

From SaaS to AI-Native: Inside Pepper’s Pivot
As SaaS founders look to evolve in the age of generative AI, many find themselves facing a hard truth—bolting on AI isn’t enough. It takes bold pivots, business model reinvention, and psychological readiness to truly go AI-native.
In this intimate virtual roundtable, Anirudh Singla, Co-founder & CEO of Pepper Content, will walk us through the company’s strategic transformation from a services-led content marketplace to a $10M ARR AI-native platform-plus-services business. He’ll share key decisions, mindset shifts, and business model innovations that helped increase gross margins, while serving customers across India and the US.
We’ll explore:
- Why Pepper shut down a fast-growing SaaS tool and reimagined the offering
- How to rethink PMF and customer discovery when building for outcomes, not software
- Business model and positioning lessons in displacing agency budgets with AI-led execution
The Vibe:
This isn’t your typical webinar. It’s a small, high-trust room where everyone keeps their cameras on, ready to share real challenges and contribute. No pitching, no posturing. Just honest conversations.
Who is this for?:
- SaaS founders exploring or already pivoting to AI-native products
- Serving the same core customer or market
- Struggling with business model shifts, GTM, or positioning
- Open to real talk, shared learning, and peer feedback
Session Details:
📅 Date: Saturday, July 19, 2025
🕘 Time: 9:00 AM – 11:00 AM IST
📍 Location: Virtual (link to be shared with selected participants)
🔒 Limited to 10–12 founders. This is a closed-room, off-the-record conversation.