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August 22, 2025 74 mins

Welcome to Episode 93 featuring Y'allternative singer & Backwoods dreamer, Jess Woodland on Friday, August 22nd!You DON'T want to miss this never before seen, in-depth look into the life of Jess Woodland!We chatted with Jess Woodland about growing up in a small town near Nashville, how her geography and her dad influenced her, how her looks & sound didn't match, leading her to give up music, finding new purpose and then losing that purpose, a 7 year hiatus from music, chronic illness, mental health, her social media strategy & TONS more!There will also be two live performances as part of this awesome episode!Tune in for this episode on Friday, August 22nd at 6pm on YouTube, Spotify or your favorite podcasting platform for the entire episode!Make sure to follow along with Jess Woodland at https://www.instagram.com/justjesswoodlandCheck out all episodes of "The Boston Chris Podcast" here: https://www.youtube.com/playlist?list=PLRVUGoqJJ6AdL2KbXbyB59e-_AOktJbahChapters:01:44: Theme Song02:26: Intro03:14: Jess Talks about her song “All Good Things”05:23: “All Good Things” Live!09:05: Jess’ favorite drinks11:45: Growing up in a Small Town near Nashville, TN12:29: Being disconnected with music early on16:29: Being Influenced by her geography18:13: Music as a youngster20:11: Her 7 year Hiatus and why she came back to music24:41: How did she satisfy her creativity while avoiding music26:30: The darkest time of her life30:18: Convincing herself she deserves good things34:03: Keeping really tough songs to herself35:08: Defining her own success39:55: Jess in the Studio41:33: Hating her own voice/Imposter’s Syndrome42:11: Rebranding from Jess T to Jess Woodland43:24: Starting to perform live shows & Performance Anxiety46:22: Her social media strategy or lack thereof50:39: Jess talks about her song “Enough For Me”53:48: “Enough For Me” Live!58:02: Something her fans may not know!59:09: Mt. Rushmore of Favorite Artists1:00:18: What the Heck?!1:03:08: Who is the ONE ARTIST she wishes everyone knew about?1:04:27: Where would Jess like to be a Fly on the Wall1:05:37: The biggest lesson she has learned from music1:06:42: Her Moment of Gravity1:11:32: The 3 things she is most grateful for1:12:21: Who is Jess Woodland?Support The Boston Chris Show💵Become a Member: https://www.youtube.com/channel/UCao6fJOfevnE7dkMYz3vnQQ/join👕Merchandise Store: https://boston-chris-gaming.creator-s...🎧Purchase Hyper X Products: https://hx.hyperx.gg/BG5FiQXA💵Donate to Paypal: https://www.paypal.me/etxrocksFollow The Boston Chris Show► Twitter https://twitter.com/BostonChrisTTV► Instagram https://www.instagram.com/bostonchristtv/► TikTok https://www.tiktok.com/@itsbostonchris► Facebook: https://www.facebook.com/TheBostonChrisShow► Discord https://discord.gg/TkyV9Q2P► Twitch: https://www.twitch.tv/thebostonchrisshow► Other Stuff: https://linktr.ee/bostonchrisCheck out the Podcasts:► Tunesday Tuesday YouTube: https://www.youtube.com/playlist?list=PLRVUGoqJJ6Ad578OEwM_QUPoU8gJed--P► Tunesday Tuesday Spotify: https://open.spotify.com/show/0wsvT6ktWUZJI5b7Z0hErW?si=11530c8cbbf544d9► The Boston Chris Podcast YouTube: https://www.youtube.com/playlist?list=PLRVUGoqJJ6AdL2KbXbyB59e-_AOktJbah► The Boston Chris Podcast Spotify: https://open.spotify.com/show/5UeR5tgIGsltEMUh0a22h8?si=b10432ece9ec4db0

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