Commercial Portfolio Manager - South Bay, CA

Commercial Portfolio Manager - San Jose, CA

At Windsor Management, we're constantly expanding and seeking talented individuals to join our growing team. This position is open year-round to support our continued growth.

This position will manage a portfolio of commercial properties in San Jose, CA. This role requires a valid driver's license and reliable transportation.


An Ideal Candidate

- You're the one people go to when nobody else can solve a problem.

- People follow your ideas because you have repeatedly earned their trust.

- You can convince others, not because you are trying to sell something, but because you truly believe your output and have done your homework.

- You are described as a problem solver, collaborative, responsive, and customer service oriented.

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.

Tangible Background Skills Needed

- Thorough understanding of lease terms, lessor and lessee responsibilities, and CAM estimates and reconciliation calculations

- Knowledge of buildings, structures, and systems

- Construction management and project management

- Accrual accounting

- Ability to balance "owning" your portfolio yourself with collaborative teamwork

$100,000 - $160,000 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!

- We are female founded and owned! We are recognized as the Top 100 Female-Owned San Francisco Businesses by the San Francisco Business Times - for the last four years (2022, 2023, 2024, 2025).

- We train our team! We believe that the success of our team depends on the education and resources we give our team, so we train as a company monthly!

- We give back to our communities! We have volunteer events that we participate in every quarter!

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.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.