Mason Wright's Last Night in Town (a series of avoidable events, in two acts) by Josh Drimmer

Fresh from five years...away...over a little bit of ATM robbery, Mason Wright has reasonable goals (or so he believes): make a mint playing poker, and get his estranged wife Maya back. But is he as good a card player as he thinks? Was Maya trying to tell him something by never visiting or writing? Will his charm run out before his old friends remember the way things usually go with Mason?

There...
Fresh from five years...away...over a little bit of ATM robbery, Mason Wright has reasonable goals (or so he believes): make a mint playing poker, and get his estranged wife Maya back. But is he as good a card player as he thinks? Was Maya trying to tell him something by never visiting or writing? Will his charm run out before his old friends remember the way things usually go with Mason?

There will be damages from Mason's many avoidable mistakes; his daughter, Lex, already has her scars. But whether Mason's going down this time all depends on when he gets out of town.
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Mason Wright's Last Night in Town (a series of avoidable events, in two acts)

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Doubling below is recommended (4M, 2W); more cast can be brought in, but there's benefits to this particular bit of overlapping. Selina can be played by whichever member of the cast has the best meow.

Mason Wright, 47, a large man and a large presence, fun to be around, trouble to stay around, Michigan accent but plays with a lot of voices and ways of being

Maya Milano, 44, Mason’s estranged wife, has a wounded left arm from a car crash

Jevaughn Clarke, 56, bartender at The Northerly, Jamaican accent thicker when angry
---Brandon, 40s, played poker with Mason before Mason went away, laid-back

Stephen Williams, 38, an old poker friend of Mason’s, struggling with life direction
---The Dealer, 30s, poker dealer in a nice-ish underground club
---Voice of a Male TV Cop

Valentina Lyashenko, 17, bright, rents a room in Stephen’s place
---Lex (Alexandra) Milano, 23, Maya’s daughter, a little bit crunchy, a little bit angry
---Lily, 20s, a poker player, deadly calm
---Voice of a Female TV Cop

Benny (Benicio) Bahamonde, 33, Maya’s boyfriend, Argentine-American, nice guy
---James “The Owl” Jacobson, late 50s, physical manifestation of a poker book
---Pablo, 30s, poker player, self-serious
---Mac, 60s, homeless, strange enough to seem wise

Selina, 18, Stephen’s cat, old, tired, needy (voice-only)