For everyday life
Curious beginners, parents & retirees.Understand the apps, plan your week, explore a hobby, or learn alongside a patient guide.
Start comfortably ↗Personal coaching, hands-on team training, and automation built around your work. Bring something you want to make easier. We’ll help you get it done.
15 minutes. A real conversation. No AI experience needed.
Customer asked for an update. Design ready Thursday. Need their photos by Tuesday. Friendly tone. Don’t promise a launch date yet.
Your notes. Your context. Your voice.Hi Sam, a quick update: your design is on track for Thursday. Could you send the remaining photos by Tuesday? Once we have those and your feedback, we can confirm the launch timing. Thanks!
Understand the apps, plan your week, explore a hobby, or learn alongside a patient guide.
Start comfortably ↗Better drafts, clearer documents, and a quiet space to ask every question on your list.
Find a useful first win ↗Train your people, choose sensible tools, and improve the work that keeps coming back.
Put AI to work ↗A little less “I’ll get to it.”
A little more “Already done.”
Explore a few things we can work on.
Turn a few bullet points into a clear, thoughtful email in your own voice.
Make sense of your notes, pull out the decisions, and draft the follow-up.
Build useful posts and emails from your expertise, your offers, and your voice.
Create an inquiry response and follow-up process your team can actually use.
Turn the process in your head into a checklist, training guide, or reusable template.
Organize a trip, simplify a busy week, or make a useful plan from a messy list.
Pull out the main ideas, explain unfamiliar language, and prepare better follow-up questions.
Rehearse a difficult discussion, explore another perspective, and find words that sound like you.
Make sense of an approved spreadsheet, check a calculation, and explain what the numbers show.
9 example workflows
The first win is getting something done. The bigger win is knowing how. We work alongside you, make the process yours, and give you a simple way to repeat it.
You bring the real-world challenge.
We bring the patient, practical help.
A task, a rough draft, a process that takes too long. We choose one clear outcome and an AI tool that fits.
We set it up, try it together, and improve the result. You learn what to ask, what to check, and how to make it yours.
Keep your working example, reusable prompts, and a short checklist. You have a way forward the next time the task comes around.
Learn with us, bring your team,
or have us build the next step.
Choose a tool, get set up, and try your first useful tasks.
Make real progress on a task and learn a process you can repeat.
Turn what you learned into a habit that works in your week.
Get everyone working on examples from their actual role.
Find where AI fits your business and make a plan people can use.
Connect a useful process, then test it and make it yours.
Prices in USD. Start with a free 15-minute intro; paid work is agreed separately. Software, travel, and additional support are confirmed in your scope before booking. Coaching does not include custom implementation.
We help you choose, get set up,
and practice on your own account.
No need to subscribe to everything.
A useful starting point for work and everyday life.
Give your documents and writing a clearer direction.
Practice with the Microsoft tools available to you.
Bring more structure to your Google-based workday.
Ask better questions. Learn what to check.
Explore AI in a familiar, everyday setting.
Curious about newer assistants or agents? We can review the fit, permissions, and learning curve with you. Available features depend on your account, plan, and region. Independent coaching; no provider affiliation.
Local sessions in West Palm Beach, Palm Beach Gardens, and nearby communities by arrangement. Friendly, hands-on virtual sessions wherever you are.
There’s no need to have this all figured out. That’s what we’re here for.
Ask us on a free intro call ↗Absolutely. Start with Quick Start for a patient, one-hour introduction, or choose the two-hour AI Working Session for more practice. We can help you choose an app, get signed in, and learn on your own phone or computer. No coding or special vocabulary needed.
Quick Start is $129 for 60 minutes. The AI Working Session is $350 for two hours. A Coaching Pack adds three 60-minute follow-ups over one month for $499 after your initial session. Team Working Labs start at $1,500. Business consulting, two-part team series, and automation projects receive a written quote. All prices are USD.
ChatGPT, Claude, Microsoft Copilot, Google Gemini, Grok, and Meta AI. We also help you evaluate newer assistants, agents, and connected workflows. We start with your task and the features available on your account. You do not need to learn every tool.
You can begin with a free account. We check your existing access before planning exercises and explain any limitation that affects your task. Software subscriptions are separate from coaching fees. We agree any additional costs before a project begins.
Both. We’re based in West Palm Beach and arrange local sessions in Palm Beach Gardens and surrounding South Florida communities. Virtual sessions use screen sharing to work on your actual setup. We confirm location, availability, and any travel costs before booking.
Your everyday device, access to your account, and a task you would like to make easier. A draft, rough notes, or a recurring process is enough. Remove confidential details from practice material. You stay in control of passwords and sign-ins.
Yes. One-to-one coaching gives you room to ask basic or advanced questions at your own pace. We can focus on meeting preparation, decision briefs, written communication, and practical ways to lead AI adoption.
Yes. We can focus on everyday planning, understanding documents, hobbies, communication, or getting comfortable with a new app. For parents, we can review available parental settings, school expectations, homework boundaries, and family habits. Parent sessions are for adults; any child participation must be agreed first.
Quick Start includes a one-page getting-started guide. The Working Session includes your practice examples, a personal prompt guide, a review checklist, and a next-step plan. Team labs include a shared prompt playbook. Your materials are built around what we actually practice.
Your initial session includes a follow-up email for questions about what we covered. For continuing practice, the Coaching Pack includes three scheduled one-hour follow-ups over a month and email questions between them. Further implementation or ongoing support is scoped separately.
No. It is a one-time pack of three follow-up sessions, designed to follow an initial session. We agree the dates and support scope before you book. There is no automatic renewal.
Yes. Choose a 90-minute Team Working Lab or a two-part series of two 90-minute sessions. We agree team size, roles, approved tools, exercises, and delivery format first. Sessions include hands-on work, output review, data-use basics, and a reusable prompt guide.
We review a recurring process, compare suitable tools, and recommend a practical plan. Work may include owner coaching, staff training, repeatable customer replies, proposal drafting, marketing workflows, spreadsheet review, and simple written rules for staff use of AI. Each engagement has an agreed scope.
Yes, where the workflow and your tools support it. We map the process, agree permissions and approval points, implement and test a scoped solution, and document the handoff. We can assess custom assistants, agents, and connected workflows during discovery. Implementation is quoted separately from coaching.
We use approved or anonymized practice material, follow your organization’s data rules, and make review part of the workflow. We cover available privacy settings, source checking, and where human judgment is required. AI output can be wrong; it should be checked before you act on it.
We can practice turning an unfamiliar document into a plain-language summary, a glossary, and questions to ask the issuer or a qualified professional. Remove personal details first. The exercise helps you prepare questions; it does not establish what you owe or replace professional advice.
Bring a result that feels generic, a task that takes too many attempts, or a workflow you want to repeat reliably. We can work on better context, reusable instructions, review criteria, and the next step toward a custom assistant or automation.
The booking button opens Ashley’s existing Waymaker calendar on Cal.com for a free 15-minute conversation. Tell us what you want help with and we’ll recommend a starting point. Booking the intro does not purchase a paid session. Pricing, scheduling, payment, cancellation, and any refund terms are agreed before paid work is confirmed.
No matching questions. Try “tools”, “pricing”, or “parents”.
Tell us what’s taking up your time. We’ll help you find a useful place to start.
Let’s find your first winFree 15-minute intro · No AI experience needed