The Future-Proof Agent: RRA, Professionalism & AI with Letwise.ai
In this episode of Rethinking Rentals, powered by Reposit, Gurman Bains is joined by Jon Chapman, Founder of Letwise AI.
With a background in scaling PropTech platforms like Fixflo and Just Move In, Jon brings a sharp lens to the evolving challenges letting agents face, particularly around compliance, process, and staying competitive in a changing market.
Together, they explore how AI can be used to empower agents rather than replace them, the strategic value of automation, and how regulatory change (such as the Renters’ Rights Act) can become a real opportunity for growth.
Podcast Overview
The Professional Agent Advantage
With more landlords leaving self-management behind, Jon explains how agents that are structured, compliant and process-led are well-positioned to win trust and grow their portfolios.
The Compliance Opportunity
Far from being just a burden, increasing regulation is a chance for forward-thinking agents to differentiate. Jon urges agents to treat compliance as a product of their operations, not an afterthought.
AI as an Enabler, Not a Threat
Letwise is built on the belief that AI should augment humans, not replace them. Jon outlines how AI can support agents with repetitive admin, identify risk, and deliver more consistent customer experiences at scale.
Adopting Tech That Solves Real Problems
The conversation moves beyond hype, focusing on practical steps agents can take when adopting technology, starting small, validating it with metrics, and solving tangible problems in the business.
Why Independents Are Better Placed Than Ever
According to Jon, smaller agencies have a real edge. Their agility and openness to change allows them to implement new processes faster than the big corporates, especially when paired with the right tech stack.
Lessons from Scaling in PropTech
Drawing from his experience scaling Fixflo and Just Move In, Jon shares advice on how agents can think like tech businesses, optimising their operations and preparing for long-term change.
