Bookings now open!

Mr Baileys Minder by Deborah Oswald

Leo Bailey at his easel

Directed by Kaye Lopez
By special arrangement with The Cameron Creswell Agency Pty Ltd

Mr Bailey’s Minder is the fictional story of Leo Bailey, one of Australia’s greatest living artists who battles to survive the effects of alcohol, cynicism and self-loathing. His resentful daughter Margo, one of his many children, is prepared to help, but she does so at arm’s length. Leo has been through a succession of minders who could not stand Leo’s vicious tongue and wild antics. But along comes Therese, down to her last job and determined to make a go of it. A funny and deeply moving play about friendship, ego, art and the secret longing for a better life.

Performances at 5pm
Saturday April 7 and 21
Sunday April 8, 15 and 22

Performances at 8pm
Wednesday April 11 and 25
Friday April 6, 13, 20 and 27
Saturday April 14 and 28

Leo Bailey: Chris Clark
Margo Bailey: Paula Searle
Therese: Alex King
Karl/Gavin: Ben Brighton


The Theatre on Chester has a number of ways for you to secure your tickets to the next production.

For all online bookings, please go to our online Box Office. You will be taken through the booking process step by step, then transferred to a secure Pay Pal site for payment. You will also be able to select your own seating!!!!

  • By phone – call 02 9877 0081 (payments by credit card or cheque)

For all phone bookings, please leave a clear message on our answering service and someone from the Box Office team will get back to you as soon as possible.

Ticket Prices

Tickets for all The Theatre on Chester shows are:

$30 – Adult
$27 – Concession
$25 – For groups 20 and over.

If you have any questions about bookings please email the Box Office –

Set Building

Each Saturday morning for a number of  weeks prior to a production a group of Chestie members come together to create the amazing sets that you see during our shows. If you are handy with a hammer or would like to learn to be join us 9am-1:30pm at Theatre on Chester and help us create magic.

Designs of the cliff side art studio home of Leo Bailey for our current production are underway. We begin building on the 20th of January and will continue each week until March 31st. Please come and join us!

Interested in more info?


Contact Us

Contact details for The Theatre on Chester are:

  • By mail

PO Box 335
Epping NSW 1710

  • By phone – 02 9877 0081

Please leave a message on our answering machine and someone will get to back to you as soon as possible.

  •  Or please use the form below