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Jackson Taylor

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Country Music Singer-songwriter

Jackson Taylor covers early to mid 2000's country music along with many originals. With a unique acoustic driven country sound, his sound is inspired by country artists Jason Aldean, Riley Green, & Canaan Smith. Releases like his single “Painting Pictures.” (2022) tells a Romantic love story of him and his wife’s journey along with his Nashville Produced “If I Knew (What I Know Now)” (April 2024) telling stories of some of those harder times, and trials a relationship can bring.  “Out Here” (2023) & “Stay The Same” (2024)is a true description of what Jackson is all about, growing up in rural northern Wisconsin. Much of Jackson’s writing is influenced by his life, his passions, his wife, and family. “Back Pew Praying” (May 2024) also touches on some trials and addictions one might have with their faith & battling with any type of addiction, or struggle along the path.  Jackson’s Live Acoustic Show covers the Midwest in mainly Wisconsin with over 100 different venues and close to 160 shows in 2024. Jackson has also performed in Midwest surrounding states Minnesota, Michigan, Iowa, Indiana, & Ohio, on occasional out of state tours. Opened for Chris Kroeze, Danny Gokey, and performed at the Wild West Songwriters festival in 2024 & 2025. 

If I Knew (What I Know Now) by Jackson Taylor

If I Knew (What I Know Now)

Jackson Taylor

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If I Knew (What I Know Now)
by Jackson Taylor

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Nashville Recorded and Produced by Keegan Ferrell from the voice. This song idea was in my notes for a long time until one day, my wife and I got into an argument. The next morning I sat down and wrote "If I Knew (What I Read more

Nashville Recorded and Produced by Keegan Ferrell from the voice. This song idea was in my notes for a long time until one day, my wife and I got into an argument. The next morning I sat down and wrote "If I Knew (What I Know Now)." The song describes an emotion of doing things you might not be proud of in your relationship, and if you could go back and do things different, knowing what you know now. I believe this song tells a story that hasn't quite been told in this perspective which makes it unique.

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    If I Knew (What I Know Now) 3:26
    If I Knew (What I Know Now)
    by Jackson Taylor

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Booking Requests

Upcoming Shows

Nov6

Thirsty Arrow

Friday, November 6 @ 8:00PMFri, Nov 6 @ 8:00PM

Thirsty Arrow Bar & Grill , Plover, WI

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Thirsty Arrow @ Thirsty Arrow Bar & Grill on Nov 6, 8:00PM

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Nov7

Players Pub

Saturday, November 7 @ 5:00PMSat, Nov 7 @ 5:00PM

Players Pub , Kaukauna, WI

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Players Pub @ Players Pub on Nov 7, 5:00PM

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Nov13

HD Tavern

Friday, November 13 @ 8:00PMFri, Nov 13 @ 8:00PM

HD Tavern , Holmen, WI

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HD Tavern @ HD Tavern on Nov 13, 8:00PM

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Nov14

Creekside Winery

Saturday, November 14 @ 1:00PMSat, Nov 14 @ 1:00PM

Creekside Winery , Black River Falls, WI

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Creekside Winery @ Creekside Winery on Nov 14, 1:00PM

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Nov14

Smokey's Bar

Saturday, November 14 @ 8:00PMSat, Nov 14 @ 8:00PM

Smokey's Bar, Holmen, WI

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Smokey's Bar @ Smokey's Bar on Nov 14, 8:00PM

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Nov6

Thirsty Arrow

Friday, November 6 @ 8:00PMFri, Nov 6 @ 8:00PM

Thirsty Arrow Bar & Grill , Plover, WI

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Thirsty Arrow @ Thirsty Arrow Bar & Grill on Nov 6, 8:00PM

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Nov7

Players Pub

Saturday, November 7 @ 5:00PMSat, Nov 7 @ 5:00PM

Players Pub , Kaukauna, WI

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Players Pub @ Players Pub on Nov 7, 5:00PM

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Nov13

HD Tavern

Friday, November 13 @ 8:00PMFri, Nov 13 @ 8:00PM

HD Tavern , Holmen, WI

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HD Tavern @ HD Tavern on Nov 13, 8:00PM

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Nov14

Creekside Winery

Saturday, November 14 @ 1:00PMSat, Nov 14 @ 1:00PM

Creekside Winery , Black River Falls, WI

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Creekside Winery @ Creekside Winery on Nov 14, 1:00PM

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Nov14

Smokey's Bar

Saturday, November 14 @ 8:00PMSat, Nov 14 @ 8:00PM

Smokey's Bar, Holmen, WI

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Smokey's Bar @ Smokey's Bar on Nov 14, 8:00PM

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Photos by Marie Walkowski

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Photos by Marie Walkowski

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