JASON SEIDEN
FIX MARKETING. PUT HUMAN-FRIENDLY AI INTO USE.
MAKE TEAMS MORE RESILIENT. CAPTURE THE MOMENT.
I solve 4 types of problems for growth-stage and scaling B2B businesses, with an emphasis on HR, Recruiting, and WorkTech.
→ Fixing Marketing strategy & operations (Fractional CMO)
→ Accelerating human-centric AI transformation (Advisory, Training)
→ Fostering organizational resilience (Comfort Communications)
→ Preparing leadership for a future we never saw coming (Speaking)
My background is equal parts storytelling, metrics, and technology. If you need an exec to stop the bleeding and get you to the other side of a critical transition, let’s talk.
FRACTIONAL CMO: STABILIZE MARKETING IN 90-DAY SPRINTS
Navigate zero-to-one marketing change with someone who's done it before. Hand the playbook off to your Director of Marketing.
Recent impacts:
Cut $3M+ in wasteful spend while growing pipeline
Improved conversions 150%+ through rapid experimentation
Accelerated sales cycle 66% by streamlining the Marketing-Sales handoff
Common triggers include: falling customer adoption rates, out-of-whack cost ratios, leadership churn, post-merger integration, a sub-optimized stack, or competitive landscape shifts.
I work in 90-day sprints to ensure focus, limit risk, and deliver ROI fast.
Download: My Fractional CMO Playbook → [coming soon]
ADVISORY & TRAINING:
HUMAN-CENTRIC AI READINESS
Tech is an amplifier that will accelerate garbage just as readily as it will accelerate awesomeness.
That means you need teams who are willing to work with AI… even if they’re afraid for their jobs. Otherwise, you’ll get slop instead of strategy. We saw this in the dot-com era, we saw it during the social media revolution, and we’re seeing it again now.
The answer is to embrace human-centered AI readiness.
Most AI training teaches tools. I teach critical thinking: how to evaluate AI outputs, when to trust them, and how to use AI to amplify human judgment, not replace it.
COMFORT COMMUNICATIONS:
HOW TO SHOW UP WHEN IT MATTERS
When sh*t goes down and someone on your team experiences loss—a death, divorce, diagnosis—most people freeze. Managers scramble, colleagues don’t know what to say, and HR shows up too late with resources that are too generic. Everyone suffers in silence, performance falls, and trust erodes.
Comfort Communications is a non-therapeutic communications protocol that gives the grief-adjacent (managers, teammates, colleagues) tools to respond to loss with consistency, clarity, and care. It includes:
What to say / What not to say guides
Simple tools to coordinate support
Return-to-work protocols
An AI bot (in beta)
This isn’t about becoming best friends with your colleagues or finding the magic words for an awkward situation. Comfort exists because grief happens to everyone, no one wants to deal with it, and there were no good tools to help the grief-adjacent show up well.
In 2003, the last time its impact was measured, grief was already costing businesses $75B/yr. Since then, the number of people impacted by a given death has nearly doubled (from 5 to 9), we’ve had a pandemic, and our news feeds have started delivering raw trauma to our news feeds multiple times a day.
We could all use some more Comfort.
Download the "Say This Not That” Guide →
Test Drive ComfortBot (Password “Comfort”) →
SPEAKING: PREPARING FOR A FUTURE
WE NEVER SAW COMING
I speak on AI transformation, empathetic leadership, and navigating organizational change with clarity and humanity. Topics include:
AI + Empathy: Managing a Highly Leveraged Team of Experts
The Comfort Framework: Creating the Path Back from Loss
The 90-Day Marketing Sprint: Fixing What’s Broken
No corporate platitudes, no hype, and no gloom. Just an honest take about doing hard things well.
Download topic overviews → [coming soon]
Check availability →
WHY PEOPLE TRUST ME
I slashed marketing costs at the mid-market SaaS marketplace Truckstop.com (PE-backed, $165M) and re-imagined customer adoption at the enterprise SaaS HRTech company Ultimate Software (public, $1.3B; now PE-backed UKG). I helped mid-market RPO Cielo (PE-backed, $400M) introduce AI innovations and have worked with dozens of start-ups navigating zero-to-one change.
I built and sold Brand Amper, the first employee-generated content platform for employer brands (acquired by The Muse, recognized as a Top 50 Most Innovative Company). I was LinkedIn's first certified consulting partner in North America and pioneered employer branding before it had a name.
When it comes to GTM and change, I’ve seen the story.
How I work:
I show up with a game plan. I know what I’m looking for and what needs to happen.
I spot patterns. A major benefit of my breadth of experience is the ability to spot patterns and know which ones need attention now.
I use the tools your team uses. When things change this fast, first-hand knowledge saves time.
I build bridges. Truth + empathy is more than a tagline—it’s a recipe for effective collaboration, genuine relationships, and joy.
Spreadsheets might help you find what needs fixing, but ultimately it’s people who have to execute. After my daughter Elle died in 2018, I had to stop pretending that sustainable success doesn't require sustainable humans. My approach evolved. I help leaders evolve theirs, so they can solve hard problems without burning out the people who deliver the results.
More at my LinkedIn page.
Subscribe to my Substack, “…With Truth and Empathy”: