Notable wins included a victory at Scribble Jam (1999) and the televised Blaze Battle sponsored by HBO (2000), which was hosted by KRS-One.

[5] Following the win, he won an impressive portion of money, but was also offered a higher cut if he signed a record contract with hip hop mogul P. Diddy, to which he declined, instead helping build Rhymesayers Entertainment from the ground up.

In July 2009, Eyedea & Abilities released their third and final studio album called By the Throat, which was followed by highly acclaimed positive ratings.

In addition to touring independently and with Rhymesayers labelmates and members of Face Candy, Eyedea & Abilities participated in the Def Jux-sponsored "Who Killed the Robots?"

He was signed to Rhymesayers Entertainment and collaborated with Slug of the underground hip hop group Atmosphere as well as Sage Francis, Aesop Rock, and Blueprint.

[9] After Eyedea released This Is Where We Were, recorded with his live freestyle rap/jazz group Face Candy, he created Carbon Carousel, an alternative rock band.

In December 2007, Eyedea & Abilities embarked upon their Appetite for Distraction Tour with Crushkill labelmate Kristoff Krane and Minnesotan duo Sector7G.

[10] The summer of 2009 saw Eyedea & Abilities joining the touring hip hop festival Rock the Bells for a limited number of dates, performing alongside such acts as Sage Francis, Evidence, M.O.P.

This album was recorded in two days at the Winterland studios and one night in front of an audience at St. Paul's Black Dog Cafe.

[20][21][22][23][24] Eyedea & Abilities has been honored with a star on the outside mural of the Minneapolis nightclub First Avenue,[25] recognizing performers that have played sold-out shows or have otherwise demonstrated a major contribution to the culture at the iconic venue.

[29] Fellow hip-hop artist and friend Murs paid homage to Eyedea on his track "I Miss Mikey" on his album Have a Nice Life.

[30][31] In 2013, The Uncluded, a collaboration between folk punk singer Kimya Dawson and hip hop artist Aesop Rock paid tribute to Eyedea in the song "Bats" from their album Hokey Fright.