Strategic Advisory

$3,000/month

You're the strategic decision-maker for AI at your organization. Every vendor proposal lands on your desk. Every resistance pattern needs decoding. Every board meeting requires AI progress updates.

You need someone in your corner who understands organizational intelligence and has no agenda except helping you make better decisions.

"I was drowning in vendor pitches, implementation concerns, and conflicting advice in an arena where I had little experience. Asher became my strategic sounding board for every AI decision. Six months later, we have three successful implementations and zero expensive mistakes. Best investment we've made."

— Wayne R, Owner, Family-Owned Logistics

What you get

Bi-weekly strategy calls (60 minutes)
Working sessions to decode resistance, evaluate vendors, and plan next moves. Not status updates - strategic guidance that drives better decisions.

Unlimited Slack access for you and one team member
When vendor proposals hit your desk, when unexpected resistance emerges, when the board asks questions you need to answer by Friday - message me. Response within one business day, usually within hours.

Quarterly strategic reviews
Every three months we zoom out: What patterns are emerging? What should we stop doing? Where do we focus next?

Priority support for urgent decisions
Sometimes AI decisions can't wait for the next scheduled call. When something critical comes up, we handle it immediately.

What I do for you

Decode vendor promises into reality

• "That demo was perfect - what are they not showing you?"
• "Here's what 'seamless integration' means for your environment"
• "These contract terms will hurt you in year two"

Read your organizational intelligence

• "Sales is resisting because they're protecting client relationships the system would damage"
• "Your 'change-resistant' manager remembers the ERP disaster - they're protecting institutional memory"
• "That workaround everyone hates is preventing a problem you can't see yet"

Navigate organizational politics

• Script difficult conversations with stakeholders who don't understand AI reality
• Handle resistance from department heads who feel threatened
• Manage up when leadership gets distracted by vendor demos
• Build coalition support for decisions that matter

Keep you strategically honest

• "Those aren't adoption metrics - that's compliance theater"
• "You're solving a symptom, not the problem"
• "Time to kill this before it gets more expensive"

Perfect if you

• Lead an organization making serious AI investments
• Have AI working in at least one area or clear plans to start
• Want consistent strategic guidance, not project management
• Value someone who will tell you uncomfortable truths about your situation
• Can make decisions without consensus (though I'll help you build support)
• Need a neutral sounding board with no vendor agenda

Not for you if

• You want someone to do implementation work (I focus on strategy, not execution)
• You need technical development or IT support (I help you make decisions, not configure systems)
• You're looking for reports and documentation (you get strategic guidance, not deliverables)
• You want a team of consultants (it's just me, which is why it works)
• You need someone on-site regularly (most everything works remotely)

What success looks like

Month 1-2: Clear strategic priorities, vendor costs optimized, dangerous decisions avoided

Month 3-4: Organizational resistance decoded and channeled productively, political roadblocks cleared, ROI becoming visible and defensible

Month 5-6: Multiple areas using AI effectively based on organizational reality, clear decision-making patterns established, considering strategic expansion

Ongoing: Consistent progress without drama, optimized vendor relationships, organizational learning about what works vs. what sounds good

Common questions

Q: How is this different from other advisory services?
I focus on organizations where leaders can make strategic decisions without endless committee approval. I don't sell tools. I don't have a consulting team to feed. You get consistent, experienced strategic counsel from someone who's seen your exact challenges dozens of times.

Q: What if we need more than bi-weekly calls during critical periods?
We add calls as needed. The base rhythm works for most strategic decisions, but we adjust for vendor evaluations, board presentations, or urgent organizational issues.

Q: What happens after 4 months?
Most clients continue month-to-month. Some graduate to quarterly check-ins when they've built internal strategic capability. Some expand to cover additional areas. Whatever makes sense for where your organization is.

Q: Can we start with a shorter commitment?
The 4-month minimum exists because real strategic relationships take time to develop. You need to trust my perspective, and I need to understand your organizational patterns. If you're unsure, start with a Private Call first.

The bottom line

You don't need enterprise consulting. You don't need transformation theater. You don't need another vendor trying to sell you their solution.

You need consistent, practical strategic guidance from someone who understands that agile organizations have different decision-making dynamics than massive enterprises.

Someone who will tell you the truth about your AI strategy, even when it's uncomfortable. Especially when it's uncomfortable.

I maintain 5-7 advisory relationships at a time so I can actually know your business and provide strategic value. Email to discuss current availability.

Still have questions?

← Back to all services