Meet Casey AI, our new built-in assistant designed to make understanding deals simpler, sharper, and faster.

With Casey AI, you can ask anything about a deal memo, from the pitch deck to founder videos (transcripts included), Q&As, and Investor POVs. Instead of piecing everything together yourself, Casey helps you grasp the full picture of the opportunity in one smooth flow.

It’s like having a smart co-investor who’s read every line, watched every clip, and remembered every detail, so you don’t have to. All the details you need, instantly in one place. Just ask, and Casey’s got you.

Available now on all Open Deals. Try it out on your next deal memo and see how much easier it is to get clarity and confidence before making a decision.

You now have the option to pass on deals you’re not interested in, helping you keep your Open Deals clean and focused on the opportunities that matter most.

Changed your mind? Accidentally passed? No problem—every deal you’ve passed on is saved in your Passed Deals Archive, along with your reason (if you shared one). From there, you can easily request access again anytime.

We love hearing the reasons behind your investments, and so does the rest of the community. Until now, you could only share your “why” right after investing. But inspiration doesn’t always strike in the moment.

You can now add or update your reason anytime from your Portfolio or visiting My Profile from the top right menu.

We’re thrilled to announce Learn Mode—an easy-to-toggle feature designed to help you master angel investing concepts on the fly. Activate Learn Mode to see key investing terms highlighted across the platform with quick, insightful definitions at your fingertips. It’s your personal investing glossary, always ready to help you confidently navigate your investment journey.

But that’s not all! We’ve also launched brand new learning modules designed to take you from investing novice to confident angel investor. Structured, practical, and bite-sized—our modules cover everything from foundational terms and concepts to advanced strategies for building your dream portfolio.

📚 What’s included?

• Angel 101: Quickly master essential investing jargon and foundational concepts.

• Building a Portfolio: Learn diversification strategies, optimal investment sizes, and the power of your first check.

• Smart & Social Investing: Sharpen your angel mindset and understand community-driven investing.

• On-Platform Tactics: Get comfortable with the entire investment process.

• From Lurker to Leader: Gain confidence in making your first investment and leveling up your skills over time.

Ready to learn as you invest? Activate Learn Mode today and dive into our new learning modules!

👉 Toggle on Learn Mode and explore now!

Turn Philanthropy into Startup Fuel

There is nothing more powerful than using your tax-deductible charitable giving to invest in founders building sustainable market-driven solutions to our most important problems in Climate, Healthcare, and Financial Inclusion.

Join us on Wednesday, May 7th, to learn how.

SIGN UP HERE

We’re thrilled to announce the launch of Play Money 2.0, a significant update to our web app packed with enhancements designed to make your investing experience smoother, smarter, and more engaging than ever before.

What's New in Play Money 2.0?

🚀 Completely Revamped Interface

Experience investing like never before with our entirely redesigned interface. It's faster, cleaner, smoother, and sleekly modern—built to help you navigate effortlessly.

🎨 Enhanced User Profiles

Your new profile showcases your investment portfolio like never before. Choose which deals to display, highlight your top investments, reorder your portfolio, and even make your profile publicly accessible to share your investment successes outside of Play Money.

📊 Introducing Insights

Our exciting new Insights section gives you powerful analytics about your investments. Explore visualized data on your Portfolio Overview, Portfolio Value Over Time, Investment Category Diversity, Founder Bubble Map, and Co-Investor Network.

📈 Investment Status & Increase Investment Amount

Easily track your investment status directly on each deal page. And for deals you’re already invested in, we've added the option to seamlessly increase your investment amount.

🔒 Access Private Deals

You asked, we listened! Now you can view private deals and request exclusive access to more investment opportunities, expanding your horizons in early-stage investing.

📅 Stay Updated with Closed Deals

Missed a deal? No worries. Our platform now displays closed deals so you can keep an eye on what’s happened and never miss similar opportunities in the future.

🌗 Dark and Light Modes

Prefer investing after dark or keeping things bright and crisp during the day? Easily toggle between Dark Mode and Light Mode from the avatar menu at the top-right corner.

