From the smartest person in the room that no one listens to — to the leader they won't make a move without.
For leaders serious about making the leap — not just thinking about it.
Apply for a Strategic Clarity Call →Applications reviewed personally. Not every inquiry results in an offer.
The gap between Director and VP isn't technical capability. You have that.
It's the identity shift — from expert to executive. From problem-solver to strategist. That shift doesn't happen through workshops or reading lists. It happens through sustained, focused coaching with someone who's done this with senior IT leaders for over 15 years.
The Annual Coaching Partnership is a 12-month engagement designed for one outcome: you walk into your VP role as someone who belongs there. Not someone who was promoted and is now figuring it out.
"This is invite-only. I work with a limited number of 1:1 clients to ensure each engagement gets the depth it deserves. If you're considering this, start with a conversation."
— Rajiv Upadhyay
What the partnership includes
12–16 coaching sessions
Bi-weekly or monthly — your choice. Each session is focused on a real challenge, not a theoretical exercise.
Session summaries with action plans
A written record after every call: what we covered, what shifts, what you're taking into the next two weeks.
Progress tracking against your 7-stage transformation journey
A structured view of where you are in the arc — so you can see movement, not just feel it.
WhatsApp/Voxer support between sessions
Real-time support for real-time situations. The board presentation that just got moved up. The stakeholder conversation that can't wait.
Framework application to actual challenges
Every session works on something live. Not hypotheticals. Your actual org, your actual stakeholders, your actual promotion timeline.
Identity-level transformation
Not just skill-building. The work goes deeper — to the assumptions, defaults, and internal narratives that are quietly running the show.
If you're ready to stop waiting and start moving — apply.
A Strategic Clarity Call to confirm fit. No sales pressure.
Apply for a Strategic Clarity Call →