JourneyLoop
Case study · Michael Shehane × JourneyLoop

His coaching clients arrive naming their own blind spots.

“JourneyLoop has helped me process these moments in my coaching sessions as a way to understand more about myself as a coach and also a person.”
Michael Shehane
Michael Shehane
Founder of InStride Leadership
Overview

Michael Shehane is the founder of InStride Leadership, ten years into leadership and executive coaching for tech companies. Before JourneyLoop, his packed schedule of facilitation and sales meant coaching prep often got middle-child treatment — and his workaround of paper notes, Google Docs folders, and Otter transcripts piped through ChatGPT always landed him back at stage zero, flying blind on whether his coaching was actually working. Now his coaching clients arrive having reviewed their own session insights and naming their own blind spots, and the arc of every twelve-session journey shows up as evidence he can actually see.

Watch the full interview
The challenge

Despite a decade of coaching success, Michael faced three persistent barriers.

Preparation gap

Constantly choosing between prepping for workshops and sales calls versus preparing for coaching sessions. His clients sometimes felt like “the middle child” getting less attention.

Flying blind

No way to track client progress or measure his own coaching effectiveness. He relied on gut feeling and reputation alone, with no evidence to back up his impact.

Tool fragmentation

A frustrating cycle of paper notes, Google Docs folders, Otter AI transcripts, and ChatGPT conversations that always ended back at square one.

The JourneyLoop approach

A three-part coaching intelligence system, built around how Michael actually works.

1

Patterns surface before every session

AI-powered transcript analysis that captures patterns, themes, and blind spots across all coaching sessions, so there’s no more digging through Google Drive five minutes before a session.

2

Clients arrive with their own insights

Each session builds on the last with documented patterns, breakthroughs, and growth. Clients arrive with the insights from prior sessions in hand — naming their own blind spots and what they want to work on — instead of starting fresh each time.

3

Coaching blind spots become visible

Insights into Michael’s own coaching patterns, helping him process moments, understand his blind spots, and grow as a coach without paying for coaching supervision.

Results

Measurable impact on both sides of the coaching relationship.

Client impact

  • Clients review AI insights before sessions and arrive more self-aware.
  • Independently identify blind spots and missed opportunities.
  • Build confidence in their autonomy and self-determination.
  • See cumulative progress across twelve-plus session journeys.
“I reviewed the results from JourneyLoop. I can really see what that blind spot is.”

Coach impact

  • Eliminated manual session prep without losing quality.
  • Evidence-based understanding of coaching effectiveness.
  • Ability to scale from two to three deep clients to twenty to thirty managed clients.
  • Professional development insights without external supervision.
“I’m worth that.” — Michael, on pricing conversations backed by evidence.
Michael Shehane
“My clients are reaching out, I’m helping them achieve their goals, but through my clients, I’m also striving and reaching my own goals as a coach and also just a human on this earth.”
Michael Shehane
Founder of InStride Leadership

Ready to build a coaching practice with evidence behind it?

Talk to Marco for twenty free minutes. Bring whatever’s on your mind, and if it’s not a fit, you’ll know quickly.