Grounded Advisory AI Strategy for Small & Mid-Size Business

AI is here. How you use it should be something you can stand behind.

Grounded Advisory helps small and mid-size business owners figure out where AI fits in their work, where it doesn't, and how to move forward in a way that fits their values, their team, and their budget.

Make AI decisions you can live with.


Most AI advice is tool sales dressed up as strategy.

You've been watching AI take over your industry for two years. You know you can't ignore it, and you're also not sure who to trust. Most advisors want to sell you software. They'll tell you AI will transform your business, skip the uncomfortable questions, and leave you with a subscription you're not sure how to use.

You need someone who will look at your actual business, understand your values, and tell you the truth about what AI will and won't do for you.

That means asking about risk. About privacy. About your team. About the environmental cost of the tools you're considering. About whether you're actually ready, and for what.

"AI is too pervasive to ignore. The question is how you step into it, and whether you do it in a way you can live with."

What grounds our work

Every engagement starts from three commitments. They're not aspirational. They shape every recommendation we make.

Responsible Adoption

Honest about risk

AI comes with real risks: to your data privacy, your business continuity, and your reputation. We look at all of them before you commit to anything. You should know exactly what you're saying yes to.

Human-Centered

Your people are not a cost to cut

AI should relieve your team of tedious repetitive work and free them for the work only humans can do: judgment, relationships, creativity, strategy. We help you build AI into your business in a way that strengthens your team rather than replacing it.

Environmental Awareness

The cost most advisors skip

Large AI models consume significant energy and water. That matters, especially to businesses that care about their footprint. We help you make evaluated choices and avoid defaulting to tools that are not aligned with your ethics while reducing environmental harm where possible.

How we work together

Three ways to engage, depending on where you are and what you need. Most clients start with an assessment and grow from there.

Advisory Retainer

$5,000 – $8,000
Per month, ongoing

Ongoing AI strategy, implementation support, and guidance for businesses ready to move. We work together to execute your roadmap, evaluate tools, navigate challenges, and adapt as the AI landscape changes.

  • Monthly strategy sessions
  • Implementation support and oversight
  • Vendor evaluation and accountability
  • Team training coordination
  • Ongoing risk and ethics review
Learn More
Limited availability
Fractional CAIO

Embedded AI Leadership

$3,000 – $5,000
Per month · 8–10 hours

For businesses that need AI expertise at the leadership table, not just as outside advice. I join your team as a Fractional Chief AI Officer: present in key decisions, accountable to outcomes, and embedded in a way that a traditional consultant isn't.

  • Attendance at leadership or board meetings
  • AI decision-making and vendor oversight
  • Defined async availability with clear response windows
  • Monthly executive strategy session
  • Ethics, risk, and environmental review at every stage
Inquire About Availability

Amy Cullen

Founder, Grounded Advisory

Bend, Oregon

I've spent nearly 20 years as a Frontend Developer/Designer, Creative Drector, and UX Research Director in the tech industry. I've watched it go from the wild west to something far more complex and consequential.

I'm genuinely excited by what AI can do. I'm also clear-eyed about the risks: to privacy, to jobs, to the environment, and to the ethics of the companies we put our money and data into. That combination is what I bring to every client.

I built Grounded Advisory because business owners deserve an advisor who tells them the truth. Not someone who sells them the shiniest tool. Someone who helps them figure out what actually makes sense for their business, their team, and the kind of company they want to be.

There are ways to use AI and still be authentic to your ethics and your values. I'm here to help you find them.

Let's figure out your AI strategy.

Tell me about your business. I'll review every submission personally and be in touch within two business days.

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I review every submission personally and respond within two business days.