St. Augustine, Florida · AI help for real people

Old city. New tools. Let’s put AI to work for you.

AncientCity.AI is a local AI guide for St. Augustine businesses, teams, and individuals. I help you use ChatGPT, Claude, Copilot, Gemini, and other tools in plain English, in person or online.

  • Local to St. Augustine
  • In person or remote
  • No jargon, no pressure

What I do

Practical AI help, without the headache

Whether you run a team or just want to understand what all the fuss is about, I’ll meet you where you are.

AI setup

Choosing and setting up ChatGPT, Claude, Microsoft Copilot, Google Gemini, and other tools, with sensible privacy settings from day one.

Workflow automation

Let software handle the repetitive stuff: follow-up emails, lead capture, scheduling, reports, and chatbots, using Zapier, Make, n8n, and your existing CRM.

Staff training

Friendly workshops that get your whole team comfortable and using AI well, without a lecture on how neural networks work.

1:1 help for individuals

Personal, patient coaching for people who want to use AI for everyday life, from writing and research to planning and learning.

Monthly support

A steady point of contact for questions, tune-ups, and keeping up with the pace of change, so you don't have to.

Who I help

Built for the way St. Augustine works

From Aviles Street shops to Anastasia Island rentals to a quiet home office, here are a few places AI can lend a hand. These are ideas, not case studies.

Small businesses

Save hours on emails, quotes, scheduling, and paperwork.

Hospitality & tourism

Guest messages, menus, event copy, reviews responses, staff scheduling help.

Vacation rentals

Faster guest replies, listing descriptions, and turnover checklists.

Real estate

Listing copy, follow-up sequences, and client communication that sounds like you.

Medical & dental offices

Admin and front-desk time savers, with careful habits around patient information.

Retirees & individuals

A patient guide for getting comfortable with AI at your own pace.

Packages & pricing

Clear options. Clear prices.

Start with a free conversation. Pick what fits. You’ll always get the price in writing before paid work begins.

AI Jumpstart

$497–$997
audit + plan

A look at how your work really runs, and a short written plan for where AI helps first.

  • Review of your day-to-day tasks and tools
  • Prioritized list of quick wins
  • Tool recommendations that fit your budget and privacy needs
  • A written plan you can act on with or without me
Ask about Jumpstart

Setup & automation

From $1,500
per project

I build it, test it, and show your team how to use it.

  • AI tools set up the right way (accounts, settings, privacy)
  • Automations with Zapier, Make, or n8n
  • Chatbots, email and CRM workflows
  • Hand-off notes and a walkthrough
Talk about a project

Team training workshop

$750–$2,000
per workshop

Hands-on training for your staff, built around the work they actually do.

  • In person at your office or over video
  • Real examples from your business
  • Do's and don'ts for using AI safely
  • Cheat sheet for the team to keep
Plan a workshop

1:1 AI coaching

$95–$150
per hour

Patient, one-on-one help for individuals, from first-timers to retirees and busy professionals.

  • At your kitchen table, a coffee shop, or online
  • Go at your pace, ask anything
  • Set up your phone and computer
  • Leave with things you can actually use
Book 1:1 help

Monthly AI support

$300–$1,500
per month

A local AI person on call, so new tools and questions don't pile up.

  • Ongoing help and quick questions answered
  • Tune-ups for your automations and tools
  • Updates when something new is worth your time
  • Scope and hours set to fit your size
Ask about support

Draft pricing: these ranges are placeholders while the final numbers are set. Your exact price is always confirmed in writing first.

How it works

Three simple steps

  1. Say hello

    Book a free 30-minute consult by video, phone, or coffee. Tell me what’s eating your time or what you’re curious about.

  2. Get a simple plan

    I’ll recommend a first step in plain English with a clear price. No pressure, and no jargon.

  3. Do it together

    I set things up, train you or your team, and stick around until it feels natural. Support is there when you need it.

Start with a free consult

About Jesse

A patient, local guide to AI

Hi, I’m Jesse Eichner. I live in St. Augustine, and I started AncientCity.AI because I like helping people feel confident with technology that can seem overwhelming. AI is the biggest change to everyday work in a long time, and you shouldn’t need a computer science degree to benefit from it.

My background is in IT and operations, so I care about tools that actually work in real offices and real lives, not just flashy demos.

  • B.S. in Business IT Management, Western Governors University
  • CompTIA Project+ certified
  • Years of hands-on IT and operations experience
  • Based in St. Augustine, and happy to meet in person

Local & honest

A neighbor, not a faceless agency

I’m based in St. Augustine and work in person across St. Johns County and nearby, with video sessions for everyone else.

  • St. Augustine
  • St. Augustine Beach
  • Ponte Vedra
  • Palm Coast
  • Jacksonville Beaches

No made-up reviews here. AncientCity.AI is new, so I’m not going to put fake testimonials or logos on this page. Start with the free consult, ask me hard questions, and decide for yourself. I’d rather earn your trust than invent it.

Questions

Straight answers

Do I need to be tech-savvy to work with you?

Not at all. Most of the people I help are not 'tech people', and that's fine. I explain things in plain English, go at your pace, and there are no silly questions.

How much does it cost?

The first 30-minute consult is free. After that, pricing depends on what you need: a one-time audit and plan, a setup project, a team workshop, hourly coaching, or a monthly support plan. The ranges are listed above, and I'll give you a clear price in writing before any paid work starts.

Is my business information safe when we use AI?

Privacy is part of every project. I'll help you pick tools and settings that fit how sensitive your information is, set simple rules for your team about what should never go into an AI tool, and explain where your data goes. I don't need access to your private records to get started.

Do you come to me, or is this all online?

Both. I'm based in St. Augustine and happy to meet in person around St. Johns County, Ponte Vedra, Palm Coast, and the Jacksonville beaches. I can also work with you over video, which is handy for quick sessions and for people outside the area.

Which AI tools do you work with?

ChatGPT, Claude, Microsoft Copilot, Google Gemini, and automation tools like Zapier, Make, and n8n. I'm not tied to any one product. I'll recommend whatever fits your needs and budget, including the option of not using AI for a task at all.

Will AI replace my staff?

The goal is to take the boring, repetitive work off your team's plate so they can spend more time on customers and the things people do best. I'll always talk through the human side of any change with you.

I run a medical or dental office. Can you help with patient information and HIPAA?

I can help with the administrative side, like scheduling, templates, and training your staff on safe habits, and I'll keep patient information out of tools that aren't appropriate for it. I'm an AI and IT guide, not a lawyer or compliance officer, so for anything involving HIPAA we'll loop in your compliance advisor.

What happens after the free consult?

You'll get my honest opinion on where AI could help and what the best first step is. If that's a paid project, I'll send a simple written scope and price. If it's something you can do yourself, I'll tell you that, too. No pressure either way.

I'm retired and AI feels intimidating. Is this for me?

Absolutely. One-on-one coaching is designed for exactly that. We'll start with what you're curious about, whether that's writing letters, researching a trip, or just understanding what everyone's talking about, and build from there.

Book a free AI consult

Let’s talk about what AI can do for you

Tell me a little about what you’re working on. I’ll reply personally to set up a free 30-minute chat. No sales pressure, and no pushy follow-ups.

Online scheduling is coming soon.

For now, send the form and I’ll reply personally to find a time that works.

I’ll only use your details to reply to you. Please don’t include passwords or sensitive personal information in this form.