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AI Tool Builds A Personalised Career Roadmap For India's 51,000+ Digital Coaches
The most common question Digital Reformer, Siddharth Rajsekar says he hears from people building a coaching career isn't about a skill or a platform. It's simpler than that: with everything available to learn, what do I actually do today?
That question is what Quest 2.0 was built to answer. Unveiled at Reboot 2026, the annual flagship event held by Internet Lifestyle Hub (ILH), the coaching and entrepreneurship platform Siddharth founded, the tool now drives the day-to-day guidance given to ILH's community of 51,000+ paid members, who have together earned more than ₹1,500 crore building their own coaching and knowledge businesses.
Why he built it
Describing the problem at Reboot 2026, Siddharth said every member, every day, was effectively asking the same question inside the community: with everything available, what's next for me specifically? His stated goal with Quest 2.0 was for members to feel like they're actually making progress and not just being busy," to stop "starting things and quietly abandoning them," and to stop "drowning in information you cannot use."
His approach wasn't to add more content. ILH already has a full library of courses across its membership tiers. "I don't want to give you more information. Information is already there," he said. "I want to help you move with clear direction."
How it works: one button, a daily brief, and a speedometer
Quest 2.0 is built around a single daily action: members open the tool and hit one button, and the system returns a short, personalised update, what Siddharth calls a brief, telling them exactly how they're pacing and what to prioritise that day. He described the underlying metric, the Freedom Meter, as working like a car's speedometer: members can see a live "speed" reading of their business momentum, which rises or falls based on how consistently they take recommended actions and log into the platform.
Around that daily engine, Siddharth built the tool out into seven components: the Freedom Meter itself; My Freedom Journey, which shows which stage a member is in and checks off completed milestones; a Hackathon module connecting members to their teams for themed challenges; a daily habit tracker modelled on "the seven habits of highly effective coaches," including day-streaks members can build up over time; a Story Engine for building out content and messaging; a set of AI-powered Power Tools that compress tasks like building out a YouTube strategy into a few minutes rather than hours; and a dedicated awards section tracking every certificate and milestone a member earns, from Freedom Finisher up to Crore Champion status.
A seven-stage roadmap underneath it
Feeding into Quest 2.0 is a separate roadmap ILH calls Path 7.0, which breaks the journey from complete beginner to an established coaching business into seven defined stages, each with its own timeline and prescribed courses: launching a first offer as a Finisher within roughly three months, reaching Hall of Fame status within about six months, crossing a first ₹1 crore in revenue within 18 to 24 months, and scaling to ₹10 crore within roughly five years from there. Siddharth said the pace is deliberately aggressive compared to when he built his own business, arguing that members today, with more systems and AI tools available, should be able to compress a timeline that once took him the better part of a decade into five to seven years.
At each stage, the system narrows down exactly which courses to complete and what to implement next, rather than leaving members to work that out for themselves across a full course library. "When you have direction without a map, it's just like wandering," Siddharth said, explaining the reasoning behind building the roadmap as a fixed sequence rather than an open library.
Personalisation at scale
What makes the recommendations individual rather than generic is a short daily check-in built into Quest 2.0, three questions members answer each day about where their business stands. Siddharth described the system built on top of those answers as "personalisation at scale": rather than every member getting the same broadcast message, the engine generates a different daily brief for each person based on their specific answers, their membership tier, and what they've already completed. He described it as building a form of "community intelligence", the system learning in aggregate from tens of thousands of members' daily inputs to sharpen what it recommends to each individual.
The result, as Siddharth put it, is that a member should never wonder what to do next: the platform collapses a large, static course library into a single, evolving daily instruction, tailored to where that specific person is in their journey.
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