A seasoned seller with a family-first outlook.
CyberPadre is the sales practice of Matt Bailey, built on two decades of relationships in Chicago technology and cybersecurity.
Matt Bailey
I have 23 years of sales and sales management experience in technology and cybersecurity. I’ve carried quotas, built territories where there was nothing, built and led sales teams, and have been fortunate enough to learn from great people during my career.
Over that time, I’ve learned that good selling is mostly about listening, being honest about fit, and following through. Buyers remember who told them the truth, especially in security, where the stakes are real and the noise is loud.
I started CyberPadre to put that experience to work for companies that want a thoughtful partner on the sales side. I am also a member of Jointli, a collective that helps organizations with governance, risk, and compliance for cybersecurity and AI.
Outside of work, I’m a proud father and boyfriend, which keeps me busy, humble, and well practiced at negotiation.
What you can expect.
Straight answers
If something isn't a fit, I'll say so. If I'm not the right person, I'll try to point you to someone who is.
Real experience
The advice comes from years of doing the work, not from a playbook written by someone who never sold.
Long-term relationships
Most of my best work has come from people I have known for years. I'd like to be that kind of partner for you.
Why "CyberPadre"?
“Padre” is a nod to my father and to the kind of steady guidance a good mentor provides. I used the Spanish version of father to incorporate the integrity of the Soto Cordero family, that has accepted me. “Cyber” is the world I’ve worked in for most of my career. Put together, it’s what I try to be for clients. A mentor with integrity that keeps the customer’s best interests at heart.
Let's get acquainted.
A short call is the easiest way to see if we'd work well together.
Work with me