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Once athletic, popular and on the way to success, Ray Drecker's life turns upside down: He's an underpaid, unappreciated middle-age high-school teacher and basketball coach whose wife of 20 years just left him, and his twin children soon follow her out the door after a fire damages his rundown Detroit home. Grasping at straws, Ray attends a self-help class, where he learns the key to financial success is identifying a personal "winning tool," advice that Ray takes quite literally, in hope of turning things around.

Latest episodes

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Tanya and Ray search for Charlie; Matt accuses Jess of negligence; Lenore tries to get rid of Sandee.
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Tanya finds out that she is not invited to Frances and Mike's wedding; Ray retrieves his clients; Tanya bonds with Charlie's sons.
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Tanya discovers that Charlie has skipped bail; Lenore declares war on Tanya; Sandee advises Jason; Ray worries about his ability to please women.
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Ray is fooled by his date; Charlie and Tanya threaten Sandee and Jason.
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Ray suspects Lenore is stealing cash; a new potential client.
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Ray tells Lydia that he is leaving the business; Darby threatens to leave home; Lenore confronts Jason.
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Ray and Tanya try to get rid of a client; Charlie gives Tanya advice; Lenore manages Sandee's demands; Matt and Jessica bond.
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Ray mistakes a former student for a client; Tanya finds herself in charge of a felon; Jessica gets a job; Lenore makes a deal with Sandee.
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Ray's client is stolen by Jason; Lenore learns a secret about Jason; Jessica tries her hand at independence; Charlie asks Tanya for a favor; Ray meets a client who likes to dress up as a cop.
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Ray and Tanya try to convince a bank officer that their idea is financially sound; Lenore discovers a new prospect.
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Ray considers leaving the business; Tanya is emotionally frayed after encounters with Damon and Vera-Joan; Jessica makes a decision about the future.
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Mike accuses Ray of betrayal; Ronnie vents his frustrations with Jessica at a dermatology banquet; Tanya lashes out at Ray, Lenore and Horny Patty.
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Ray agrees to participate in a student-alumni baseball game; Ronnie gives Jessica an ultimatum.
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Ray must choose sides between Yael and a new client; Tanya turns to Charlie for stress relief; Lenore learns of Tanya's duplicity; Liz surprises Ray with a revelation about her personal life.
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Jessica turns to Ray for help with a rodent problem; Tanya goes to extremes to prove her success; Ray has a difficult client.
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Tanya lands an important client for Ray; Damon's emergency threatens to derail Ray's date; Ray promotes Mike to co-manager of the baseball team; Jessica is annoyed with Ronnie.
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Ray gives Lenore an ultimatum; Ray considers Tanya's suggestion that Damon find a new hobby; Lenore offers Jessica some advice; Ray runs into Mike in a hotel lobby.
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Ray tries to prove to Darby and Damon that he is not an insensitive ex-jock; Tanya turns to Charlie for advice; Jessica feels the pinch of the economic downturn.
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Ray risks losing a client by giving Claire marriage advice; Tanya tries to prove that she can land a big fish for Ray; Ray pays for the school baseball team's transportation to away games; Jessica embarrasses Darby.
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Ray's new co-partnership with Tanya and Lenore gets off to a rocky start; Jessica is hurt by criticism from Darby and Damon; Tanya ventures into a tough neighborhood for pimping advice.
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Tanya battles Lenore for control of Ray; Ray worries about his future; Ronnie flirts with an old flame at work; Ray finds a surprise in his home; Damon turns to Darby for comfort.

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