Assistant Property Manager - Remote

Assistant Property Manager (Remote) – East Bay, CA

Note on Remote Work - This role is remote insomuch that you will not have to come into our headquarters. You will still be expected to go to properties as needed.

An Ideal Candidate

• You’re resourceful. You know there’s always an answer, and you pride yourself in finding it.
• You’re discerning. You know the difference between what the owner wants and what the property needs.
• You don’t just manage. You protect. You protect the long game from short-term thinking. You protect the asset from the owner's blind spots.
• You take pride in the dollars saved and the value added. You know what a property is worth, and what it could be worth.
• You’re trusted. You're the person they call. And the reason it doesn't happen often.

Responsibilities

Relationships & Communication

• Own all owner relationships: Build rapport, anticipate needs, and address issues before they become requests. Respond to all communications promptly and lead with solutions
• Maintain productive tenant relationships through proactive communication, renewal management, and confident handling of difficult conversations

Financial Management

• Review property financials regularly to ensure adequate operating cash and reserves
• Prepare annual budgets and monitor actuals to keep expenses on track
• Review and approve operating expenses per company policy
• Assist in determining CAM expenses, review CAM reconciliations, and field tenant CAM questions

Projects & Capital Work

• Bid, negotiate, and present recommendations for tenant improvements, repairs, and renovations
• Oversee approved construction projects from kickoff to closeout; on scope, on budget, on time
• Troubleshoot operational issues, identify improvement opportunities, and bring recommendations to management

Leasing & Compliance

• Interpret and apply commercial lease terms, CAM language, and lease calculations with precision
• Support the leasing team and brokers through negotiations, including tenant improvement scoping and costing
• Enforce lease compliance and manage delinquency

Property Operations

• Conduct regular property visits and inspections to verify maintenance standards and confirm building systems are fully functional
• Field after-hours emergency calls and coordinate vendor dispatch with the Operations team
• Ensure work orders are completed and property conditions are documented accurately

Requirements and Qualifications

• 2-5 years of commercial property management experience.
• Reliable Transportation and a valid Driver’s License.
• Working knowledge and understanding of operating costs, budgeting and related expense control preferred.

About Windsor

At our core, we are our people. Our mission is to be the premier company for a commercial property management career. We want talented teammates with whom we can work and win together. We strike the 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.

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.

Windsor Growth

Our reputation drives our growth. Our growth has been 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.

What Success Looks Like for You

We do not manage KPIs. Instead, we lead through communication and trust. How the workload is; how the buildings are doing; your ability to handle more complex and challenging buildings.

Collectively the team knows who they can go to with questions. They know who always delivers for their owners. They know who can solve the hardest, trickiest problems. That is how we define success.

Windsor Benefits - Benefits Built for You

Building a team that performs at a high level over the long run requires more than good hiring. It requires taking care of the people you bring in. That's why we invest in a benefits package designed to support you — not just at work, but in life.

Our comprehensive coverage includes Medical, Vision, Dental, Disability, Life Insurance, and 401(k). Medical benefits come paired with an HRA card, FSA-Traditional, and FSA-Dependent plan options — plus access to tools like Headspace and discounts through ClassPass, because wellness extends beyond the clinic.

Time to Recharge

Great work requires great rest. In your first year, you'll have 31 guaranteed days off total - 15 vacation days, 5 sick days, and all federal holidays. In your second year, this steps up to 36 guaranteed days, as you will have 20 vacation days. This does not include Windsor Days, which are days we close the office early. For example, a half day on the day before Thanksgiving, a half day on Christmas Eve, etc. However, Windsor Days are not guaranteed to be offered on an annual basis. The offering of Windsor Days depends on the needs of the business!

Other Fun Facts About Windsor Management

• We are a Remote-First Company! We don't limit our hiring to a ten-mile radius. We hire the best talent—wherever they are. By being a remote first company, our only limitation to the best is simply a WiFi connection. Our team spans across state lines and globally.
• We care A LOT about investing in our teams! For the last two years (2024-2026), we were certified as a Great Place to Work !
• We’re growing! We won Top 100 Fastest Growing San Francisco Businesses by the SF Times in the last four consecutive years!
• We're in the honor roll! Due to our growth for the last four years, we are now recognized in the San Francisco Business Times’ Honor Roll!
• Our growth has been organic! We have grown 100 percent through word of mouth! We invest in our team so they can then invest in our clients! Happy clients have referred other happy clients!
• We are female founded and owned! We are recognized as the Top 100 Woman-Owned San Francisco Businesses by the San Francisco Business Times – for the last consecutive four years!

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.

Unfortunately, due to the high volume of candidates, we cannot get back to everyone. However, we assure you that all applications are reviewed.

Note to Third-Party Agencies

We request that third-party agencies refrain from contacting us regarding this job posting. We are managing the recruitment process internally and will not be considering applications or services from external agencies. Thank you for respecting our recruitment process.