Daily Dicta: When Suing Your Ex-Fiancee Isn't Such a Great Idea
It's a valuable cautionary tale for those so caught up in feeling wronged that they may not fully consider the ramifications of litigation.
January 07, 2019 at 01:27 PM
7 minute read
Litigators litigate. It's how they problem-solve.
But you've got to wonder if Ryan Strasser wound up regretting his decision to sue his former fiancee after she allegedly refused to return the $100,000 engagement ring he gave her.
Not because of the ensuing fight (or lack thereof)—she failed to respond after being served. Now, Strasser has until Jan. 23 to move for default judgment or U.S. District Judge Royce Lamberth last week ruled that he'll toss the case for failure to prosecute.
Rather, the Troutman Sanders associate is quasi-famous as the lawyer who got taken to the cleaners by an art history student with extremely expensive taste in jewelry.
I was the first to write about the case in September, when Strasser filed his complaint against Sarah Jones Dickens in U.S. District Court for the District of Columbia.
In retrospect, it strikes me as a valuable cautionary tale for those so caught up in feeling wronged that they may not fully consider the ramifications of litigation.
Because now, if a prospective client Googles “Ryan Strasser lawyer,” the top 10 hits include Lit Daily's scoop, Ouch, Babe. Big Law Associate Sues Ex-Fiancee Over $100K Engagement Ring, as well as follow-on stories including “This D.C. lawyer is suing his former girlfriend for the return of a $100,000 engagement ring” (MarketWatch), “Virginia Lawyer Sues for Return of $100K Engagement Ring After Breakup” (NBC 4 in Washington) and “'Til debt do us part: Lawyer sues his ex-fiancee for refusing to return the $100,000 engagement ring that he will be paying off until 2020” (The U.K's Daily Mail).
Other publications including GQ, Fox News, the New York Post, iHeart radio, CBS Philadelphia, the ABA Journal and Above the Law covered the story. So did web publications ranging from Modernluxury.com to 247sports.com to DCurbanmom.com. There's even a story about the dispute in Italian—and another in Polish, in Vietnamese, in Korean, in German, in Russian.
Clearly, it struck a chord—bad things happening to privileged millennials—that triggered a burst of schadenfreude world-wide.
Poor Ryan Strasser (who did not respond to a request for comment) probably figured the suit would just slip by under the radar, like most lawsuits do. After all, it's not as if it involved millions of dollars or celebrities or important questions of social justice.
And he might have gotten away with it (cue Scooby-Doo voice) if not for the eagle eyes of ALM editor Mike Scarcella, who flagged the complaint filed on Sept. 24 and passed it on to me. And in today's viral world, all it took was that one story to light the match.
To be honest, if Strasser had been, say, an engineer or a podiatrist, I might not have written about his suit. But a Big Law associate, who started his career at Hogan Lovells and is now at Troutman Sanders? Irresistible.
That's the thing about filing a lawsuit though—it's hard to predict up front if it's going to proceed quietly or explode publicly. Which means you have to contemplate both.
The 23-page complaint (plus 48 pages of exhibits, including photos) by Steven Hollman of Sheppard Mullin Richter & Hampton was incredibly rich in detail. It offered a veritable blow-by-blow of a relationship gone bad, from their meeting as undergrads at Duke to her calling his parents to come and get him after they broke up because he “would not stop crying.”
Was all this sharing, um, wise? Because if the complaint had been bare-bones, and just focused on the actual legal claims—replevin for a wrongfully possessed engagement ring and known chattels, conversion for wrongfully possessed ring and chattels, and damage to plaintiffs leasehold—it would have removed much of the oxygen from the ensuing blaze.
But perhaps Strasser found it too tempting to use the court filing lay out his version of the events, casting his onetime love in the most negative light possible.
He was viciously successful, but he didn't come across looking so hot either. Yes, she was allegedly the one who said she expected him to propose within a year of the start of their relationship, and that she “had to have” a ring that was 3.5 to 5 carats with an inclusion rating of no “worse” than VS2 and a color rating of no “worse” than G, and with no fluorescence.
But he was the one who knuckled under and agreed to shell out $100,000 for 4.06 carat ring—a near-colorless, old European cut brilliant diamond that was mounted in platinum with 14 diamond accents. (“Although he repeatedly told defendant that the price far exceeded his budget, Mr. Strasser eventually acceded,” the complaint says.)
Strasser, at the time an associate at Hogan Lovells in Washington, D.C., made good money, but he had to tap his savings, two credit cards and a $30,000 personal loan (which still costs him $912.71 a month in installments) to pay for it.
As it turns out, he's stuck paying for more than just the ring. The cost to his reputation may be priceless.
What I'm Reading
Supreme Court Will Review Patent Office Ban on Vulgar Trademarks
“The Supreme Court is going to get 'Fuct.'” (Thank you Scott Graham for the lede of the day.)
Verrilli Tapped by US House to Defend Obamacare
The former SG, now a partner at Munger, Tolles & Olson, has teamed up with newly-hired House counsel Douglas Letter, filing a motion to intervene in the lawsuit in Texas.
Judge Clears Insurer's $2B Fraud Suit Against BoA for Trial
The trial is now on the docket for late February, with BoA/Countrywide represented by Joseph McLaughlin of Simpson Thacher & Bartlett.
