90-Day Executive Reinvention Program
Reinvent Your Career. Reclaim Your Power

Does This Sound Like You?
You’re successful. But you’re not fulfilled.
You’ve built a career. But it doesn’t reflect who you’ve become.
You’re not done. Not even close. But something has to change

This is Not a Course.
This is a Life Transformation
The 3-Phase Reinvention Framework
Phase 1: Clarify (Weeks 1–4)
- Redefine your values, vision, and identity
- Audit your career narrative and trajectory
- Identify the inner blocks holding you back
Phase 2: Rebuild (Weeks 5–8)
- Develop your reinvention strategy
- Build your personal brand story
- Craft your offer—whether that’s a new job, business, or portfolio career
Phase 3: Launch (Weeks 9–12)
- Activate your network with purpose
- Master storytelling in interviews, pitches, and key conversations
- Launch your next chapter with support and accountability
What You’ll Walk Away With
- Absolute clarity on what’s next (and why it matters)
- A personal brand and narrative that opens doors
- A roadmap to shift careers, launch a business, or redesign your work-life model
- Tools to command your value, elevate your mindset, and re-enter the arena at your highest level
What’s Included
- Weekly 1:1 Executive Coaching with Chris Dessi (12 total)
- Strategic Reinvention Workbook & Templates
- Personalized Roadmap and Brand Messaging Audit
- 24/7 Voice & Text Access Between Sessions
- Private Intake & Exit Strategy Call
Dessi has been
FEATURED IN:

You Don’t Need an AI Guru.
You Need a Fixer.
(Not a Guru. Just the Guy Who Burned It Down and Rebuilt It Right.)
I’ve been fired from the job that was supposed to make my career.
When that happened, I didn’t disappear—I doubled down.
I blogged from FacebookShouldHireMe.com that went viral, turning a painful exit into a personal brand rocket ship.
That led to national media coverage, my first book deal, and the launch of Silverback Social—an agency I built and sold.
Then came the Westchester Digital Summit, TEDx stages, and paid speaking gigs around the country.
I’ve published multiple books on growth and reinvention, and I’ve helped thousands of professionals rethink how they work, lead, and live.
Then, in 2021, I took the reins as Chief Revenue Officer at a fintech startup.
No sales team. No marketing. No comms. Just me—parachuted into chaos.
On the outside? Buzz. Momentum. A hint of product-market fit.
Behind the scenes? Broken systems. Leaky funnels. Furious clients. Nothing built to scale—just patched together to survive.
So I did what I’ve done my entire career:
I reinvented.
I tore it down. Rebuilt everything from scratch. And architected a revenue system with AI at its core.
The result? A sales engine that scaled, closed millions, and proved what I’ve always known:
Reinvention is a superpower.
And now, I help executives unlock that same power—for their careers, their brands, and their lives.
Introducing the 90 Reinvention Workshop

The Playbook
Your custom toolkit, built for your business, in real time. We help you act with conviction, implement fast, and own it all..

Private Discord Access
Unfiltered insights on what drives real results. The group helps transform shared pain points into practical wins.

The Vault
Prompts for emails, videos, onboarding, landing pages—everything.

Support & Live Coaching
90 days of direct implementation support, weekly calls, and Discord access

The Library
Every system we build together is documented with SOPs and templates

Sales & Nurture Automations
Email sequences, chatbots, and booking flows that convert.

Job Lead & List Growth Systems
AI-powered forms to grow your list on autopilot.

Funnel Builder
Smart job automations that convert leads and plug revenue leaks.
Here are some pros who trust me to help them.









This is for you if:
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You’re over 40 ready for a second act—on your terms
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You’ve hit a ceiling (or wall) and want a complete reset
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You know you have more in you—and you’re ready to move
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This is the moment where everything can change. You just have to say yes.
This is not for you if:
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You want “passive income” with zero effort
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You’re afraid of trying something new
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You’re still hoping the perfect idea magically appears
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You just want to “learn AI” without applying it
We Keep it Small for a Reason
We only accept:
10 Execs per cohort
Right now:
We have room for 2 more individual seats.
You live support, and personal attention.
Once the cohorts are full, the doors close.