Write • Build • Scale 3 Things We Learned From Reaching 1,000+ Paid Subscribers On Substack In 2025
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Dec 29, 2025 Discover the secrets behind building a thriving subscription base with invaluable tips for content creators. Learn why the right mix of free and paid content can boost conversions. Hear how seasonal pillar posts can supercharge growth. The hosts stress the importance of personal connections in an AI-driven world. Insights on treating paid subscriptions as gateways to additional monetization opportunities are shared. Plus, get a sneak peek into the future of Substack as a multimedia powerhouse for creators!
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Make Free Content Your Primary Sales Engine
- Prioritize free content because it sells your paid tier by building trust and demonstrating value.
- Avoid slapping paywalls on regular content; design distinct, high-value premium pieces instead.
Sell By Demonstrating Value First
- Offer large, distinct premium pieces and keep most regular posts free so upgrading feels natural.
- Promote the paid tier sparingly after delivering consistent free value to make upgrades a no-brainer.
Pillar Posts That Drive Growth
- The hosts create seasonal 'pillar' posts every 3–6 months that aim to be 10x better than normal content.
- These long posts required the three founders to collaborate deeply and delivered high ROI.