JJ Vega
Hi, I'm JJ.
I spent 20 years building a career in service to others while abandoning myself in the process. Now I coach technical leaders on how to lead with strong boundaries so they can be active and impactful, not just conscious and aware.
Here is my story:
For over 20 years, I built what looked like a successful career—serving in the United States Air Force, leading teams in corporate America, teaching, mentoring, managing operations. On paper, I was the person everyone could count on. Behind the scenes, I was operating from what I now call "ruinous empathy": constantly anticipating other people's needs to get my own needs met, hiding behind agreeableness, and abandoning myself to keep everyone else comfortable.
Even with a spiritual practice that connected me to something larger than myself, I couldn't translate that groundedness into my leadership.
The military is where I first learned what boundaries actually felt like.
During my four years in the Air Force, I did heavy construction, deployed overseas, and worked alongside people who didn't care if I was agreeable: they cared if I could do the job. The physical demands forced me out of my shell. I learned to set boundaries, speak up, and lead from my body rather than just my head. For the first time, I wasn't just aware of what needed to happen. I was active in making it happen.
But when I transitioned into tech and knowledge work, those boundaries dissolved.
Without the physical grounding and clear structure of military life, I defaulted back to people-pleasing. I wanted to be liked, to be helpful, to be the leader everyone felt good about. I said yes when I meant no. I hid my real opinions to avoid conflict. I overpromised because I was afraid of disappointing people. My leadership became impotent - lots of good intentions, zero follow-through.
And then, it all fell apart.
When my marriage ended and I lost my job in the same season, I finally hit a wall I couldn't push through. It was the same pattern I'd lived my entire life - burning out by trying to be everything to everyone - but this time it was severe enough that I couldn't ignore it anymore.
I finally got the coaching and support I needed. I learned I had been using ruinous empathy to survive: trying to anticipate other people's needs before they could reject me. It felt safer to over-give and hide my real opinions than to risk being challenged or having my needs unmet.
I started setting boundaries.
It was terrifying at first. But when I learned to advocate for myself, take clear stands for what I believed in, and let my yes mean yes and my no mean no, something fundamental shifted. I stopped hiding my unpolished, unfiltered perspective. I stopped saying yes to things that didn't align. I started being willing to pick a path and go first, trusting that people would follow. Or not.
My spiritual practice deepened as I learned to integrate physical, mental, emotional, and spiritual dimensions of my life. The boundaries I'd learned in the military finally connected to the inner work I'd been doing for years.
The results were surprising. The clearer I got about my boundaries, the more business came my way. I've never been more financially sustainable than I am now, even compared to when I was employed full-time. My relationships got better because I stopped feeling responsible for solving everyone's problems. I could sense when things were in or out of alignment much faster, so my work became more energizing. Even when chaos hit, my recovery was faster because I wasn't fundamentally burned out anymore. And because my yeses were yeses and my nos were nos, I stopped wasting energy on things that drained me—I became more focused, more effective, and more alive in my work than I'd ever been.
From that foundation, I started coaching technical leaders in a variety of organizations, from frontier AI to bootstrapped startups - people navigating the chaos of rapid growth, leading teams through scale, and trying not to burn out in the process.
My approach integrates the physical, mental, emotional, and spiritual dimensions of leadership. I work with leaders who know there's more to sustainable performance than tactics and frameworks—leaders who want to develop the kind of presence and groundedness that lets them lead from a place of clarity and conviction, not fear and reactivity.
Today, I see the same pattern everywhere: brilliant technical leaders who are exhausted from being the person everyone can count on but never the person who asks for help. They hide behind being agreeable, overpromise to keep people happy, and won't set a boundary or speak their real opinion because they're afraid of the conflict or rejection that might follow. They're conscious and aware, but they can't take action because their boundaries are too weak to support them.
If you're exhausted from leading this way, you don't have to stay there. Setting boundaries changes everything—your business, your relationships, your energy, and your capacity to lead from your deepest values.
Credentials:
United States Air Force veteran (4 years active duty)
20+ years professional experience across coaching, operations, education, and leadership
Aletheia Advanced Coaching Program (Level 1 and 2) (Presence-Based Coaching, Internal Family Systems, Somatic Coaching, Enneagram Integration)
Professional Scrum Master I (PSM I)
Full Stack Software Developer (devCodeCamp)
Degrees: Associate of Science (Community College of the Air Force), Associate of Social Work (J. Sargeant Reynolds)
Testimonials
“Working with JJ has been transformative and an incredible investment in my personal growth. He's skillfully guided me through a major life transition as well as helped me navigate career opportunities strategically.
JJ brings an invaluable mix of mindfulness, joy, wisdom, and tech industry expertise that I had no idea existed - he connects with different aspects of my personality and helps me integrate them.”
- Drew Hodun, Applied AI Product Manager @ Anthropic
“There's nothing like a session with JJ. If you haven't tried the kind of developmental coaching he offers, like me, you're going to be pleasantly surprised by the supportiveness, the thoughtfulness, and the safe space JJ holds.
The concerns I brought to the session were work-related and, knowing JJ has experience unblocking people who fly high in their fields, I was hoping he'd provide insights for me to work with just that sort of colleague, but with my own block! Undoubtedly, I'm clearer on a route to follow now, but not through JJ telling me what to do. He guided me to approach my concerns through my own experience, which means I have a strategy that's completely aligned with my abilities and values.
He's a particularly talented person, I can feel a change even after just one session!”
- Nadine Heir, Marketing Manager @ DQS
“When I started working with JJ, my focus was split three ways and I wasn’t making progress in any. JJ gave me the confidence to narrow my focus, which finally unlocked forward momentum. I’m moving ahead with clarity, resting when I need to, and no longer feel like burnout is right around the corner.”
- Richard Samela, Founder + Head of Product @ Vetta
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