Media Company Hits Back at Ex-Trump Staffer's $100M Suit Over Stripper Abortion Report
Former Trump campaign spokesman Jason Miller in a defamation suit claims the article ruined his life, but Gizmodo Media Group LLC and journalist Katherine Krueger say stand by what they call fair and accurate reporting.
Skadden Litigators See 'Event-Driven' Class Actions as Continuing Trend for 2019
“Even though the credit-crisis litigation has slowed, over the course of 2018 there has been an increase of what is loosely defined as event-driven litigation, which has become a very significant predicate for securities class actions and derivatives suits,” Jay Kasner told the New York Law Journal.
'I Made The Mistake of Representing Myself': Lawyer Gives Up Years-Long Fight Over $300
He could have paid the paralegal $300 in back wages. Instead, the litigation will cost him $100,000.
In case you missed it…
Litigators of the Week for 2018, Take a Bow
The full list of our 2018 Litigators of the Week.
This content has been archived. It is available through our partners, LexisNexis® and Bloomberg Law.
To view this content, please continue to their sites.
Not a Lexis Subscriber?
Subscribe Now
Not a Bloomberg Law Subscriber?
Subscribe Now
NOT FOR REPRINT
© 2025 ALM Global, LLC, All Rights Reserved. Request academic re-use from www.copyright.com. All other uses, submit a request to [email protected]. For more information visit Asset & Logo Licensing.
You Might Like
View AllShould It Be Left to the Plaintiffs Bar to Enforce Judicial Privacy Laws?
7 minute readA Reporter and a Mayor: Behind the Scenes During the Eric Adams Indictment News Cycle
Of Predictive Analytics and Robots: A First-Year Federal Judge's Thoughts on AI
Trending Stories
- 15th Circuit Considers Challenge to Louisiana's Ten Commandments Law
- 2Crocs Accused of Padding Revenue With Channel-Stuffing HEYDUDE Shoes
- 3E-discovery Practitioners Are Racing to Adapt to Social Media’s Evolving Landscape
- 4The Law Firm Disrupted: For Office Policies, Big Law Has Its Ear to the Market, Not to Trump
- 5FTC Finalizes Child Online Privacy Rule Updates, But Ferguson Eyes Further Changes
Who Got The Work
J. Brugh Lower of Gibbons has entered an appearance for industrial equipment supplier Devco Corporation in a pending trademark infringement lawsuit. The suit, accusing the defendant of selling knock-off Graco products, was filed Dec. 18 in New Jersey District Court by Rivkin Radler on behalf of Graco Inc. and Graco Minnesota. The case, assigned to U.S. District Judge Zahid N. Quraishi, is 3:24-cv-11294, Graco Inc. et al v. Devco Corporation.
Who Got The Work
Rebecca Maller-Stein and Kent A. Yalowitz of Arnold & Porter Kaye Scholer have entered their appearances for Hanaco Venture Capital and its executives, Lior Prosor and David Frankel, in a pending securities lawsuit. The action, filed on Dec. 24 in New York Southern District Court by Zell, Aron & Co. on behalf of Goldeneye Advisors, accuses the defendants of negligently and fraudulently managing the plaintiff's $1 million investment. The case, assigned to U.S. District Judge Vernon S. Broderick, is 1:24-cv-09918, Goldeneye Advisors, LLC v. Hanaco Venture Capital, Ltd. et al.
Who Got The Work
Attorneys from A&O Shearman has stepped in as defense counsel for Toronto-Dominion Bank and other defendants in a pending securities class action. The suit, filed Dec. 11 in New York Southern District Court by Bleichmar Fonti & Auld, accuses the defendants of concealing the bank's 'pervasive' deficiencies in regards to its compliance with the Bank Secrecy Act and the quality of its anti-money laundering controls. The case, assigned to U.S. District Judge Arun Subramanian, is 1:24-cv-09445, Gonzalez v. The Toronto-Dominion Bank et al.
Who Got The Work
Crown Castle International, a Pennsylvania company providing shared communications infrastructure, has turned to Luke D. Wolf of Gordon Rees Scully Mansukhani to fend off a pending breach-of-contract lawsuit. The court action, filed Nov. 25 in Michigan Eastern District Court by Hooper Hathaway PC on behalf of The Town Residences LLC, accuses Crown Castle of failing to transfer approximately $30,000 in utility payments from T-Mobile in breach of a roof-top lease and assignment agreement. The case, assigned to U.S. District Judge Susan K. Declercq, is 2:24-cv-13131, The Town Residences LLC v. T-Mobile US, Inc. et al.
Who Got The Work
Wilfred P. Coronato and Daniel M. Schwartz of McCarter & English have stepped in as defense counsel to Electrolux Home Products Inc. in a pending product liability lawsuit. The court action, filed Nov. 26 in New York Eastern District Court by Poulos Lopiccolo PC and Nagel Rice LLP on behalf of David Stern, alleges that the defendant's refrigerators’ drawers and shelving repeatedly break and fall apart within months after purchase. The case, assigned to U.S. District Judge Joan M. Azrack, is 2:24-cv-08204, Stern v. Electrolux Home Products, Inc.
Featured Firms
Law Offices of Gary Martin Hays & Associates, P.C.
(470) 294-1674
Law Offices of Mark E. Salomone
(857) 444-6468
Smith & Hassler
(713) 739-1250