How to Divorce a Billionaire short drama poster on DramaBox

DramaBox short drama · 2024

How to Divorce a Billionaire: Cast, Episodes & Where to Watch

How to Divorce a Billionaire is a 60-episode live-action DramaBox romance from November 2024 starring Kirby Ellwood and Kasey Esser. Olivia, a lawyer, is hired by the estranged billionaire she secretly married to handle their own divorce, and the case pulls them back together. Watch it legally in the DramaBox app or on dramabox.com, where the first 10 episodes are free.

Watch on
DramaBox
Episodes
60
Free episodes
1–10
Episode length
1–3 minutes
Language
English
Genre
Romance, Billionaire

Affiliate link — opens How to Divorce a Billionaire in the official DramaBox app or site. First episodes are free; later episodes use coins or a VIP pass.

What is How to Divorce a Billionaire about?

How to Divorce a Billionaire takes one of the oddest professional conflicts imaginable and turns it into a romance. DramaBox files it under Romance, Billionaire and Sweet Love and tags it Second Chance and Love After Marriage, which is a fair warning that this is a lighter story than its title might suggest. It is less about destroying an ex than about two people who never really got to know each other.

The marriage at its center started as an arrangement. IMDb's synopsis describes Olivia as a resilient law student who makes a pact with William, an enigmatic billionaire, and the two marry in secret while they are still strangers. It is a deal, not a love story, and their lives go separate ways afterward, tied together on paper and almost nowhere else.

Time passes. Olivia becomes a lawyer, and William remains the wealthy, guarded stranger she married on paper. Then comes the setup DramaBox puts front and center: Olivia is unexpectedly hired by her estranged billionaire husband to be his divorce attorney. In other words, she is asked to represent him in ending the marriage she is part of.

That premise does a lot of work. Olivia has to stay professional while handling a case in which she has a personal stake, and William is placed in constant contact with the wife he barely knows. DramaBox's synopsis promises a series of misunderstandings along the way, and the first act uses them to keep the two leads in the same rooms, arguing, negotiating and noticing each other in ways they never did when the marriage was only a contract.

IMDb's description adds that their lives become intertwined both personally and professionally, amid hidden motives and growing attraction. The series is a filmed, live-action production from PowerMoons Productions, directed by Dede Harlan, with Kirby Ellwood as Olivia Bennett and Kasey Esser as William.

Who is in the How to Divorce a Billionaire cast?

These are the actors credited for How to Divorce a Billionaire in verified sources (the official DramaBox page, IMDb or the production's own credits). We only list names we could confirm.

  • Kirby EllwoodOlivia Bennett
  • Kasey EsserWilliam
  • Marie Elizabeth DeWittLydia
  • Melinda DeKayMrs. Foster
  • Ryan BarrierSebastian Crowley
  • Sean ZerbeDominic Vanderbilt
  • Jessica BellingerVanessa
  • Kimberley KimMrs. Bennett

Actor pages: Kirby Ellwood's actor profile, Kasey Esser's actor profile, Marie Elizabeth DeWitt's actor profile, Melinda DeKay's actor profile, Ryan Barrier's actor profile, Sean Zerbe's actor profile, Jessica Bellinger's actor profile, Kimberley Kim's actor profile.

Main characters

Olivia Bennett
A sharp, resilient lawyer who once married a billionaire stranger as part of a pact while she was still a law student. Now she is hired to handle his divorce, which means handling her own. Played by Kirby Ellwood.
William
The enigmatic billionaire Olivia married in secret. Estranged from his wife in every way but on paper, he hires her as his divorce attorney and finds himself spending far more time with her than he expected. Played by Kasey Esser.
Mrs. Bennett
A member of Olivia's family circle, credited on IMDb. Her presence keeps the secret marriage tied to Olivia's personal life, not just her caseload. Played by Kimberley Kim.
The rivals and complications
IMDb credits characters including Vanessa, Sebastian Crowley and Dominic Vanderbilt, part of the social and professional world around the couple. They help supply the misunderstandings DramaBox promises.

Why people are watching How to Divorce a Billionaire

The premise is genuinely clever. Lawyer-romance stories usually put the heroine on the opposite side from the hero. Here she is on his side, hired to end a marriage that is also hers, and that conflict of interest gives every meeting a built-in tension that plays out as a slow-burn romance.

It is a gentler watch than most billionaire dramas. DramaBox categorizes it as Sweet Love, and its conflict comes from a legal case and a string of misunderstandings rather than cruelty or crime. If you are tired of cruelty-driven revenge plots and want a story where the main question is whether two people will finally see each other clearly, this is a good pick.

It is also a real live-action production. Kirby Ellwood and Kasey Esser lead a cast of more than fifteen credited actors on IMDb, with Dede Harlan directing for PowerMoons Productions, so the chemistry comes from actual performances rather than generated faces.

The audience response is solid: more than 32 million views and about 590,000 follows on DramaBox. Expect the usual short-drama shortcuts, with misunderstandings that a single honest conversation could clear up, but the 10 free episodes give you plenty of time to decide whether Olivia and William are worth the coins.

Kirby Ellwood carries much of the show. Olivia has to look composed in front of a client who is also her husband, and the fun is in watching that professional mask slip a little more with every meeting. Viewers who like heroines who are smart, ambitious and a bit stubborn should find her easy to follow.

