for the Supreme Court of the United States, first for Associate Justice Sandra Day O'Connor and then for Associate Justice Anthony Kennedy. She took a year-long sabbatical to transition from practicing law to teaching. For the next three years, she was a professor at Seattle University School of Law, teaching contracts and intellectual property. Writing Milan began reading romance novels during her time as a law clerk, as a diversion from the voluminous legal research she was required to do. She decided to write a historical romance novel. Milan told The Washington Post that the transition was natural; "'One of the skills that makes you a good lawyer is the ability to take a bunch of disparate facts and weave them together into something that tells a story that pulls on the human imagination. ... Whether you’re convincing a judge that your client is innocent or convincing your reader that a couple is meant to be, it’s the same skill.'" Her first book, Proof by Seduction, was published by Harlequin in 2010. The novel received a starred review in Publishers Weekly, which called the book "delightful" and praised Milan's humor, characterization, and plot. Her first several books were published as part of a traditional publishing contract, where a major publisher purchased the rights and Milan received royalties. Under this model, Milan reportedly earned "an average household income" from the sale of her books. In 2011, she chose to self-publish her novels. Within 18 months of embracing self-publishing, Milan quit her job. By 2014, she was producing about two novels per year and earning close to $1 million in royalties each year. Although Milan had always believed she could earn more by publishing her books herself, money was not her sole motivation. She also wanted increased control over how her books were designed and marketed. Self-publishing does not mean that Milan is solely responsible for every detail of the publication of her novels. She hires professional editors and contracts out her cover design. As of 2013, she had also hired a full-time project manager to help get the books ready for release. Many of her books have reached the New York Times Bestseller List or the USA Today Bestseller List. In 2015, Milan's series, The Brothers Sinister, was listed among NPR's "100 Swoon-Worthy Romances". NPR described Milan as a master of the intelligent relationship discussion". Milan's novella, Her Every Wish, was