[7] Montgomery-Reeves practiced at Wilson Sonsini Goodrich & Rosati in Wilmington where she focused on corporate governance and commercial litigation.

[7] Montgomery-Reeves was appointed Vice Chancellor of the Delaware Court of Chancery in 2015 and has worked pro bono with the Prisoners' Rights Project.

[8][9] Montgomery-Reeves joined Chief Justice Collins J. Seitz Jr. on the steering committee of a group that completed a strategic plan for increasing diversity in Delaware's judiciary and legal community.

President Biden nominated Montgomery-Reeves to the seat vacated by Judge Thomas L. Ambro, who announced his intent to assume senior status upon confirmation of a successor.

The committee also recommended that portraits of white judges and justices be removed from courthouses as a way to "reduce implicit bias and identity threat in the court environment."