Tropes and themes

The secret marriage of strangers is a short-drama favorite. Two people marry for practical reasons, a pact, a contract or a family need, and the real relationship only begins once they are forced to spend time together.

Second chance romance usually means exes reuniting. Here it is a twist on the idea: the couple never really had a first chance, and the divorce case gives them one.

Love after marriage reverses the normal order of romance, with the wedding first and the feelings afterward.

The workplace conflict, a lawyer representing her own husband in their own divorce, supplies the friction and forces the leads into constant contact.

Hidden motives add a light mystery. IMDb's synopsis hints that the original pact was not as simple as it looked, which gives the romance a question to answer beyond whether the couple will stay together.

What we know about how How to Divorce a Billionaire ends

The premise leaves the central questions open. Will Olivia actually file the paperwork that ends her own marriage, or will working side by side with William change her mind? What were the hidden motives behind the original pact? And can two people who married as strangers build something real once the misunderstandings are cleared away?

What we have verified is that DramaBox lists How to Divorce a Billionaire as a complete 60-episode live-action series, released on November 19, 2024 with Kirby Ellwood and Kasey Esser in the leads, and that no sequel has been announced as of October 2026. DramaBox's synopsis says the two rediscover their feelings, but we have not watched the final episodes ourselves, so we are not describing the ending.

Where to watch How to Divorce a Billionaire full episodes legally

  • Official app: DramaBox (iPhone, Android and the DramaBox website).
  • Publisher: DramaBox is run by STORYMATRIX PTE. LTD., the company named on the official DramaBox site. See more Storymatrix short dramas besides How to Divorce a Billionaire.
  • Free episodes: the first 10 episodes are free, according to the official DramaBox page (60 episodes in total).
  • YouTube: drama apps often post trailers and clips on their official YouTube channels. If you find How to Divorce a Billionaire there, check that the channel is verified and run by DramaBox; anything else is an unauthorized re-upload.
  • Avoid: “premium APK” or “mod APK” downloads and pirated full-series compilations. They are unauthorized, often incomplete and can carry malware.

How to Divorce a Billionaire streams officially on DramaBox, in the app for iPhone and Android and on its series page at dramabox.com. The page lists 60 episodes, each about one to three minutes long, so the full series takes around two hours.

On the official web page, the first 10 episodes are unlocked free, which is more than many DramaBox titles offer. After that, DramaBox uses coins, free bonus coins from check-ins and rewarded ads, and VIP subscriptions that open the catalog for a set period. Prices and promotions differ between platforms and change often, so check the current offer before you pay.

Search for the exact title. Divorce-themed billionaire dramas are everywhere, including DramaBox's own The Divorced Billionaire Heiress and ReelShort's After Divorce, My Ex-Wife Became a Billionaire. They are different stories. The one described here is the 60-episode series with Kirby Ellwood and Kasey Esser that premiered in November 2024.

Full-episode reposts on YouTube, Dailymotion, TikTok and Facebook, and modded APK files, are not authorized by DramaBox. They are often incomplete, out of order or unsafe, so stick to the official app and website.

How to Divorce a Billionaire FAQ

How many episodes does How to Divorce a Billionaire have?

DramaBox's official page lists 60 episodes. Each runs about one to three minutes, so the full series takes around two hours to finish. The episode count comes directly from DramaBox, which is the most reliable source for this title.

Who is in the cast of How to Divorce a Billionaire?

Kirby Ellwood stars as Olivia Bennett and Kasey Esser plays William. IMDb also credits Marie Elizabeth DeWitt as Lydia, Melinda DeKay as Mrs. Foster, Ryan Barrier as Sebastian Crowley, Sean Zerbe as Dominic Vanderbilt, Jessica Bellinger as Vanessa and Kimberley Kim as Mrs. Bennett. Dede Harlan directed.

Where can I watch How to Divorce a Billionaire for free?

Watch it legally in the DramaBox app or on dramabox.com. The first 10 episodes are unlocked free on the official page. The rest require coins, free coins from check-ins and ads, or a VIP subscription. Offers change often, so check the current prices before paying.

Is How to Divorce a Billionaire on Netflix or YouTube?

No. It is a DramaBox release and is not licensed to Netflix or other general streamers. Full-episode uploads on YouTube or Facebook from unofficial accounts are unauthorized reposts. The complete series is available legally only in the DramaBox app and on dramabox.com.

What is How to Divorce a Billionaire about?

Olivia married the billionaire William in secret as part of a pact while she was a law student, when the two were still strangers. Years later, now a lawyer, she is unexpectedly hired by her estranged husband to be his divorce attorney, and a string of misunderstandings brings their feelings to the surface.

Is How to Divorce a Billionaire AI-generated?

No. It is a live-action production with real actors, led by Kirby Ellwood and Kasey Esser, made by PowerMoons Productions and directed by Dede Harlan. IMDb lists more than fifteen credited cast members.

When was How to Divorce a Billionaire released?

It premiered on DramaBox on November 19, 2024, the same date IMDb lists for its release. It has since drawn more than 32 million views on DramaBox.

Will there be a season 2 of How to Divorce a Billionaire?

DramaBox has not announced a season 2 or sequel as of October 2026. The 60 episodes are listed as a complete series. If a follow-up is made, it would appear in the DramaBox app as a separate title.

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Updated October 16, 2026 · Written by the ShortDramaUSA editors · How we research titles