding required.
At least one task you do repeatedly that you're ready to automate.
- 6 focused modules on automation fundamentals
- Hands-on exercises with real automation tools
- Decision frameworks for choosing the right approach
- Templates for AI readiness audits