Give AI your desired outcome, your current status, the tools you have, and your constraints, then let it help you discern the next move. Keep the human in charge of anything that goes out under your name. The strongest way to use AI in a coaching business is as a team member with a job description, not as a stand-in for you.
"Your experience is the hottest commodity there is right now."Jess Webber · I Love Coaching Podcast
Pick one repetitive task in your week and decide three things before any AI touches it: what it can see, what it is allowed to do, and what it has to report back to you. Write those rules down somewhere you can check them later.
Jess teaches the framework behind the dashboards she builds to see what matters next, so you can build your own.
Text or call Edison at 843-459-1903 and ask for the workflows he runs for Adam. He will text back and remember you.
Trust grows with proximity, and proximity can be built on purpose, even in settings that are not live events.
Jess mentions new releases coming for the new year. Everything ILC offers lives here.
Show Notes + Timestamps
What You'll Learn
- The difference between an AI platform, an AI assistant, and an agent that acts without being prompted
- Why outcome-based prompting ("here's my desirable outcome, get me there") surfaces ideas you would not have reached alone
- Jess's three guardrails for AI: human visibility into behavior, clear rules about what it may and may not do, and a paper trail
- How to recognize the generic AI flavor in content and why audiences notice it
- Why AI should help you think but should never speak as you
- Why knowledge is no longer the bottleneck for coaches, and where the bottleneck has moved
Key Themes
- Guardrails before autonomy
- Outcome-based prompting
- Human eyeballs on AI behavior
- AI should never speak as you
- Implementation, not knowledge, is the bottleneck
Memorable Lines
- "It is a team member." (Adam Roach)
- "Don't post as me." (Jess Webber)
- "Knowledge is not the problem anymore. It's implementation." (Jess Webber)
- "Here's my desirable outcome, get me there." (Adam Roach)
- "Your experience is the hottest commodity there is right now." (Jess Webber)
Also Mentioned
- AI platforms: Claude, ChatGPT, Gemini, Grok
- Meta's Muse, Granola, and Alexa
- Sellable Offer Scorecard: ilovecoachingco.com/scorecard
- ILC community: ilovecoachingco.com
- Instagram: @ilovecoachingco / @adamrroach / @thejesswebber
Timestamps
- [00:00] Intro and the AI debate setup
- [00:54] Defining AI: platforms versus agents
- [03:31] Adam's Edison story and the coffee walk
- [06:50] What agentic AI means: autonomy and decision-making
- [08:02] The generic AI flavor and authenticity
- [08:44] Jess's guardrails: checks and balances
- [10:25] Edison is never to act like me
- [12:18] Outcome-based prompting: get me there
- [13:31] AI as a thought partner
- [15:39] Don't post as me
- [17:37] AI as a team member
- [19:01] Staying in your strength zone
- [20:00] Data boundaries and where Claude fits
- [22:12] Alexa and the dot-com days
- [25:38] Automated versus autonomous systems
- [28:04] Knowledge versus implementation
- [29:03] Text Edison and the CTA
Take the 15-question Sellable Offer Scorecard and see how you stack up against other coaches. It takes a couple of minutes.
Take the ScorecardThe first step in building a successful coaching business. Work through it one page at a time and get clear on what kind of coaching fits you.
Get the Free GuideThe I Love Coaching Podcast is hosted by Adam Roach and Jess Webber of I Love Coaching Co. New episodes drop weekly wherever you listen to podcasts.

