Wallentine began his career by building predictive models for Safeco Insurance Company (2005), and later became a Director of Pacific Life Insurance Company (2012). He is also the CEO of Actuarial Management Corporation⁽⁸⁾, a company that pioneered the use of abstract algebra's commutative rings to reliably manage financial risk.

​

In 2013, Wallentine created a new way for families to save for education by creating the AMCO Education Fund⁽⁹⁾.

​

In 2019, Wallentine founded The Institute of Applied Actuarial Science⁽¹⁰⁾ ("IAAS"), a privately funded non-profit academic research institution in collaboration with the California State University System and currently sits on its Board of Directors.

​

In 2020, Wallentine founded 1791 Management⁽¹⁹⁾, an Opportunistic Event-Driven Fund. The Fund’s strategy seeks opportunities where special situations cause pricing dislocations in certain financial markets.

​

In May 2022, Mr. Wallentine's staff at 1791 Management produced a report titled "Is Black Rifle's ignorance or arrogance to blame?"⁽¹¹⁾ Following the letter sent to Black Rifle Coffee⁽⁴⁾ demanding they brew up an "action plan" to address serious allegations of Corporate Governance failures and Code of Conduct violations. After Black Rifle Coffee's management refused to address Governance failures, a civil complaint was filed against Black Rifle Coffee Company⁽¹²⁾ (NYSE: BRCC) for intentional violations of securities laws and fraud⁽¹³⁾, including deliberate breach of contract, breach of fiduciary duty, and negligent misrepresentation. Furthermore, 1791 Management published another supplemental report⁽¹⁴⁾⁽¹⁵⁾ on Black Rifle Coffee Company detailing the additional lawsuits filed against the Company as a result of them going public and manufacturing an artificial squeeze to boost the price of their shares while claiming a significant amount for themselves. Exhibits were also sent to regulators⁽²⁰⁾ regarding the Underwriter of Black Rifle Coffee's De-SPAC IPO.

​

In June 2022, a separate research report⁽¹⁶⁾ was released about Energy Vault (NYSE: NRGV), revealing 1791 Management's investigation of Energy Vault's business prospects. A subsequent lawsuit was filed against Energy Vault⁽¹⁷⁾ for intentional violations of securities laws and fraud, including deliberate fraudulent misrepresentations and omissions relating to the company's business, operations, and prospects.

​

Both securities fraud lawsuits filed by 1791 Management in 2022 are a result of the "The Great SPAC Scam on American Investors."

​

In October 2022, Wallentine co-founded The Actuarial Development Institute⁽²¹⁾ ("ADI") along with co-founder Charles Johnson, FSA, MAAA. ADI serves the Aspiring Actuarial market by creating connected systems and training experiences for aspiring students.