This chapter emphasizes the importance of not only increasing income for freelancers and content entrepreneurs on Substack but also enhancing the joy found in connecting with readers. It outlines practical strategies for boosting paid memberships through special discounts and mega deals, aimed at fostering loyalty and engagement. Techniques include offering tailored discounts, gifting memberships, and creating exclusive founding member tiers that enhance community involvement. The author shares a personal success story about a discount strategy that significantly increased paid subscriptions and encourages readers to apply similar approaches. Ultimately, the chapter underscores creating meaningful connections with subscribers for sustainable success.