Integrating Legal Expertise: Word On The Street’s New Approach to Specialist Lending

As you might have seen, Word On The Street recently made a strategic appointment that sets us apart from traditional brokerages by bringing Jack Medlicott, an experienced commercial property lawyer, into our team in a unique role. Rather than operating as a practicing solicitor, Jack is leveraging his extensive legal expertise to transform how our brokerage operates and serves our clients.

Jack brings over two decades of experience in commercial property law, having progressed from working in law firms since the age of 16 to becoming a partner at MSB in Liverpool. His background spans working on behalf of lenders, financial institutions, and businesses across the Northwest and London markets, giving him unique insight into both sides of specialist lending transactions.

This experience has equipped him with a deep understanding of secured lending structures, intercreditor arrangements, and the complex security documentation that can significantly impact the success of sophisticated transactions. Rather than just facilitating introductions between borrowers and lenders, Word On The Street can now anticipate and address legal complexities before they become potentially deal-breaking obstacles.

One of Jack’s most significant contributions lies in client education and preparation. He helps borrowers understand the entire journey ahead, including legal complexities they’ll encounter on the way. This is particularly valuable for first-time professional landlords and property investors who benefit from guidance on the frequently complex and complicated documentation requirements.

For HMO operators, Jack is here to ensure they understand licensing requirements, tenancy documentation standards, and the importance of maintaining current electrical certificates, gas safety records, and EPCs. Likewise, for developers, he will guide them through planning permissions, building regulations compliance, and proper construction team documentation.

Beyond document collection, Jack will prepare clients strategically, helping them understand when face-to-face legal advice will be required and ensuring they work with appropriately qualified independent lawyers who can facilitate requirements efficiently.

Jack intends to spearhead a comprehensive digital overhaul at Word On The Street. His vision involves digital platforms that allow clients to complete documentation via smartphones or tablets, conduct ID checks electronically, and upload supporting documents directly into systems that interface with lender portals, a plan that will allow for a more streamlined process for broker and investor alike.

Perhaps most importantly, Jack enables Word On The Street to position itself as part of clients’ wider advisory teams rather than simply transaction facilitators. His understanding of what lawyers, valuers, and lenders require—and when they require it—allows us to ensure your investment journey is as smooth as possible.

This capability is particularly relevant for complex transactions involving existing debt structures. Jack’s ability to understand how to structure new lending around existing debentures, subordination agreements, and intercreditor arrangements can mean the difference between successful completion and deal failure.

By anticipating and addressing these complexities early in the process rather than discovering them days before completion, Word On The Street will reduce transaction risk, shorten completion timescales, and improve client satisfaction across all parties involved.

Jack’s appointment represents a strategic move toward specialisation and value-added services in an increasingly competitive brokerage sector. This approach promises to build stronger, longer-term client relationships based on comprehensive service delivery, establishing Word On The Street as a leader in specialist lending brokerage innovation.