Assistant Property Manager - Remote

Assistant Property Manager – East Bay, CA

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 do constant training, both structured and informal, to always make ourselves better. 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

It is valuable for new Portfolio Managers (PMs) to get up to speed steadily and we want you to take the time to invest in skills and development as you learn our processes. You will start with roughly a third of a normal portfolio and grow into a full portfolio over six months.

We do not manage to 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 which PMs 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.

$85,000 - $115,000 a year The compensation for this role is commensurate with the cost of living in the Bay Area and will be adjusted based on the applicant's experience and the market rates in their location.

Benefits

At Windsor, we are committed to the well-being of our staff.

- Federal Holidays: We observe the 11 Federal Holidays and close our office.

- Vacation PTO: There are 15 earned days of vacation PTO in your first year, stepping up to 20 days thereafter.

- Sick PTO: We have our standard 5 sick PTO days per year.

- Windsor Days PTO: Between the Federal Holidays, Vacation PTO, and Sick Days, you will have 31 guaranteed days of vacation per year for your first year, increasing to 36 days in your second year. This does not include Windsor days. We may also observe 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, a half day on New Year's 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!

- Medical & HRA Card: We offer our team a medical plan and an HRA Card! Those who enroll in our medical plan will get Windsor's coverage for their first $4,300 (if participating as an individual) or first $8,600 (if participating as a family).

- Vision and Dental: We offer our team a vision and dental plan!

- 401k Plan: We offer a 401k plan with company matching via Guideline. Your contributions vest immediately, and Windsor will match 100% of the first 3% of your salary and 50% of the next 2% of your salary (so if you contribute 5%, Windsor matches 4% of your salary).

- FSA Dependent: We offer an FSA Dependent care that you can choose to participate in up to the federal maximum of $7,500.

- FSA Medical: We offer an FSA Medical care that you can choose to participate in up to the federal maximum of $3,400.

- Life Insurance: Employer-sponsored life and LTD plans are available, including a level with guaranteed coverage. You pay the premiums if you participate but it is done on a pre-tax basis.

- Long Term Disability: Benefit Amount: 60% of pre-disability monthly earnings up to $10,000 per month.

- Benefits Consultant: We are partnered with Cavignac, so our team has a Benefits advisor!

Other Fun Facts About Windsor Management

- 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 2022, 2023, 2024, and 2025.

- 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!