How To Make Your First $100K Online (Tiny Challenge) ft. Richmond Dinh | The Dept. #72
May 7, 2025
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Richmond Dinh, an expert in helping coaches and creators sell online, shares his innovative 'Tiny Challenge' framework, which emphasizes intimate one-on-one coaching. He explains how this model can generate significant income without requiring a large audience. The conversation covers the power of personal integrity in sales, the psychology behind pricing, and the importance of connecting with clients. Richmond's own experiences highlight how tailored approaches can lead to impressive financial success—including closing a $1M client—showing that smaller steps can create bigger wins.
The Tiny Challenge framework promotes one-on-one coaching sessions that enhance client engagement and intimacy, leading to higher conversion rates for high-ticket offers.
Marketing these challenges can be effectively accomplished through organic outreach, allowing new coaches to gain valuable feedback and refine their services.
This model enables entrepreneurs to explore their target audience by conducting tailored challenges, ultimately discovering their ideal clientele and optimizing marketing strategies.
Deep dives
The Concept of Tiny Challenges
A tiny challenge involves conducting one-on-one coaching over a series of calls, typically lasting five days, with a specific and measurable outcome. This format allows for intimate interaction between the coach and the participant, which increases engagement and trust. High-ticket clients often prefer this personalized approach, as it provides them with tailored assistance adapted to their unique needs. The challenge format minimizes the pressure of attracting a large audience, making it accessible for beginners to establish their offers without the fear of a low turnout.
Marketing and Selling the Tiny Challenge
Marketing a tiny challenge can be achieved primarily through organic outreach, whereby participants are invited directly via personal calls to action. New coaches may start by offering the challenge for free or with a nominal refundable deposit to eliminate barriers to entry. This approach not only helps fill the initial challenge slots but also gathers valuable feedback from participants. As students engage, they provide insights that can inform future marketing language and refine the coach’s offerings based on actual needs.
High-Ticket Offers and Commitment
Charging high-ticket rates, such as $100,000 for a coaching offer, hinges on demonstrating clear value and outcomes for clients. A successful strategy often involves presenting clients with irresistible offers that reflect their commitment and desire for results. When clients engage deeply in a tiny challenge, the close rate tends to be high, as participants are already invested in the process and the coach's expertise. This tangible commitment fosters a stronger relationship, resulting in higher conversions for subsequent premium offers.
Finding Your Niche Through Testing
The tiny challenge framework allows entrepreneurs to explore and refine their target audience or niche through one-on-one interactions. By conducting challenges aimed at different demographic groups, coaches can identify where they resonate best and strategically direct their efforts. This iterative process not only builds understanding but also fosters adaptability, essential for honing the offer to meet market demands. By the end of several small challenges, coaches typically discover their ideal clientele, leading to more focused and effective marketing strategies.
The Potential of Scaling One-on-One Coaching
Scaling one-on-one coaching traditionally presents challenges, but the tiny challenge format offers innovative solutions for growth. By maintaining intimacy in coaching while allowing for an audience to observe the process, coaches can offer shadow seats to clients, creating a dual revenue stream. This approach not only enhances learning for participants but can also optimize the coach's time and increase earnings from a singular challenge. The model positions tiny challenges as a fundamental strategy for coaches aiming to build substantial and sustainable businesses.
What if the fastest way to sell your genius... didn’t require a big audience?
In this episode of The Dept. Omar sits down with Richmond Dinh to break down one of the smartest models we’ve seen, the Tiny Challenge.
Richmond explains how to sell your expertise one person at a time and why that intimacy is exactly what high-ticket clients actually want. He shares how this one framework helped him grow a $6M+ business, sell a $100K offer... and even close a $1M client.
If you’re a coach, creator, or expert with something powerful to offer but no idea how to sell it this episode will show you the most frictionless path to get paid online in 2025.
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