In 1997 Wolfenberger's band the Marshwiggles released their first and only album Stone Soup on the local Cincinnati label Blue Jordan Records.

Wolfenberger then formed the band Thom Scarecrow with acoustic guitarist Jason Dennie and fellow Marshwiggles, Tony Moore and Joshua Seurkamp.

In 1999 Wolfenberger's first solo album, Tales From Thom Scarecrow was released and won him Artist of the Year in his hometown at the Cincinnati Entertainment Awards as well as notoriety abroad from such notable media as the Corriere della Sera in Milan, Italy which stated that "Wolfenberger puts forth folk with dark nuances, the grand introspective songs are illuminated with emotions in this exhibition of his life.

"[1] In 2000 he joined iconoclastic songwriters Mark Olson and Victoria Williams as a touring and recording member of the Original Harmony Ridge Creekdippers.

The Detroit Metro Times stated that "Wolfenberger ambles between homespun Appalachian traditions and classic pop and country forms with an unwavering dedication to simple, gorgeous melodies that are alternately uplifting and devastating.

12 on the independent Euro Americana Chart[6] In July 2008 Wolfenberger recorded and made available another folk gospel project under the pseudonym Sunrise for Someone entitled Summer Lake Champion.