
1999
• September - Rick Bassman gets Looney started in UPW.
• November - First dark match with the WWF at the Anaheim Pond.

2000
• April - Looney cuts a promo backstage with Val Venis and Stevie Richards.
• July - UPW's Documentary comes out on the Discovery Channel.
• December 20th - UPW Proving Ground - Frankie The Future w/ Looney Lane defeats Mike Modest.

2001
• February 21st - UPW The Warzone - Frankie 'The Future' Kazarian w/ Looney Lane defeats Steven Richards w/ Ivory.
• March 14th - UPW When Worlds Collide - Looney helps The New Evolution win a Tag Team Tournament.
• May 30th - UPW Power Play - Looney joins The New Evolution at ringside for a successful win against the Ballard Brothers w/ Cheerleader Melissa giving them the Tag Team Championships.
• June 26th - UPW Control - Gorgeous and Young (G.A.Y.) defeat Looney Lane and Cheerleader Melissa.
• August 22nd - UPW Unfinished Business - Cheerleader Melissa defeats Looney Lane in a Women's Grudge Match. Later that night Looney joined The New Evolution who faced Danny Doring and Roadkill in a UPW vs. ECW Match which resulted in No Contest.
• September 25th - UPW Rough Cut - Shannon Ballard and Cheerleader Melissa defeat Frankie 'The Future' Kazarian and Looney Lane.
• October 17th - UPW LIVE! - The Ballard Brothers and Cheerleader Melissa defeat The New Evolution and Looney Lane.
• November 27th - UPW Home of the Brave - The New Evolution w/ Looney Lane defeat The Urban Outlaws with Savvy in a Tag Team Championship Match.
• December 19th - UPW Seasons Beatings - The New Evolution w/ Looney Lane defeat Gorgeous and Young (G.A.Y.) in a Tag Team Championship Match.

2002
• March 13th - UPW Locked & Loaded - Looney cuts a promo. 'Fallen Angel' Christopher Daniels defeats Samoa Joe and Frankie Kazarian w/ Looney Lane for the UPW Heavyweight Championship.
• May 8th - UPW Gold Rush - Ballard Brothers defeat The New Evolution w/ Looney Lane. Frankie and Looney give best wishes to Nova and his journey to the WWE.
• May 11th - UPW Devestation at the Reservation - Looney cuts a promo and Savvy and Mike Knox crash the party.
• August 15th - UPW Shockwave - The Ballard Brothers w/ Looney Lane defeat The Urban Outlaws w/ Savvy for the Tag Team Championships.
• November 6th - UPW Home of the Brave II - Savvy defeated Looney Lane, Rio Storm, Anni King, Terri Gold, Erica Porter and Melissa Coates in a Women's Battle Royal Number One Contenders Match.

2003
• January 8th - UPW Seasons Beatings II 4th Anniversary Show - Erica Porter defeats Looney Lane, Lexi Fife, Rio Storm, Anni King, Erika Porter, Melissa Coates, Maxi Minx, Carnage, Desire and Victoria in a UPW Vixxens Rumble Number One Contenders Match.
• April 25th - UPW Entertainment Overload - Looney came out to help Savvy in her UPW Women's Championship Match against champ Erica Porter.

2004
• February 20th - UPW Overload 5th Anniversary Show - Looney thanks the fans for all their support before later coming out to the ring during the TLC Match between The Ballard Brothers and Hardkore Inc. for the Tag Team Championships, giving a little help to the victorious Ballads.
• October 30th - Ultimate Pro Wrestling, Erica Porter defeats Looney Lane to retain the Woman's title.