The GloucesterCast Will Be Streaming Live Tonight From Machaca “The $2500 Singer Songwriter Challenge” At 6:30PM Wednesday 2/22/23 Link to join here-

The GloucesterCast Will Be Streaming Live Tonight From Machaca For The $2500 Singer Songwriter Challenge 6:30PM Wednesday 2/22/23

Link to join here-

If you subscribe to the GloucesterCast Podcast it will be emailed to you so if you miss it you can still access it through the free email! Link to subscribe here

Gloucester 400+ and Happy Valley present the $2,500 Singer-Songwriter Challenge: an 8-week, performance event open to all musicians. This weekly event will select a finalist at the end of each night for 7 weeks. On the 8th week, all of the weekly finalists come together and perform for a piece of $2,500 in cash and prizes, including $1,000 for the best Cape Ann singer-songwriter, $1,000 for the best non-Cape Ann resident singer-songwriter, and a 1-day recording package at Bang a Song Studios in Gloucester, MA.

This series starts on Wednesday, February 15th, and will take place each Wednesday for 8 weeks. Performances begin at 7pm, and the evening will end between 9:30 and 10pm.

Performers may request a performance slot by emailing your name, phone number, a couple of musical clips, and whether you are a solo artist, duo, trio, etc. to

How it works:
This weekly event, hosted by Chris Langathianos, will showcase musicians – solo performers, duos, trios & bands (no drums as setups must take less than 5 minutes) – allowing them to perform up to 3 songs. Performers will play before a panel of judges. The judges panels will change from week to week and will be made up of local musicians, business owners, etc. After each performance, judges will provide their live feedback to the performer and audience. A confidential score card will be kept, rating songwriting, vocals and instrumentation, and a weekly winner will be announced at the end of the evening.

After the 7 weeks of preliminaries, all 7 finalists and 1 wild card will return for week 8 to perform 3 songs – at least 1 MUST BE AN ORIGINAL – before a panel of celebrity judges. Winners will be selected and will go home with a piece of the $2,500 in cash and prizes.

Other details:
1. Performers may participate on a weekly basis but may only win one week.
2. In the event of high demand for performance spots, the event host reserves the right to move previous performers further down the list.
3. All audio equipment is provided – PA, microphones, stands, and monitors.

Sign Ups:
Performers may request a performance slot by emailing Chris Langathianos at or through this Facebook page.

If you have any questions, they may be directed to Chris at 

Machaca Is Located at 14 Rogers Street Gloucester

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