Private Strategic Call

$750 for 90 minutes

Your smartest people are telling you the AI initiative won't work, but you can't articulate why to the board. Your vendor demos look perfect until reality hits. Your pilots succeed then quietly die. Your teams resist solutions that seem obviously beneficial.

You're not crazy. Your organization is trying to tell you something.

I'll help you decode what it's protecting and why that matters for your next AI decision.

"Asher spotted vendor red flags in twenty minutes that our entire evaluation committee missed. We went from 'this looks perfect' to 'this would never work for us.' Saved us from what could have been a career-damaging mistake."

— Natalie S., VP Ops, Healthcare Network

What you'll walk away with

• Know exactly which AI opportunity to pursue first
• Stop second-guessing vendor promises that sound too good to be true
• Understand why your people resist and what they're protecting
• See which organizational patterns predict success vs. expensive failure
• Get clear direction based on your reality, not someone else's playbook

Before we talk

Email me with:

• The AI decision keeping you up at night
• What your people are saying (vs. what they're not saying)
• What you suspect but can't prove

No prep work. No presentations. Just the truth about what's happening.

During our 90 minutes

• I decode the resistance patterns in your organization
• You see why "obvious" solutions trigger unexpected pushback
• We identify which AI opportunity has the highest chance of actually working
• You leave knowing exactly what to do next

After the call

• Direct email access for follow-up questions over the next week
• Clear action items you can implement immediately
• No summary doc, no action plan template - just clarity

"Our team was pushing back on an AI initiative. Asher quickly helped me understand they were protecting something critical that our new solution was interfering with. A few simple tweaks to our approach and now have full team buy-in. Make the call."

— Marcus R., CTO, Mid-Market Financial Services

Perfect for

AI decisions you need to make this quarter

• "I just got tasked with AI strategy, where do I start?"
• "Should we go with this vendor or find another one?"
• "Is our team actually ready for this initiative?"
• "Why do smart people keep saying this won't work?"

Vendor proposals that feel too polished

• "This demo was flawless - what are we missing?"
• "They're promising 70% efficiency gains for our industry"
• "Everyone loves the presentation but something feels off"

Organizational resistance you can't decode

• "Our best people are fighting something that seems beneficial"
• "Every pilot starts strong then mysteriously loses momentum"
• "Department heads keep finding reasons to delay - what's the real issue?"

Board pressure vs. organizational reality

• "Leadership wants AI progress but my team says we're not ready"
• "We're spending serious money but can't show concrete wins"
• "I need to explain why this won't work without sounding obstructionist"

Not for you if

• You want someone to implement your decisions (I help you make better decisions, not execute them)
• You need technical configuration help (I'm strategy, not IT support)
• You want validation for choices you've already made (I tell you what I see, not what you want to hear)
• You're looking for detailed project plans (you get clarity and direction, not documentation)
• You can't handle honest feedback about your situation (some organizations aren't ready for AI, and I'll tell you)

"I was new to the position and getting immediate pressure from the board to show AI progress. I knew something felt wrong about our approach. Asher helped me understand what my organization was actually ready for, and identified the expertise that was lacking. He's now in my phone's Favorites."

— Russell C., CIO, Manufacturing Company

What's really happening

Most AI failures aren't technology problems. They're organizational intelligence problems.

When your people resist, they're not being difficult. They're protecting something valuable.
When vendors overpromise, they're not lying. They're ignoring your organizational reality.
When initiatives stall, it's not bad luck. It's predictable patterns you can learn to read.

Fifteen years of helping companies navigate technology decisions has taught me that organizational intelligence beats vendor promises every time.

Your organization knows things about AI readiness that consultants miss, vendors ignore, and boards don't understand.

One conversation that decodes what your organization is actually telling you could save you months of fighting the wrong battles.

I book calls 1-2 weeks out. Earlier slots sometimes open up.

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