AI Strategy & Readiness

An AI readiness assessment for small and mid-sized businesses.

We help you see where AI fits in your business, what to put in place first, and where to start, so your first steps are practical, secure, and worth the effort.

What we look at

01

Current AI use and maturity

We start with how your team uses AI today, if at all, and which tools are already in place.

  • AI maturity assessment
  • Current AI usage and tools
  • Business objectives and goals
02

High-value use cases

We look for the practical opportunities that build momentum and confidence.

  • High-value use cases for each team
  • Quick wins to start with
  • Everyday work like reports, proposals, follow-ups, and SOPs
03

Security, data, and governance

We check the guardrails and data access AI needs before anyone rolls it out widely.

  • Usage policies and access controls
  • Data sources, permissions, retention, and compliance
  • Security, governance, and risk
04

Platform fit

The best AI platform is the one your teams will actually use.

  • ChatGPT, Microsoft Copilot, Google Gemini, Perplexity, and Claude (Anthropic)
  • Fit, security, and long-term value
  • The tools and data you already have

What you get

Every business is different, so the details depend on what we find.

Our goal is to help teams increase productivity, reduce costs, and grow revenue.

How it works

  1. 01

    Intro call

    A free 15-minute conversation. We'll focus on understanding your business, not selling a tool.

  2. 02

    Discovery & Goals

    Understand your current state, business objectives, and AI readiness.

  3. 03

    Use Cases & Quick Wins

    Prioritize practical opportunities that build momentum and confidence.

  4. 04

    Roadmap

    Align leadership on a roadmap, governance, and success metrics.

When you're ready, we also help with secure rollout, training, and custom agents.

Who it's for

Growing and mid-market teams, especially service-driven, project-based, and multi-location businesses in construction, field services, and professional services.

We're serving businesses across the US, and we also partner with organizations in other countries.

FREE CHECKLIST

Want a quick self check first?

Our free AI readiness checklist shows your starting point, not a grade. Email us and we'll send it.

Email us and we'll send it →

We use your email only to send the checklist and reply. Privacy

Common questions

What is an AI readiness assessment?

It's a practical look at where your business stands with AI today. We review how your team uses AI now, your goals, your security and data access, and the use cases worth starting with, then agree on a roadmap with your leadership team.

Is this only for small businesses?

No. We primarily partner with growing and mid-market organizations, including small and mid-sized businesses that want to turn AI experimentation into secure, practical execution.

Do we need to pick an AI platform first?

No. We're platform agnostic. We work with ChatGPT, Microsoft Copilot, Google Gemini, Perplexity, and Claude (Anthropic), and we help you choose based on fit, security, and long-term value.

How much does an AI readiness assessment cost?

Every engagement is scoped to your business, so we don't publish prices. The best first step is a free 15-minute intro call, where we learn your goals and share clear next steps.

How do we get started?

Email info@aisherpa.cloud to book a free 15-minute intro call. We'll focus on understanding your business, not selling a tool. No obligation, no sales pitch.

Related pages

Let’s find your path

Ready to put AI to work?

Start with a focused conversation about your goals, challenges, and highest-value opportunities.

Book a free 15-minute intro call →