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Windsor Management is seeking a Commercial Leasing Specialist to own end-to-end leasing processes from LOI to execution. You will guide Portfolio Managers through complex terms, draft and execute leases, and lead a team in leasing best practices.
Your expertise will shape negotiations, risk assessment, and tenant relations across the portfolio. You will collaborate with ownership on strategic decisions, ensure accuracy in billing and reporting, and mentor peers to elevate the leasing function.
About the Role
This is a great opportunity for a commercial leasing professional who is ready to step into a role where their expertise truly shapes the business.
As our Commercial Leasing Specialist, you won't just be part of the process — you'll define it. You'll be the person who sets the standard, elevates the team, and brings clarity and confidence to every lease, every negotiation, and every conversation with ownership.
You'll champion deals from LOI to execution, guide Portfolio Managers through complexity with conviction, and bring your voice directly to ownership calls — because your insights will matter at that level.
If you have deep experience in commercial lease administration, a strong command of lease language, and a natural instinct for leading teams and driving decisions — this role was built for someone like you.
You’ll Thrive Here If You...
Our Service
In an ideal world, tenants would pay their rent on time, buildings would never have any issues, and the building owners could ride off into the sunset. The world isn't ideal. Rents are late. Things break. Help is needed. That is where we step in. Windsor provides a white-glove service so owners can still ride off into the sunset.
About Windsor
At our core, we are our people. We want talented teammates with whom we can work and win together. We strike a balance on speed and accuracy, owning our work through responsibility and delegation versus collaboratively relying on each other as a high-trust team, and solidifying procedures and establishing new ones. We know employees may leave our company over time, but we want to create an environment so amazing that it never crosses your mind. But if you do leave, we want you to know the value of the skills and development gained at Windsor so you can continue to thrive. With the best people both doing our own work and chipping in to make Windsor and each other better, Windsor can continue to thrive and grow, which creates more opportunities for everyone to develop.
Windsor Growth
Our reputation drives our growth. Our growth has been driven by 100% word-of-mouth referrals from happy clients and vendors. It is a testament to our collective, quality output and a testament to the staff we hire. Windsor was recognized in the Top 100 Fastest Growing Companies in the Bay Area in 2025, 2024, 2023 and 2022.
Responsibilities
Leasing Operations Ownership
LOI Review & Negotiation
Document Management & Execution
Billing & Financial Accuracy
Tracking & Reporting
Team Leadership & Development
Tenant & Stakeholder Engagement
Required Qualifications
Other Fun Facts About Windsor Management
Note to Candidates
We have an extensive interview process, and that's by design. Our success is no accident; it is due to the collective effort and talents of our team. We carefully select who we add to the team, and our interview process reflects that. This may result in an interview process that spans across weeks.
As part of our hiring process, all candidates are asked to complete the Windsor Assessment.
Unfortunately, due to the high volume of candidates, we cannot get back to everyone. However, we assure you that all applications are reviewed.