Ann AI the Paralegal Coach
Built on the proven frameworks from Paralegal Boot Camp, Ann AI helps you navigate challenges, develop leadership habits, and accelerate your career 24/7.
Because every paralegal deserves a coach.
For years, I've coached paralegals inside my courses on how to communicate better, manage workloads, and build confidence at work. But not all paralegals work for lawyers who are willing to pay for those courses.
That's why I built Ann AI.
She's me - digitized and available to everyone at a price that makes it easy for every paralegal to have a coach.
Ann AI is trained on everything I teach inside our courses, and is designed to coach you through real-world paralegal challenges anytime you need guidance.
Ann AI is here to help you:
✅ Build confidence in your work and your career
✅ Handle difficult conversations that are specific to working with attorneys and other legal professionals
✅ Navigate the complexities of working in this field
✅ Develop a plan for career growth
Think of Ann AI as your mentor, career coach, and motivator who is available to you 24/7.
🤖 Example prompts:
🎯 You ask. Ann AI coaches. You grow.

Unlike ChatGPT and Claude, Ann AI has been trained with thousands of pages of video lesson transcripts from Ann Pearson's teachings inside Paralegal Boot Camp, so you're not getting generic career advice. You're getting answers generated by AI that pull from years of Ann Pearson's trainings, podcast episodes, and coaching calls.
No, you don't need ANY training. Ann AI does not require prompt engineering. Instead, you just chat with Ann AI like you would a coach.
Absolutely. Your Ann AI membership is month-to-month, with no contracts, no long-term commitment, and no hoops to jump through. If you ever feel like it’s not supporting your career the way you hoped, you can cancel with just a few clicks. But here’s the truth I want you to hear: the beta/test members told me they ended up using Ann AI more than they expected. My goal is to make this the most valuable resource you have in your professional toolbox, and I’m confident you’ll feel that from day one. Still, you're always in control. Stay as long as it’s helping you grow. Leave anytime if it’s not.
Not at all. Ann AI was built for every level of experience. Use it for the moments when you’re still learning the ropes and need quick, judgment-free answers. Whether it’s “How do I draft this?” or “What do I say to my attorney?” you’ll get clear, practical guidance that boosts your confidence…not overwhelm you. Think of it as having a mentor in your pocket who actually has time for your questions and is available to you 24/7.
You don’t need extra time. Ann AI saves you time. Whether you’re stuck on a drafting task, need a quick checklist, want a strategy for a difficult attorney conversation, or need help building your career plan, you can get answers in seconds. Most members pop in for micro-coaching moments throughout the week, and those tiny shifts add up to big wins.
Ann AI is built into a private learning management system that is only accessible by members. When you sign up, you will set up an account and password. Then you will be immediately redirected to the internal site to start using Ann AI immediately.
Yes. You get one month free when you select the annual membership option at checkout.
Yes, there is a group discount for organizations enrolling more than 3 people at the same time. Email [email protected] for a discount code, or we can invoice you and enroll your team for you.