This week, I’m joined by Jamie DiTringo of The Sees, and together we’re building a high-energy playlist packed with our favorite Billboard Hot 100 Number 1 hit songs from the 1990s. From era-defining anthems to blink-and-you-missed-it one-week wonders, these are the chart-toppers that ruled radio, MTV, and car stereos throughout the decade — no deep cuts allowed, unless they actually hit #1.

Just like the popular Billboard Number 1 Hit Songs from the 1980s episode, this is a non-stop hit fest celebrating the songs that shaped pop culture and dominated the charts during the ‘90s. If it topped the Billboard Hot 100, it’s fair game.

We also take a deep dive into The Sees’ debut album, Conversations With My Future Self, breaking down the band’s alt-rock sound and creative approach.If you’re craving ‘90s nostalgia & 20chart-topping hits, this episode is a must-listen.

🎙️ Subscribe now on Apple Podcasts, Spotify, or your favorite podcast platform—and don’t forget to leave a 5-star review to help more music fans find the show! Then, scroll down to hear all of the songs discussed in this episode! 👇

Madonna – Vogue

Alannah Myles – Black Velvet

Bryan Adams – Everything I Do (I Do It For You)

EMF – Unbelievable

Boyz II Men – End Of The Road

Whitney Houston – I Will Always Love You

Janet Jackson – That’s The Way Love Goes

Meat Loaf – I Would Do Anything For Love (But I Won’t Do That)

Lisa Loeb & Nine Stories – Stay (I Missed You)

Ini Kamoze – Here Comes the Hotstepper

Montell Jordan – This Is How We Do It

Seal – Kiss From A Rose

Blackstreet (feat. Dr. Dre) – No Diggity

2 Pac (feat. K-Ci & JoJo, Dr. Dre and Roger Troutman) – California Love

Notorious BIG – Hypnotize

Hanson – MMM Bop

Will Smith – Gettin’ Jiggy With It

Lauryn Hill – Doo Wop (That Thing)

Santana (feat. Rob Thomas) – Smooth

Mariah Carey (feat. Jay-Z) – Heartbreaker