[8] The original cast featured Mays (who would stay with the production for its entire run), O'Hare, Lauren Worsham and Bryce Pinkham.

[8] A U.S. national tour of the production opened in September 2015 at the Proctor's Theatre in Schenectady, New York, and closed in March 2017 at the Sacramento Community Center Theater.

[12] A second national tour opened in September 2017 at the Overture Center in Madison, Wisconsin,[13] and closed in May 2018 at the Mother Lode Theatre in Butte, Montana.

[15] A group dressed in mourning clothes enter and advise "those of you of weaker constitution" to leave the theater, as the show may prove disturbing ("Prologue: A Warning to the Audience").

Miss Marietta Shingle, a mysterious old woman, arrives to tell Monty that his mother was, in fact, a member of the aristocratic D'Ysquith family.

Lord Adalbert D'Ysquith, the current Earl of Highhurst, catches Monty looking around the ancestral library and drives him out, expressing his disdain for the commoners flooding his home ("I Don't Understand the Poor").

Monty decides to try his luck with the clergyman in the family, a dithering old man named the Reverend Lord Ezekial D'Ysquith.

He remembers Isabel as a charming girl who broke her father's heart, but refuses to advocate on Monty's behalf, believing that it is best to avoid family intrigue.

Monty realizes how easy it would be to let Ezekial fall, exacting revenge for his mother and bringing him one step closer to the earldom ("Foolish to Think (Reprise)").

Monty returns to his dead-end job as a clerk, frustrated that he toils away while unworthy men grow rich, including Asquith D'Ysquith Jr.

He observes Asquith Jr. and his mistress Miss Evangeline Barley, a recent Florodora girl, steal away to a winter resort.

There are other women who do come before Monty in the lineage, including Lady Hyacinth D'Ysquith, an unmarried woman of a certain age, who devotes herself to philanthropic causes, primarily with the aim of bolstering her own social position.

Posing as a member of the Foreign Office, Monty encourages Lady Hyacinth to travel first to war-torn Egypt, then to a leper colony in India, in order to dispose of her.

Monty proves a talented stockbroker, securing a significant salary increase and praise from Lord Asquith D'Ysquith Sr. ("The Last One You'd Expect - Part I").

His romance with Sibella continues despite her marriage and it is clear that she is impressed by Monty's determination to succeed ("The Last One You'd Expect - Part III").

Monty encounters Lord Bartholomew at a weight-lifting hall and charms his way into acting as the major's spotter on the bench-press apparatus.

Monty continues to console Phoebe; actions that during her period of mourning for her brother have endeared him to her greatly (“The Last One You'd Expect - Part V").

Lady Salome D'Ysquith Pumphrey is an appallingly bad actress currently starring in a production of Henrik Ibsen's Hedda Gabler.

Remembering that the play ends with Hedda's suicide by a pistol shot to the head, Monty sneaks backstage and loads the prop gun with real bullets.

As Lord Adalbert realizes that there is no one left between him and Monty, all of London is abuzz over the dashing young gentleman who's risen so far, so fast, and now stands next in line to inherit Highhurst ("The Last One You'd Expect - Part IX").

Miss Shingle, who initially brought Monty the news of his true lineage, appears; it turns out that she's been employed as a servant by the D'Ysquiths for 39 years.

A drunken Lord Adalbert starts to tell the story of how he was betrayed by his valet during the Boer War ("Looking Down the Barrel of a Gun").

However, at the wedding reception, Chief Inspector Pinckney of Scotland Yard arrests him for the murder of Lord Adalbert, who, it has been discovered, was poisoned.

Sibella testifies on Monty's behalf, but, in a fit of passion, gives evidence that bolsters the prosecution's alleged motive for the crime: that the D'Ysquiths disinherited his mother and denied his existence.

On the evening before the jury is to render judgment, Monty is writing his memoirs in his cell and strikes up a conversation with the jail's custodian, Chauncey.

It turns out that Chauncey is a D'Ysquith too, his father having been a black sheep of the family, cast out in a manner similar to Isabel.

The authorities decide that both women appear equally culpable, and they can't convict one woman if they believe the other one guilty.

Charles Isherwood of The New York Times praised the Hartford production as "ingenious" and "among the most inspired and entertaining new musical comedies".

"[10] Elysa Gardner, reviewing for USA Today, also praised Mays, saying that his "comedic gifts are on glorious display".

She had positive words for the direction ("witty") and the "drolly imaginative scenic and projection design", concluding that the musical was "morbidly hilarious".