Bobb.ai
Making Business Support Accessible to Every Entrepreneur
About the Founder
Matthew Kendrick
Matthew Kendrick is a mission-driven tech leader whose extensive background in guiding GovTech companies to tackle systemic, "tech-for-good" challenges—such as climate change—deeply informed his understanding of the friction points business builders encounter. Recognizing that transitioning a great idea into a thriving enterprise requires navigating a highly specialized and complex funding landscape, he dedicated his career to ensuring project success by securing strategic investment, providing critical tools, and managing end-to-end delivery from initial roadmap to final deployment. This expertise culminated in 2024 with the conception of BobbAI, an intelligent, loyal business growth companion designed to shoulder the operational heavy lifting for both independent startup founders and the public support organizations that champion them.
Bayile Adeoti
Bayile Adeoti is an accomplished ecosystem builder and entrepreneurship expert who serves as the vital operational heart of BobbAI, ensuring the platform remains deeply connected to the community it serves. Driven by a lifelong passion for equity and inclusion, her work centers on helping founders from underrepresented and underserved backgrounds dismantle barriers to leadership, secure necessary funding, and access the tools required to build resilient businesses from any starting point. For Bayile, BobbAI represents a powerful vehicle to scale this impactful advocacy—acting as a digital accelerator that automates complex data aggregation so that ecosystem advisors can dedicate their energy to high-value, in-person human connections.
Objective
Entrepreneurs in Scotland face a fragmented support ecosystem, with hundreds of organisations, funding bodies, and events that are difficult to navigate. Many founders, especially those from underrepresented backgrounds or rural communities, struggle to find the right opportunities at the right time.
BobbAI, co-founded by Bayile Adeoti and Matthew Kendrick, was created to solve this challenge. Inspired by the loyalty of Greyfriars Bobby, the platform intends to act as a trusted companion, guiding entrepreneurs with clarity and consistency. Its mission is simple: make business support accessible and equitable for everyone, from side hustlers to scaling ventures.
What We Delivered
With LOOPSIO’s support, BobbAI evolved from an early idea into a scalable AI-powered platform, ready to transform how entrepreneurs access resources.
From Vision to Operational Platform
We translated the founders’ ambition into a cohesive digital solution that connects entrepreneurs and support organisations within a single, structured environment. The result is not just a tool, but an enabling infrastructure for ecosystem coordination.
Clarity in a Fragmented Landscape
The platform simplifies a traditionally complex support environment by organising opportunities, insights, and engagement pathways into an accessible experience. This reduces decision fatigue for entrepreneurs while increasing the discoverability of support initiatives.
Mutual Value Creation
BobbAI creates dual sided value: entrepreneurs gain structured, relevant guidance, while support organisations gain clearer visibility into engagement and ecosystem dynamics. This strengthens alignment between supply and demand within the ecosystem.
A Foundation for Long Term Ecosystem Impact
Beyond immediate functionality, we delivered a scalable framework that allows BobbAI to expand into new sectors, partnerships, and funding models without compromising coherence or user experience.
Our Approach
Our engagement focused on building a resilient platform aligned with BobbAI’s mission, while ensuring strategic clarity at every stage of development.
Mission Anchored Development
Every decision was guided by a central question: how does this increase accessibility and equity in business support? This ensured the platform remained purpose driven rather than feature driven.
Outcome Oriented Structuring
Instead of developing isolated capabilities, we structured the work around ecosystem outcomes such as accessibility, visibility, and coordination. This helped avoid unnecessary complexity while reinforcing strategic positioning.
Progressive Platform Maturity
We approached development in stages, strengthening core functionality before expanding scope. This safeguarded platform stability while allowing room for refinement and evolution.
Embedded and Adaptive Collaboration
Working closely with the founding team, we maintained continuous alignment between strategic intent and technical execution. Feedback loops were built into the process to ensure responsiveness without losing long term direction.
Results
BobbAI is now positioned as a trusted companion for entrepreneurs and a powerful tool for organisations:
• The platform secured recognition and early-stage funding through CivTech Challenge 10.11, a prestigious Scottish Government accelerator programme. BobbAI successfully pitched its MVP in the early stages, unlocking funding for the prototype build. The next stages of CivTech provided further backing, enabling expansion into a fully functional platform with dashboards, chatbot, and reporting features.
• Entrepreneurs gain simplified access to curated, relevant opportunities, eliminating the need to navigate fragmented networks on their own.
• Governments and ESOs access real-time data to improve decision-making and support, strengthening the entrepreneurial ecosystem.
• Upcoming features, such as industry-specific reports and expanded dashboards, will continue to drive engagement and long-term growth.
Conclusion
For LOOPSIO, BobbAI is a partnership driven by a shared mission to make business support accessible to all. The project’s success in securing CivTech funding highlights how vision, collaboration, and execution can come together to create lasting impact. Together, we built a platform that blends technology with purpose, empowering entrepreneurs and strengthening the ecosystem that supports them.