All-Time Best Madilyn Bailey Songs

Madilyn Bailey Wold (born September 2, 1992) was born in Boyceville, Wisconsin, United States. She is an American artist who has made a name for herself as a singer, songwriter, musician, and YouTube personality....Read More »

Madilyn Bailey Discography
DiscographyMadilyn BaileyAmerican Singer & Songwriter
Also known as
Madilyn, Madilyn Wold
197 views 10 tracks

Top Madilyn Bailey Songs

Best Madilyn Bailey Songs: Explore Drake’s all-time hit songs that defined his career.

Madilyn Bailey Bio & Journey

Madilyn Bailey Wold (born September 2, 1992) was born in Boyceville, Wisconsin, United States. She is an American artist who has made a name for herself as a singer, songwriter, musician, and YouTube personality. She is professionally known as Madilyn Bailey or Sinply Madilyn. Madilyn has been making music for over a decade and has garnered a massive following on social media.

One of the highlights of Madilyn's career so far has been her appearances on various TV shows in France where she performed cover singles and promoted her music. In 2018, she also appeared on the popular American TV show Today to promote her original single "Tetris". Madilyn's unique voice and style have earned her a devoted fan base across the globe, and as of December 2022, she has amassed around 9.5 million subscribers on YouTube.

Madilyn first made her mark in the music industry with the release of her debut original EP 'Bad Habit' in 2012. The EP showcased her songwriting skills and her impressive vocal range, earning her critical acclaim and a loyal fan base. She followed it up with her first studio album 'Muse Box' in 2015, which was released through PlayOn/Warner Music France. 'Muse Box' featured a collection of heartfelt tracks that showcased Madilyn's growth as an artist and songwriter.

Madilyn Bailey FAQs

What is Madilyn Bailey's real name and how old is she?

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Madilyn Bailey's full name is Madilyn Bailey Wold, and she was born on September 2, 1992, making her 32 years old as of 2025. She's from Boyceville, Wisconsin, and goes professionally by just Madilyn Bailey or sometimes just Madilyn.

How many YouTube subscribers does Madilyn Bailey have?

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As of 2024, Madilyn Bailey has about 9.6 million subscribers on YouTube! She became famous through her acoustic cover versions of popular songs, and her channel has generated hundreds of millions of views over the years. Her covers really took off and made her one of the most successful YouTube musicians.

What are Madilyn Bailey's most popular cover songs?

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Her biggest viral covers include 'Titanium' by David Guetta with over 120 million views, 'Rockabye' by Clean Bandit with 71 million views, and 'Shape of You' by Ed Sheeran with 52 million views. These covers really showcase her acoustic, stripped-down style that made her famous on YouTube.

Is Madilyn Bailey married and does she have kids?

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Yes! Madilyn Bailey has been married to James Benrud (who goes by Jimbo) since August 22, 2014. They welcomed their first child, a daughter, on November 15, 2023. She announced her pregnancy in June 2023, and it was a really exciting time for her fans who had been following her journey for years.

Was Madilyn Bailey on America's Got Talent?

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Yes, Madilyn Bailey appeared on America's Got Talent and actually impressed Simon Cowell with her performance! This was a big moment for her career beyond YouTube, showing that her talent could translate to traditional TV platforms. It helped introduce her to an even wider audience outside of her YouTube fanbase.

Does Madilyn Bailey make original music or just covers?

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She does both! While Madilyn became famous for her covers, she's also a talented songwriter who creates original music. She released her debut EP 'Bad Habit' in 2012, her first studio album 'Muse Box' in 2015, and more recently her album 'Hollywood Dead' in 2023. She's evolved from just doing covers to being a serious original artist.

What health challenges has Madilyn Bailey faced?

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Madilyn has been open about having dyslexia, and in 2021 she was diagnosed with stage 4 endometriosis, which is a serious and often painful condition. She's also talked about her IVF journey in connection with her song 'Dreams Die Hard.' She's been really brave about sharing these personal struggles with her fans.

What kind of music style does Madilyn Bailey have?

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Madilyn Bailey is known for her acoustic, stripped-down style with really beautiful vocals. Her covers typically feature just her voice and a guitar or piano, giving popular songs a more intimate, emotional feel. Her original music tends to be pop with acoustic elements, and she has a really distinctive, smooth vocal tone that fans love.