From May, 2005 until August, 2013, Oliver was a regular performer on the Skunk Train, a heritage railway which runs daily from Fort Bragg and Willits, California, and at events such as the Palo Alto Art Walk and Project Read for the San Francisco Public Library.

At age 14, Oliver began playing as a professional musician and in 1969 moved to the San Francisco Bay Area, where he performed at local jazz and rock music night clubs such as The Melting Pot, La Bohème, The Vintner, Family Farmacy, and the Seventh Seal Coffee-House by the early-1970s.

Around this time, he began producing a variety show, The Showcase, which included musicians, singers, comics, clowns, fire eaters, poetry readers and other entertainers.

The character would become a familiar sight at countless parades, music and art festivals, county fairs, farmers markets and other outdoor events throughout the West Coast of the United States and in Canada for the next 20 years.

Oliver held a number of entertainment and music-related occupations throughout his life including as a disk jockey, carnival barker, broadcast journalist, answering service operator, voice artist, and ring announcer.

After being laid off from IKON Office Solutions' Print on Demand Division in 2005, Oliver left the corporate world to become a full-time musician and writer.

In his familiar "Walkin' Blues Man" act, he has appeared at such civic events such as the Palo Alto Art Walk and Project Read for the San Francisco Public Library.

He has been a regular performer on the Skunk Train, a heritage railway running between Fort Bragg and Willits, California,[11] and was on hand with Greg Schindel, The Trainsinger and The Black Bart Gunfighters to celebrate its 120th anniversary.

[12] Oliver also formed a partnership with Mendocino Coast music legend, Butch Kwan, releasing the Skunk Train Blues album, and performed together for over two years appearing at the 2004 and 2006 Caspar World Folk Festival, "Art in the Gardens" at the North Coast Botanical Gardens, and headlined the 12th annual "Local Licks Live" concert sponsored by KOZT 95.3 FM.

The Uncle Earl site is a free repository of streaming classic television programs and movies, organized in an easily navigated library format.