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“AI will fundamentally change how players engage with sports.” : Siddhant Jatia , Founder & CEO, Picklebay

'AI will fundamentally change how players engage with sports.' : Sidhant Jatia, Founder & CEO, Picklebay

Picklebay is a SaaS-first company powering the backend of participative sports. Siddhant Jatia, Founder & CEO, Picklebay explains exclusively to Rajneesh De, Group Editor, CXO Media & APAC Media how platforms like Picklebay act as aggregators of both access and intelligence and how it creates a far more personalised and engaging experience.

How technology is building the operating system for emerging sports like pickleball?

Emerging sports like pickleball are at a stage where demand is outpacing structure. Technology becomes the operating system that brings standardisation, accessibility, and scale.

At Picklebay, we are building this operating layer across the entire ecosystem – from discovery and bookings to tournament management and performance tracking. The goal is to make participation as seamless as ordering a cab, while enabling organisers and venues to operate with enterprise-grade efficiency.

Without technology, these sports remain fragmented communities. With it, they become scalable industries.

What is the role of data and platforms in structuring fragmented sports ecosystems?

Fragmentation is the biggest bottleneck in participate sports. Players, venues, and organisers operate in silos, leading to inefficiencies and limited growth.

Platforms like Picklebay act as aggregators of both access and intelligence. With over 10,000+ matches already logged on our system, we are beginning to create a unified data layer – capturing player behaviour, skill progression, participation patterns, and demand density across cities.

This data is critical in structuring everything from rankings and matchmaking to infrastructure planning and sponsor ROI – effectively turning an unorganised ecosystem into a measurable and monetizable one.

What is the role of SaaS-led infrastructure in digitising tournaments, venues, and player journeys?

We see Picklebay as a SaaS-first company powering the backend of participative sports.

Our Tournament Management System (TMS) digitises registrations, draws, live scoring, and reporting. Our Venue Management System(VMS) enables dynamic pricing, smart slot management, and integrated payments. The pilot of our VMS is going on and is expected to be rolled out by mid of Financial Year 2026-27.

For players, this translates into a unified journey – from discovering games to tracking performance and participating in competitive formats – all within one ecosystem.

This SaaS layer is what allows us to scale across cities without proportional increases in operational complexity.

What are the effects of building network in grassroots sports communities?

Network effects in sports are powerful but underleveraged.

Every new player increases the value of the platform for other players through better matchmaking, more competitive tournaments, and richer community interactions. Similarly, more venues attract more players, and more players drive higher utilisation for venues.

Picklebay sits at the intersection of these stakeholders, and as each side scales, the platform compounds in value. Our WhatsApp-led community distribution and tournament ecosystems have already demonstrated how quickly these loops can accelerate when structured correctly.

How would you trace the rise of phygital sports ecosystems combining digital platforms with physical infrastructure?

Sports cannot be purely digital – the core experience is physical. However, the discovery, engagement, and monetisation layers are increasingly digital.

Picklebay is building a phygital ecosystem where physical infrastructure (courts, venues, events) is tightly integrated with digital layers (booking, community and content).

This integration allows us to unlock higher utilisation of assets, better player retention, and more consistent engagement beyond just playtime – effectively increasing lifetime value per user.

How do you see AI-led performance tracking, matchmaking, and player progression?

AI will fundamentally change how players engage with sports.

With a growing dataset of matches and player behaviour, we are working towards AI-led systems that can:

  • Recommend optimal matches and opponents
  • Predict skill progression and suggest training pathways
  • Enable dynamic rankings that reflect real-time performance

This creates a far more personalised and engaging experience, especially for a generation that expects feedback loops and measurable growth in everything they do.

How would you assess the monetisation and scalability of sports infrastructure through tech-enabled systems?

Traditionally, sports infrastructure has struggled with monetisation due to underutilisation and operational inefficiencies.

By digitising bookings, pricing, and demand aggregation, Picklebay enables venues to significantly improve yield per court. Features like dynamic pricing, demand clustering, and integrated tournament hosting drive both higher utilisation and revenue.

On the platform side, monetisation comes through transaction layers, SaaS offerings, sponsorship integrations, and premium experiences – creating a diversified and scalable revenue model.

How would you describe Picklebay’s roadmap for expanding into a multi-sport, tech-first ecosystem?

While pickleball is our wedge, the vision is significantly larger.

Picklebay is being built as a participation-led sports and lifestyle platform that can extend across multiple emerging sports. The core infrastructure – technology, community, and data – is sport-agnostic.

Over time, we aim to replicate this model across sports that face similar fragmentation, while layering in content, commerce, and experiences – creating a unified ecosystem for how people discover, play, and engage with sports.

What are the key pillars driving Picklebay’s go-to-market strategy as you scale pickleball across India?

Our GTM strategy is built on three core pillars:

  1. Community-first distribution – Leveraging highly engaged WhatsApp and on-ground communities to drive participation
  2. Tournament-led growth – Using high-quality events as acquisition and retention engines
  3. Technology as a backbone – Ensuring every interaction is captured, optimised, and scalable

This combination allows us to grow both depth (engagement within cities) and breadth (expansion across cities) simultaneously.

How are you balancing infrastructure creation (courts, venues) with community and player acquisition in your GTM approach?

We take a demand-led approach to infrastructure.

Instead of building ahead of demand, we first activate communities and participation through tournaments and social play. This helps us create visible demand density, which in turn makes infrastructure investments more viable and significantly de-risked.

A key challenge in emerging sports like pickleball is the information asymmetry – players don’t know where to play, venues don’t fully understand demand, and new entrants lack credible guidance. By focusing deeply on pickleball, Picklebay becomes a trusted layer in the ecosystem.

This trust is further reinforced through the content we put out – from tournaments, player journeys, rankings, and community storytelling – which drives both awareness and credibility.

As a result, when Picklebay activates a market, we are not just building supply or demand in isolation – we are building a trusted ecosystem where both sides grow together in a structured, scalable manner.

What role do partnerships and technology play in accelerating adoption and monetisation within your GTM strategy?

Partnerships and technology are force multipliers in our model.

Technology enables scale and standardisation, while partnerships accelerate distribution and credibility. Whether it is venue partners, federations, brands, or community leaders – each stakeholder plugs into the Picklebay ecosystem through our platform.

This creates a win-win dynamic where partners gain access to a structured, growing user base, and we benefit from faster adoption, deeper engagement, and stronger monetisation pathways.

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