👇👇 WORK WITH ME 👇👇

🚀 More Behind The Scenes Brand Growth Tips: https://jordan-doughty.kit.com/b8baebbd0f

📧 Learn About Retention Marketing: https://www.youtube.com/watch?v=KfJoNxvsFN8

☎️ Work With My Retention Agency ($50k/mo+): https://openhousemedia.agency/

----------

Get ready for a masterclass in eCommerce growth, scaling subscription brands, and entrepreneurial balance with Grayson Cross. 🚀 In this in-depth interview, Grayson shares how he built and scaled multimillion-dollar brands, leveraged AI to optimize his life and business, and why subscription models are the future of eCommerce.

We cover real-world tactics for reducing churn, boosting LTV (lifetime value), scaling multiple businesses, and staying focused in a distracted world. If you're a founder, marketer, or entrepreneur looking to optimize your business and life, this is a must-watch.

In this video, you'll learn:

✅ How to scale eCommerce brands faster and more profitably

✅ Why subscription models create higher valuations and easier exits

✅ How to use AI tools like Limitless and Rewind to stay productive

✅ Real frameworks for balancing health, family, and scaling a company

✅ How to evaluate business investments and build a second brain with AI

✅ Insider strategies for boosting retention and reducing churn

✅ How Grayson shifted his definition of success after personal tragedy

Whether you're building a DTC brand, optimizing a subscription program, or just want to work smarter (not harder), this episode is packed with actionable advice you can use today.

👉 Subscribe for more weekly interviews, brand breakdowns, and eCommerce growth strategies!

#ecommerce #entrepreneurship #subscriptionbusiness #aiproductivity #scaleyourbrand #d2c

Timestamps:

00:00:00 Meet Grayson Cross and His Entrepreneurial Journey

00:01:49 Why Grayson Splits Time Between California, New York, and Idaho

00:04:02 Planning Travel for Maximum Productivity

00:05:13 How Grayson Schedules His Day Using AI

00:06:34 Life and Work Balance in Idaho

00:07:29 Deep Dive Into AI Wearables and Daily Optimization

00:09:17 Building a Second Brain and Fighting Decision Fatigue

00:10:37 Aligning AI Systems With Life Goals

00:11:54 Using AI for Business CRM and Personal Knowledge Base

00:13:18 Merging Business and Personal Growth Through AI

00:15:24 Staying Ahead of Trends and Top AI Tools

00:18:01 Redefining Success After Personal Tragedy and Health Scare

00:21:06 Shifting Life Priorities Beyond Career Goals

00:24:33 Finding Balance Between Ambition and Gratitude

00:25:54 Structuring Family Time, Health, and Leisure

00:27:10 Continuous Learning and Book Recommendations

00:29:38 Influential Mentors and Philosophies

00:31:21 Grayson's Career Journey and Serial Entrepreneurship

00:34:24 Scaling a Firearm Accessory Brand to Massive Revenue

00:35:18 Transitioning to Weekend Digital and Weekend Investments

00:37:08 Managing Multiple Projects and Teams Efficiently

00:39:23 How to Identify and Coach High-Potential Employees

00:41:03 The Trade-Off Between Focus and Managing Multiple Ventures

00:43:13 How Grayson Evaluates New Business Opportunities

00:44:33 Revolutionizing Weekend Digital’s Forecasting and Structure

00:45:49 Key Factors for Investment Decisions in E-Commerce Brands

00:49:13 The Four Levers to Scale Any Business

00:50:08 Why Grayson Prioritizes Subscription-Based Brands

00:51:32 Creative Ways to Launch Subscription Offers

00:53:50 How Subscription Offers Lower Acquisition Costs

00:57:02 Best Practices for Launching a Subscription Program

00:59:40 Preparing for Complaints When Launching Subscriptions

01:01:22 How to Test Subscription Offers and Pricing

01:04:36 Dealing With Data Uncertainty When Testing Subscriptions

01:05:58 Reducing Subscription Churn and Extending Customer LTV

01:09:45 Email and SMS Strategies for Subscription Retention

01:11:52 Handling Subscriber Communications Without Triggering Churn

01:13:10 Using Voicemails and Phone Calls to Reduce Churn

01:16:15 Leveraging Top Customers for Referrals and Growth

01:17:35 Building and Optimizing Subscriber Referral Programs

01:18:07 How to Optimize Existing Subscription Programs

01:19:53 Should You Start With One Product or Multiple for Subscription?

01:20:20 Final Thoughts: Why Subscription Models Are a No-Brainer

01:23:10 Where to Follow Grayson Cross for More Insights