Jay Fontanini Advisory Services
Proven Operator
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Field Notes

Deep dives from the field. Real projects, real patterns, real lessons from three decades of insurance transformation and AI-native operations.

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Perspective
Transformation Leadership Philosophy

Finding the Limit

Championship performance means testing at the limits. Williams F1's three-season transformation is a clinic on moving from survival mode to genuine contention.

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Perspective
Leadership Authenticity

The Interview, Seriously.

On being asked to change who you are, and deciding not to.

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Case Study
AI Legal

The Operator's Playbook: AI as Legal Assistant

How AI-assisted contract review protected a multi-client practice and secured methodology ownership across four negotiations.

4 contracts reviewed
3 signed in days
1 methodology secured
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Case Study
Automation AI Workflows Productivity

Building the Machine That Builds the Notes

How a two-day debugging marathon transformed meeting capture from manual friction into automated insight delivery.

10+ hours saved monthly
$15-25 monthly cost
6-8 active clients
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Case Study
AI Product Build

The Operator's Playbook: Idea to Launch in Under Two Weeks

What happens when you treat AI as an implementation accelerator, not an idea generator.

13 days
90 min to deploy
$3.19 total cost
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Case Study
AI Content Strategy

The Creator-Critic Protocol: Using Multiple AIs to Build Better Content

A documented experiment in making content AI models want to cite.

6 hour session
11 pages created
8 phase protocol
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Case Study
AI Demonstration

Let Me Drop This Into Claude

What happens when you stop explaining AI and start demonstrating it.

25 minutes
47+ options compared
1 skeptic converted
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Case Study
AI Coaching

From Knowledge Guy to Amplified Expert

A fitness professional who built his career on being "the knowledge guy" discovers AI doesn't replace his expertise—it gives him a thinking partner who can keep up.

6 months
10 testimonials in 2 weeks
2 businesses managed
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More Field Notes Coming

Additional case studies from client engagements and internal builds are published regularly.