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Economics

School District Leaders Earn Top Pay

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Teachers and others in the school community are complaining that Oakland Unified School District Superintendent Antwan Wilson’s administration is top-heavy with highly paid new administrators who had worked in Denver, CO public schools.

<p>Wilson, formerly an assistant superintendent of Denver schools, earns $280,000 a year plus benefits. In addition, he received a $28,000 moving allowance and an additional payment for six months of temporary housing while he looks for a new home, as well as reimbursement for his legal expenses for negotiating his contract with the district.

The price of benefits generally adds more than one-third to the cost of an employee’s’ annual salary.

Troy Flint, the school district’s spokesman, told the Post that he is working on gathering the information on the amounts Supt. Wilson is being paid for temporary housing and for his legal expenses.

Administrative salaries frequently become a major issue during contract negotiations between school districts and teachers’ unions, especially in Oakland where teacher pay is the lowest in the Bay Area.

 

Oakland’s two previous top executives were Gary Yee, acting superintendent who earned $250,000 a year; and Tony Smith, who was formerly a superintendent in Emeryville, earned $265,000 a year when he left the district.

 

Also from Denver, Chief of Schools Allen Smith earns $175,000 and received $15,000 for moving expenses.

 

Yana Smith, Chief of Organizational Effectiveness & Culture, Allen Smith’s wife, is earning $155,000 and $12,500 for moving costs.

 

Devin Dillon, Chief Academic Officer, Office of the Superintendent, is earning $175,000 plus $11,000 for moving.

 

Bernard McCune, Deputy Chief of the Office of Post-Secondary Readiness, earns $157,000 a year plus $17,000 for moving costs.

 

Ray Mondragon, deputy chief academic of early childhood learning, is earning $157,000. The position is grant funded.

A number of these positions are newly created and supplement existing top administrators in the district.

 

Other new officials include Isaac Kos-Read, chief of Communications and Public Affairs, who earns $192,000. He previously worked as director of External affairs at the Port of Oakland and was a public affairs consultant for the Oakland Metropolitan Chamber of Commerce.

His position is paid by the Oakland Public Education Fund, which has an office in the school district headquarters.

According to Flint, the district’s spokesman, Kos-Read plays a crucial role at the school district.

“Isaac brings substantial experience and expertise in Public Affairs and Communications, areas where the District has suffered from lack of capacity for years,” he said. “The marginal benefits of adding someone of Isaac’s talents yields benefits far beyond the cost in terms of increased ability to interact with diverse stakeholder groups, identify community concerns, and deal with those issues effectively.”

The Oakland Post is hearing from community members and district staff that they are concerned that the superintendent’s reliance on administrators from outside Oakland contributes to what they say is his team’s relative isolation from the concerns of local people and a tendency to make mistakes in judgment based on ignorance or disregard for local realities.

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Oakland Post: Week of March 18 – 24, 2026

The printed Weekly Edition of the Oakland Post: Week of March 18 – 24, 2026

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Oakland Post: Week of March 11 -17, 2026

The printed Weekly Edition of the Oakland Post: Week of March 11 – 17, 2026

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Advice

Women & Wealth: Tips for Navigating Your Lifelong Financial Journey

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Sponsored by J.P. Morgan Wealth Management

We are in the midst of a seismic shift in wealth. This phenomenon, often referred to as the “Great Wealth Transfer,” describes the unprecedented movement of assets from the Baby Boomer generation to their heirs – an estimated $105 trillion by 2048. And women are poised to inherit most of this.

J.P. Morgan Wealth Management’s 2025 Investor Study found that women are not only set to receive significant wealth – they’re actively working to build it on their own. Ninety-three percent of women surveyed who are expecting an inheritance aren’t relying on it to reach their goals.

Here are a few tips for women to consider in their wealth-building journey:

Create a financial roadmap

A detailed, well thought out plan is important. J.P. Morgan’s study found that 90% of those surveyed with a plan feel confident about reaching their financial goals, compared to 49% without one.

Your plan should reflect your unique goals, priorities and circumstances. Consider your investment horizon and risk tolerance, and remember to revisit your plan regularly as life evolves.

Are you saving up for goals like buying a house, sending your kids off to college or retiring early? Where do you want to be in the next five, ten or twenty years? Everyone’s financial situation is unique, so it’s important to think about these questions and build a plan that is unique to your life.

Women tend to live longer than men on average. Many take career breaks or care for family members, which can influence long-term planning. It’s important to adjust your strategy with these factors in mind.

Where to start with investing

Don’t let misconceptions hold you back. Starting to invest doesn’t require a large sum, and beginning early can be beneficial. The earlier you start, the more time your money has to potentially grow over the years. Understand your overall financial situation, set clear goals and develop a long-term plan.

It’s important to also make sure you’re covered for unexpected expenses that come up before you start to invest. Build up a cash emergency fund, typically enough to cover three to six months of expenses, and pay down any high-interest debt.

Taking charge of your finances

The good news is that women are taking charge of their finances. J.P. Morgan’s research found that 75% of women respondents make financial decisions with their partner or take the lead themselves. For those who have a spouse or partner, it’s important for each person in the relationship to play an active role in the process.

Building wealth can be empowering for many women. The same survey found that 73% of women respondents said money gives them “security,” while 64% of Gen Z and Millennial women associated it with “freedom.”

The power of having a team

Some people find it helpful to work with a financial advisor, so you don’t have to tackle things alone. An advisor can help you craft a plan tailored to your needs and keep you on track throughout your lifelong financial journey. If you expect to receive an inheritance, you should also consult with estate planning and tax professionals.

No matter where you are on your wealth-building path, education is key. It’s so important to be an informed investor, and there are plenty of resources out there to help. You can find a library of free educational resources at chase.com/theknow.

As the landscape of wealth continues to evolve, women have a unique opportunity to shape their financial futures and those of generations to come. By staying informed and planning ahead, women have the tools to help them confidently navigate the Great Wealth Transfer and set themselves up for financial freedom.

The views, opinions, estimates and strategies expressed herein constitutes the author’s judgment based on current market conditions and are subject to change without notice, and may differ from those expressed by other areas of J.P. Morgan. This information in no way constitutes J.P. Morgan Research and should not be treated as such. You should carefully consider your needs and objectives before making any decisions. For additional guidance on how this information should be applied to your situation, you should consult your advisor.  

JPMorgan Chase & Co., its affiliates, and employees do not provide tax, legal or accounting advice. You should consult your own tax, legal and accounting advisors before engaging in any financial transaction.  

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