It’s everything around it. Building trust with a CEO who doesn’t fully understand what you do. Defending a pipeline number you didn’t set. Developing a team while you’re still learning the company. Sitting in a leadership meeting wondering if anyone takes marketing seriously.
If you’re new to the role, the learning curve is brutal and mostly invisible. Nobody sees the parts you’re figuring out in real time. If you’ve been in the seat for a while, you’ve probably hit a ceiling and are doubling down on what got you here instead of figuring out what gets you there.
Either way, you’re largely on your own. Sales leaders get coaches. Engineers get mentorship programs. Marketing leaders get a Slack channel and a “figure it out.”
So I built something to fix that.
Whether you’re 90 days in or 3 years deep, the program adapts to where you are.
Two comprehensive assessments. One mapping your marketing leadership landscape, one on your health and wellness. Not checkbox forms. These surface the real stuff and shape the entire program.
Establish your baseline. Professional and personal. Full framework library access from Day 1. Set both a professional and personal misogi challenge. Define what success looks like in 12 weeks.
Five anchor sessions on topics every leader needs (goal-setting, CEO relationship, confidence, misogi check-in, integration). Seven flex sessions customized to you: demand gen, team building, analytics, content ops, career navigation, whatever matters most right now.
Synthesize your progress, build a go-forward plan, and decide whether to continue into a second engagement. The program has more topics than 12 weeks can cover, and many clients keep going.
One hour, every week, with me. Not a junior coach, not a group call, not a recorded curriculum.
Comprehensive marketing leadership and wellness assessments that shape your custom program.
Nine branded frameworks: landscape assessment, quarterly planning, career navigation, and more. Yours to keep.
Shared operational hub tracking wellness, session prep, progress, and goals in one place.
Practical AI applications woven into every topic. Not theory, but tools you'll actually use.
Curated reading and exercises so you come to sessions ready to work, not ready to listen.
I’m Jason Widup. Twenty years building B2B marketing engines – from analytics and ops at Microsoft and Getty Images, to marketing leadership at Tableau, to VP Marketing at Metadata where I helped grow the company from under $1M to $16M ARR in three years. Fractional CMO for 20+ startups. Built marketing functions from zero more times than I can count.
I’m not an executive coach who read a book about marketing. I’m a marketing operator who’s sat in the seat, made the mistakes, and learned (often the hard way) what it takes to lead marketing at a startup without losing yourself in the process.
The wellness piece comes from my own story. Five years ago I was managing anxiety with all the wrong tools and leading my team from fear. Training for Mount Rainier changed everything – how I lead, how I think, how I show up. That transformation is why this program exists.
Why I built a program around the whole person
For most of my career, I ignored the personal side. I was anxious, not sleeping well, not exercising, and coping with stress in ways that weren’t helping. I was good enough at my job to get by, but I was leading from a place of fear, not confidence. And my team felt it, even when I thought I was hiding it.
About six years ago, I decided to change. I started working on my mental health, got serious about fitness, and set a goal that scared me: climb Mount Rainier. The first attempt, I made it halfway before fear stopped me. The second time, I made it to the summit.
That experience changed how I lead, how I think, and how I show up – at work and everywhere else. The anxiety didn’t disappear, but I built tools to manage it. My confidence stopped being something I performed and became something I actually felt. And the people around me noticed the difference before I did.
That’s why the leadership development program I built doesn’t just focus on marketing strategy. The marketing leader who’s sleeping well, managing stress, and building real confidence is a fundamentally different operator than the one who’s running on fumes and imposter syndrome. I know because I’ve been both versions.
for the full 12-week program
That’s a good sign. The leaders who seek out their own development are the ones who get the most from it.
This is a 12-week, 1:1 program that develops your marketing leader’s strategic thinking, confidence, and sustainability — led by someone who’s built the kind of marketing engine you need built. It’s a fraction of the cost of a bad quarter, a fraction of the cost of a replacement hire, and a direct investment in the person you’ve already bet on.
If you have questions, I’m happy to spend 15 minutes on a call.
30 minutes. No pitch, no pressure. Just a conversation about where you are and where you want to be.