Get started with a WIN
WIN Room Programs About Contact
Book a call

Hi, I'm Jaime Diglio.

I'm an organizational psychologist, a mom of two, the founder of inFirst Coaching, and the creator of the WIN Room.

By all accounts, I had a lot of success as a Sales and Marketing Leader. I built a 40 million dollar business from the ground up, and managed a 500 million dollar business selling technology transformation to some of the most competitive firms on Wall Street.

But after 20 years of being over-connected - my body sent me a physical wake-up call and went numb during a client lunch. It was a physical response to the constant stress of being over-connected. Today, we call it "burnout."

Following my recovery - I got back to work. But this time it was the work of disconnecting from the things not serving me and re-connecting to my mind, body and the things important to me.

I took everything I knew about mindfulness, change management, neuropsychology, and the power of positive psychology and translated those ideas into a new method for working with professionals.

And the WIN Room was born

named so that we never lose sight of "What I Need" and "What's Important Now."

I give professionals a unique leadership language to feel and BE more confident and connected at work.

 

For the last seven years, I've helped thousands of professionals and teams learn how to identify and disconnect themselves from what isn't working in order to reconnect with more meaning and intention so they can have a successful career and life.

 

By focusing on the individual performing a job or the individuals that make up the team, I help people look in first and stand in their strengths so that the individual, the team, and the organization WIN. 

The Foundations of the WIN Room

Better connections build better culture, community and confidence across co-workers

Safety

 

Feeling safe to be seen as yourself builds trust, enables creativity, and fuels discussion.

 

Inclusion

 

Embracing diversity and seeing value in the uniqueness of others creates a culture of belonging.

Connection

 

Building friendships and community unlocks growth potential.

 

Leadership

 

Leveraging the strength of individuals and bringing out the best in others inspires teams to reach shared goals.

Join a WIN Room

Sellers value their time and experience with the WIN Room

This program helps me feel like I’m part of something.

What you're doing is making me feel like I'm part of something and not hanging out there alone as a seller in my market. The Predictive Index personality profiling tool is amazing. It's a good reminder for me to see my personality, who I am, why I do what I do and what makes me "me". I really hope that every seller gets to experience this. I hope that our company continues to invest in this program.

An excellent investment of my time.

The one hour a week is an excellent investment of my time, and I would highly recommend that other people attend. This program has been a great way to meet and learn from my sales colleagues. As a newly hired team member, this is a great way to bond with others in the same boat. Jamie has led us through some great exercises using tools that encourage participation.

Takes our sales training to the next level.

The Sales Win Room Program has been a great complement to our other sales trainings - while other offerings have been tactical in nature, focused on our capabilities and capturing our company culture, the Win Room takes it to the next level and pushes me to consider what I can personally bring to my team, the company and my clients.

A judgment-free zone to build deeper connections with others.

I am so thankful to have been offered the opportunity to participate in the WIN Room as a new seller. It's a great opportunity to unplug for an hour, breathe, connect with others, learn, and align on what makes us similar yet different. When you find yourself in a judgment-free zone, where you can be authentic, you build deeper connections with others.

I want to say thank you, to our leadership, for recognizing the value of this course and allowing time during the work week to shift our focus inward versus outward as we do every day as a natural part of our role as Sellers.

Huge impact in a short amount of time.

For me it has been extremely valuable learning about our different styles based on some of the exercises we went through. Having this program as a forum to facilitate knowledge sharing has had a huge impact in a short amount of time.  I'm learning a ton.  Learning from other sellers has been part of a winning formula in my career and this program gives me a weekly forum to do that.

A differentiator for Sales.

We're all busy and it's easy to take a one-week sales training course and quickly lose touch with what you learned. But the Win Room Program is excellent for continued learning and motivation. Repetition is key to retention and this program is a differentiator for our sales culture.

WIN Room


Your toolkit and roadmap to improve performance and engagement in your current role.

 

Learn more
Individual Coaching

Dive deep into your development with personalized guidance.

 

 

Learn more
Executive Advisory

Keep your organization winning with consulting services that focus on your corporate learning and development goals.

 

Learn more