LeasePilot

LeasePilot offers a cloud-based software platform designed to streamline the commercial real estate leasing process for property owners, operators, and their legal teams. Founded in 2015 by commercial real estate attorneys Gabriel Safar and Jonathan Eskow, along with technology strategist Itzik Spitzen, the company was born from their direct experience with the inefficiencies of traditional lease drafting. The founders' backgrounds in both law and technology form the core of the company's approach, embedding deep legal expertise into its software. This combination of skills addresses the need to accelerate deal cycles and reduce transactional risks inherent in manual leasing workflows.

The Boston-based company operates on a business-to-business (B2B) model, providing its software-as-a-service (SaaS) platform directly to commercial real estate owners. Its target clients are typically companies managing a portfolio of at least 3 million square feet or handling 50 or more transactions annually. While the software is sold to landlords, they can extend access to their outside counsel, helping to reduce legal expenditures and in some cases, bring all leasing work in-house. Revenue is generated through tiered subscription plans—Quick-Start, Flex, and Enterprise—each offering different levels of customization and features. Notable clients include Boston Properties, JBG SMITH, and DLC Management.

LeasePilot's core product is a document automation platform engineered specifically for the complexities of commercial lease drafting and negotiation. It transforms a client's static lease templates and clause libraries into an interactive, data-driven system. A key feature is its "context-aware automation," which uses a smart database to track over 1,200 data points and their interdependencies within a lease, automatically making adjustments as terms change. This allows legal teams to generate a first draft of a lease within hours of a letter of intent being signed, a process that traditionally could take a week. The platform also streamlines the revision process by allowing users to import a tenant's redlined Word document, review suggested changes side-by-side, and accept or reject them within the system. Furthermore, it integrates with other real estate technology platforms like VTS and MRI, enabling seamless data flow from deal pipeline management to accounting, which eliminates manual data re-entry and the need for traditional abstraction of new leases.

Keywords: commercial real estate leasing, lease automation, legal tech, proptech, lease drafting software, document automation, commercial property management, lease negotiation, real estate technology, SaaS for real estate, landlord software, lease management, CRE technology, Gabriel Safar, Jonathan Eskow, context-aware automation, lease workflow, real estate legal services, ancillary documents, version control