Meridian is premortem-driven executive reinvention for leaders 40+ who feel stuck — not because they lack ambition, but because the playbook that built the first half doesn't run the second.
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Keynote · Westchester Digital SummitThe premortem isn't just a planning tool — it's a philosophy. The same discipline Chris brings to Torque AI engagements, applied to the most important transformation you'll ever lead: the one of yourself. Ask what fails first. Design for that. Build what survives.
You've built something real. You've hit goals others only dream about. And yet something doesn't fit anymore. Meridian isn't therapy — it's strategic reinvention, grounded in premortem methodology.
Chris doesn't hand you a journal and a framework. He brings the same operator accountability from Torque AI — targets, cadence, honest scorekeeping — to your reinvention.
The premortem philosophy that shapes how Chris deploys AI with companies is the same one that shapes Meridian. What fails first? Design for that. Build what survives.
Why urgency — not scarcity — is the right frame for the second half. Every reinvention Chris guides is rooted in this premise: the time you think you're saving by waiting is the most expensive thing you own.
Your current trajectory, run forward honestly. What fails first — the role, the energy, the identity? We name it before it names you.
Strategic reinvention with operator discipline: what you keep, what you kill, what you build next — with a real plan, not a vision board.
The same cadence Chris runs with executive teams — applied to your second half. Every week ends with something real.
No proposal, no discovery dance. Here is what working with Chris costs, so the first conversation is about you and not about the price.
Thirty minutes. You bring the problem. You leave with one clear next move, whether or not we go further.
Weekly working calls, direct access between them, honest scorekeeping. Month to month, no contract.
The full arc in one commitment: premortem, design, execute. Most reinventions take about this long.
Company paid? Say so on the call. There is an invoice option.
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“Working with Chris Dessi was a game-changer at a pivotal moment in my career. After leaving my previous employer, I faced an uncertain market, but Chris helped me step back and see the bigger picture. With over 15 years as an enterprise Account Executive, I was preparing to just take another AE job. Chris changed my entire trajectory by helping me realize it was time to transition into a sales leader.
He provided a concrete, actionable playbook—not just quick advice. He showed me how to overhaul my resume, target the right enterprise organizations, speak and position myself like a manager in interviews, and navigate high-stakes executive conversations. Beyond the tactical prep, Chris kept my motivation, energy, and mindset high when I needed it most.
My only regret is that I didn't hire him sooner. We don't hesitate to invest in sports coaches for our kids or personal trainers for our health, yet we often neglect investing in our own professional growth. Investing in Chris was one of the best career decisions I’ve ever made.
If you are looking for a mentor, leader, and elite career coach to help you unlock your full potential, I cannot recommend Chris highly enough.”
“I reached out to Chris at Torque.ai. What might have been a 30-minute call ran 45. He spent nearly all of it learning about my business and thinking through how to help. He then followed up, twice, to make a key introduction. He listened, had a great attitude and instincts, and then took action. I’d trust him as a strategy advisor (and, his Buddy Media and Salesforce backgrounds are a plus). I may not remember every detail of a conversation, but I do remember how someone made me feel, and Chris made me feel valued. If you need an AI consultant or strategist, I highly recommend talking with him.”
“As a founder navigating the challenges of scaling an early-stage company, I’ve found Chris's perspective incredibly valuable. He has a great ability to quickly understand a business, identify where the real challenges are, and offer practical, actionable advice rather than the generic sales playbook you so often hear.
I appreciate his willingness to challenge my thinking and give candid feedback, even when it doesn’t necessarily benefit him commercially. It’s clear he genuinely cares about helping founders succeed.
Would absolutely recommend Chris to any founder or business leader looking for thoughtful, experienced guidance on building and scaling their sales organization.”
“Chris has been in my corner through some big decisions. He thinks like a revenue leader, asks the questions nobody else asks, and tells you what he actually believes. He helped me sharpen my positioning and my pitch, and he opened doors. If you want a coach with real operating scars and a big heart, call him.”
“If you have the opportunity to work with Chris, do it. He and I have talked through business, careers and life often for many years. Chris will give you an honest read on your situation, help you see what you are not seeing, and give you actionable insights. Recommend, full stop.”
“I have worked alongside Chris and seen how he operates. He cuts through noise fast, gets people focused on the one thing that matters, and holds them to it. He has real experience building and selling, and he brings all of it to his coaching. If you want someone who will be honest with you and push you, Chris is your guy.”
“Chris is the person I call when I need a straight answer. I've hired him during my tenure at Marvel, and Accuweather. He has run sales organizations, built teams and negotiated big deals, so when he coaches you it comes from someone who has actually sat in the chair. Every conversation with him ends with a clear next step. He is generous with his time and direct with his feedback, which is a rare combination.”
“I have known Chris a long time and I have watched him build, sell, lose and rebuild. That is exactly why he is a great coach. He does not give you theory. He gives you what he learned leading teams and closing deals, and he gives it to you straight. I can vouch that he has been a huge driver of growth for me both personally and professionally. He is also one of the most loyal people I know. Call him.”
“Chris helped me align my sales and marketing efforts and think through a long-term strategy for both. He built things, fixed things, and sat with me when my head was spinning—especially when it came to the ever-changing digital world. What I appreciated most was that he told me the truth, even when it wasn’t what I wanted to hear, and then helped me act on it. He is a true operator and a good coach.”
“I sent a friend to Chris who needed help thinking through his new business venture, and Chris gave him an hour of real, specific advice with no strings attached. That is who he is. He has been through the big exits and the hard years, and he coaches from both. If you need someone who will be honest with you and actually care about the outcome, call Chris.”
"A fifteen-minute meeting made me millions."
"Constantly on the phone and sending e-mails to potential clients, it amazed me that Chris could keep up his almost superhuman pace day after day… A great salesman, mentor and friend, any company would be fortunate to have Chris working diligently for them."
"I had a front row seat to see Chris start companies, sell companies, publish multiple books, become a TV regular, keynote events, consult and give a Ted Talk. I also watched him take chances, work insanely hard, lead, be transparent and have a lot of fun."
"You've built something real. You've hit goals others only dream about. And yet — something doesn't fit anymore. That's not a crisis. That's a meridian: the highest point, where the navigation changes."
A private conversation, not a pitch. Tell Chris where you are; he'll tell you honestly whether Meridian is the right room for it.
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