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Affordable Customized AI Coaching

Whether you need a quick answer or deep guidance, our chatbot helps you navigate dating and relationships with confidence.

First choose a billing cycle, then a plan

Pro Plan

Deeper contextual guidance
$ 19
99
Monthly
  • Unlimited Daily Use
  • Short & Long Answers
  • General Advice
  • Desktop and Mobile Access
  • Copy/Paste
  • *** ALSO INCLUDED
  • Deep Coaching
  • Screenshot Analysis
  • Coversational Memory
Popular

Basic Plan

Answers to anything dating & relationships
$ 9
99
Monthly
  • Unlimited Daily Use
  • Short & Long Answers
  • General Advice
  • Desktop and Mobile Access
  • Copy/Paste
  • *** NOT INCLUDED
  • Deep Coaching
  • Screenshot Analysis
  • Coversational Memory

Pro Plan

Deeper contextual guidance
$ 44
97
Quarterly (15% off 3 months)
  • Unlimited Daily Use
  • Short & Long Answers
  • General Advice
  • Desktop and Mobile Access
  • Copy/Paste
  • *** ALSO INCLUDED
  • Deep Coaching
  • Screenshot Analysis
  • Coversational Memory
Popular

Basic Plan

Answers to anything dating & relationships
$ 25
47
Quarterly (15% off 3 months)
  • Unlimited Daily Use
  • Short & Long Answers
  • General Advice
  • Desktop and Mobile Access
  • Copy/Paste
  • *** NOT INCLUDED
  • Deep Coaching
  • Screenshot Analysis
  • Coversational Memory

Pro Plan

Deeper contextual guidance
$ 179
91
Yearly (save 25%)
  • Unlimited Daily Use
  • Short & Long Answers
  • General Advice
  • Desktop and Mobile Access
  • Copy/Paste
  • *** ALSO INCLUDED
  • Deep Coaching
  • Screenshot Analysis
  • Coversational Memory
Popular

Basic Plan

Answers to anything dating & relationships
$ 89
91
Yearly (save 25%)
  • Unlimited Daily Use
  • Short & Long Answers
  • General Advice
  • Desktop and Mobile Access
  • Copy/Paste
  • *** NOT INCLUDED
  • Deep Coaching
  • Screenshot Analysis
  • Coversational Memory

Let’s get your life with women turned around. Get deep in the trenches and learn the cheat codes to life, love, sex and happiness.

Ask my AI how to help you start winning in dating and relationships!

Frequently Asked Questions

Got questions? We’ve got answers. If you can’t find what you’re looking for, feel free to reach out.

 

How does the AI chatbot work?

The GOT GARY AI chatbot has been trained using thousands of my interactions with clients, ebook publications, blog posts, and social media content from over 15 years of coaching. It provides responses as if you were talking directly to me, offering advice on dating, relationships, and all aspects of game.

Unlike generic AI models that regurgitate anything they pull from the internet, GOT GARY AI is trained using a redpill perspective frame and game techniques that make up today’s monosphere. Bottom line, you won’t get watered down generic advice that sounds nice, but gets you nowhere. You’ll get real results driven answers and strategies that will move the needle for your dating and relationships.

Answer Mode provides quick, direct responses to general questions. Coaching Mode (available in pro only) offers more detailed, personalized guidance tailored to your specific situation. The AI asks you questions about your goals, relationship dynamics, etc and the more context you provide it, the better the responses you’ll get.

The camera/upload feature (available in pro version only) allows users to either take a picture of a conversation or upload a screenshot (text, messaging app, DM, dating app, etc) from their photos for analysis and feedback. You can ask the AI “What went wrong?” “What should I respond?”, “How can I transition to another topic?” or anything else you’d like to know.

Yes! All subscriptions can be cancelled at any time. For monthly, quarterly and yearly plans, cancellation takes effect at the end of your current billing period. You’ll retain access until then. We do not offer prorated refunds.

You can cancel or change plans at anytime from your account dashboard (accessible after login).

Absolutely. All conversations are private and encrypted. We take your privacy seriously and will never share your personal information or chat history with third parties.

The chatbot covers five main categories: Attraction/Confidence, Communication/Texting, Dating Strategy, Relationship Management, and Breakups/Healing. You can ask questions about any aspect of dating and relationships with women.

 

No. This chatbot is for entertainment and educational purposes only. It’s not a substitute for professional counseling, therapy, or any other mental health treatment. For serious issues, please consult with a licensed professional.

 

All plans include unlimited daily use. You can ask as many questions as you need throughout the day without any restrictions.

 

We do not allow account sharing and this is a violation of our terms of service. Each account and plan is per single user. Our platform has systems in place to detect account sharing, concurrent logins, etc. Continued violations can result in the permanent early termination of your account.

We accept all major credit cards and debit cards through our STRIPE secure payment processor as well as PayPal. Your payment information is encrypted and never stored on our servers.
 

If you have further questions, feel free to email us at GotPickup.com@gmail(dot)com

© 2025 ASK GARY AI. All rights reserved.

This chatbot is for entertainment purposes only and is not a substitute for professional counseling or therapy.