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Stay Tuned!

We'll dive deeper into some of these exciting new features in upcoming posts, including our detailed analytics in Insights, how to effortlessly Increase Investment Amounts, and the benefits of creating your own Public Investment Profile.

We're excited for you to experience everything Play Money 2.0 has to offer!

Happy investing,

The Play Money Team

Exciting news! You can now effortlessly increase your investment amount in deals you've already invested in. This new feature lets you double down on your favorite opportunities quickly and conveniently—right from the deal page.

Whether you're looking to maximize potential returns or simply reinforce your commitment to a promising startup, this update makes it easier than ever.

We love your feedback! If you have more ideas on how we can continue improving Play Money, don't hesitate to share them with us.

Happy investing,

The Play Money Team

We're excited to unveil our brand-new Portfolio Profile—your personalized stage to highlight your angel investing journey. This updated feature helps you proudly showcase your portfolio and share your unique perspective with fellow investors and your broader network.

🚀 Why Showcase Your Investment Portfolio?

Your portfolio tells the story of your investment journey—highlighting the startups you believe in and your strategic investment choices. By showcasing your portfolio, you can:

• Inspire and connect with fellow angel investors.
• Build your personal brand as a savvy investor.
• Share valuable insights about your investment philosophy.

🎯 Highlight Your Best Deals

Feature your standout investments at the very top of your profile to instantly share your biggest wins and most promising bets. It’s your chance to spotlight what you're most proud of.

🔄 Customize Your Portfolio

Take control of how your portfolio is presented:

• Show or hide individual deals to curate the exact narrative you wish to share.
• Reorder deals effortlessly, prioritizing the investments that best represent your strategy.

💡 Share Your Investment Insights

Give your audience deeper insight into your thought process by showcasing the reasons behind each of your investment decisions. It’s a great way to demonstrate your unique investing perspective and build trust with your followers.

🌎 Make Your Profile Public

Extend your influence beyond Play Money. With a publicly accessible profile, share your investing story on LinkedIn, Twitter, or anywhere else your network connects—opening doors to new opportunities and connections.

🔒 Your Privacy, Your Control

Want to keep your portfolio private or share only selectively? Our robust privacy settings let you choose exactly how much (or how little) you share. Your investment journey, your terms.

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👀 Coming soon

• Add investments outside of Play Money for a full showcase of your portfolio
• Separate portfolio companies into categories

We love hearing your ideas! Your feedback helps us continuously enhance Play Money, ensuring it's the best possible platform for your investing journey. Share your thoughts and suggestions anytime!

Happy showcasing,

The Play Money Team

We’re thrilled to introduce Insights, a brand-new feature designed to provide deep analytical views into your angel investing portfolio. With Insights, you'll understand your investment decisions better and uncover patterns and opportunities you might have missed.

📊 Portfolio Overview

Gain a clear snapshot of your entire portfolio at a glance. See total invested amounts, and the funding status.

📈 Portfolio Value Over Time

Visualize how your portfolio has grown with each investment you’ve made over time, clearly showing the increase in your total invested amount.

🌐 Investment Category Diversity

Understand how diversified your investments are across different industries and sectors. Spot areas to explore further and ensure your portfolio aligns with your overall investment goals.

🔍 Founder Bubble Map

Easily identify your founder diversity and discover which founders you've invested in most frequently. This visual map helps you see patterns, evaluate your investing habits, and enhance your future choices.

🤝 Interactive Co-Investor Network

Visually map your co-investor relationships to identify your strongest investment connections. Discover common collaborators, expand your network, and leverage these connections to find new investing opportunities.

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🌟 Help Shape the Future of Insights

We’re just getting started! We're eager to hear your ideas about what other insights would help make your investing journey even better. What analytics would you like to see next?

Share your suggestions with us—we're dedicated to building the best possible tools to support your investing success.

Happy analyzing,

The Play Money Team

• Not sure what a term in the deal memo means?
• Have a question about the investment process?
• Need a little product support TLC?

Hit us up on the chat icon in the lower right-hand corner of every deal page.