By Thomas Ultican 6/10/2025
Penny Schwinn is a perfect fit as Trump’s education department’s number two. Her record of controversy and making suspicious contracts is noteworthy. Born 10/13/1982 in Sacramento, California, to a school teacher mom, her entrance into education came in Baltimore as a Teach for America (TFA) corps member. Helped out by the Walton Family Foundation, she founded a charter school in her home town and served as its principal. Her successful 2012 run for the Sacramento County school board was a battle between school choice proponents and public school advocates. Schwinn’s campaign was significantly financed by the California Charter Schools Association (billionaire money).
January 21, Jennah Pendleton reporting for the Sacramento Bee wrote:
“Trump announced his choice in a Truth Social post Friday, repeatedly misidentifying Schwinn as ‘Peggy.’ He wrote that ‘Peggy’ has a ‘strong record of delivering results for children and families’ and that she is ‘committed to delivering the American Dream to the next Generation by returning Education BACK TO THE STATES.”’
Both the billionaire funded “The 74” and the University of Florida referenced Penny as a woman of color. Having such a light complexion, in days of yore, she could have easily passed.
Following her 3 year stint in Baltimore with TFA, she has been on the move in search of higher positions. After being elected to the county school board, she left that position to take an administrative role with the Sacrament Unified School District.
She soon traveled to Delaware and became Chief Officer in the state Office of Assessment, Accountability, Performance & Evaluation. See her listing on the Delaware 2015 org chart. It should be noted that Penny believes in testing to evaluate schools, curriculum and students.
In 2016, she was on the move again; this time to Texas serving in several positions including Chief Deputy Commissioner of Academics at the Texas Education Agency (TEA). It was here that her penchant for not following the law caused problems.
On November 21, 2017, special education director, Laurie Kash, blew the whistle on TEA entering into a $4.4 million no-bid contract with SPEDx, a special education data contracting company. The following day Kash was fired.
Kash fought the firing and won a wrongful termination suit. Louisiana educator, Mercedes Schneider searched the court documents and found Kash’s claim “that Schwinn had a personal relationship with at least one of the leaders of the SPEDx / Cambria contract group and part of the group that developed the project …”
Related to this claim, the Texas Tribune reported,
“State auditors also said the TEA failed to ‘identify and address a preexisting professional relationship’ between a SPEDx subcontractor and the agency’s “primary decision maker” for the contract. Penny Schwinn — that decision maker and the agency’s deputy commissioner of academics — did not disclose that she had received professional development training from the person who ultimately became a subcontractor on the project.”
The Cambria group mentioned in the law suit profits from the science of reading. Cambria’s business units are Learning A-Z, Lexia Learning, Voyager Sopris, ExploreLearning, Cambium Assessment, Kurzweil Education, and VKidz.
Schwinn left Texas to become Tennessee’s education commissioner effective February 2019. By November 15, Chalkbeat was reporting, “Tennessee’s education department has experienced an exodus under Commissioner Penny Schwinn, with almost a fifth of its employees leaving in the nine months since she took over.”
In Tennessee, Schwinn inked a $16 million dollar contract with TNTP to train teachers. It was soon unfavorably noticed that her husband, who also started in education with TFA, was a leader of this TFA spinoff company.
Schwinn led the Tennessee department through implementation of Governor Bill Lee’s school voucher program. This led to angering Tennessee legislators over her making a $2.5 million no-bid contract with ClassWallet to run the Education Savings Account program.
Schwinn announced she was leaving her Tennessee position June 1, 2023.
Some Conservatives Oppose this Nomination
The billionaire founded education propaganda rag, The 74, praised Schwinn for the wonderful reading results she achieved in Tennessee. They highlighted the way she used the states new literacy Law to train 30,000 teachers in the science of reading. Supposedly, some recent testing results documented her success. However, the National Assessment of Education Progress (NAEP) apparently does not agree. The graph of average 8th grade reading scores below shows Tennessee at the national average in 2015 and still at the national average in 2024. Not bad but nothing to brag about.
Some conservatives oppose Schwinn’s nomination.
A few groups are bothered by her affiliation with Jeb Bush’s Chiefs for Change. Most people think of Chiefs for Change as an edtech promoting and school privatization organization. Surprisingly, some conservatives believe it is made up of left-leaning district and state officials.
Robin Steenman, the president of Tennessee’s Williamson County chapter of Moms for Liberty, has been vocal in her opposition to Schwinn’s use of the Great Minds’ Wit & Wisdom English language arts curriculum. She believes it is too DEI focused.
Robby Starbuck, whose wife sees pornography everywhere, wrote on X:
“Penny Schwinn was pro-masking kids, she tried to force child “wellbeing checks” during COVID, she referred to kids as the state’s children and she allowed CRT + pornographic books in schools even after our state banned them. I hope President Trump will reconsider her nomination.”
Posts like this prompted the infamous Chris Rufo to leap to her defense stating, “First, Penny did not allow “porn in schools” while she was education commissioner in Tennessee.” He went on to claim:
“After spending some time with Penny, I’m confident that she will be a great Deputy Secretary of Education. During our meeting, she personally committed to me that she will work to (a) shut down the terrible programs at the Department of Education; (b) fight critical race theory, gender cultism, and DEI in America’s schools; and (c) support new initiatives on school choice and classical education.”
Evidently from Rufo’s perspective, that is all good.
Conclusion
Schwinn’s financial statement says she has hardly been starving since leaving Tennessee. She lists earnings from advisory fees of $155k from TVG-MGT, $125k from Edmentum, $125k from Really Great Reading, $250k from the Walton Family Foundation, $500k from Chief for Change and several more. It is hard to believe these payments were for advice so what are they really for? She also lists holdings in several edtech companies mostly focused on science of reading.
With their spines clearly challenged – no liberals other than fake ones like Rahm Emmanuel – have said anything about this nomination. Rahm and his DEFR friend, Jorge Elorza, are for it.
While Penny Schwinn in clearly after money, she does have a strong background in education. This makes her the most qualified of Trump’s nominations for any of his cabinet level departments.
Being both pro-choice and pro-testing makes her a nauseating choice for me. However, when compared with previous nominations, the billionaire oligarchs, who are stealing the wealth of the middle class in America, have made this terrible choice look OK.
tultican 
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