While in college Whitmore worked for the Nassau Symphony Orchestra on Long Island, New York, computerizing their systems and renovating their operations.

Beginning with just two clients, Korg USA and Academic Superstore,[1] Mad Sun's client list would later include 65amps, Acoustic Amplification, Agile Partners, Colby Amplifiers, Dean Markley USA, EarthSync, Gear Collector, Jammit, KVRaudio, Muse Research, MusicFirst, NewBay Media, Notion Music, Peavey Electronics, SIR Entertainment Services, SIR Stage37, SoundTree, Sterling Audio, and the film 'Take Me To The River.

She hosted a series of events and panels at the NAMM Summer Session in Nashville in July 2014 as the editor and sponsor of the Acoustic Nation Stage.

Whitmore organized the first annual Women’s Music Summit which took place in Upstate New York at Full Moon Resort on August 27–31, 2012.

The event featured Meshell Ndegeocello, Melissa Auf der Maur, Malina Moye and Marnie Stern as guest speakers and performers and provided workshops for female musicians.

The goal of the organization is to provide support, information, and a sense of community for women in all walks of the industry, including performers, business insiders, educators and students.

[5] Beginning in 2013, the WiMN has hosted the She Rocks Awards to recognize women in the music industry, from major musicians to behind-the-scenes professionals.

While residing in Lafayette, California, Whitmore was also co-host of a monthly open mic series as part of the West Coast Songwriters Association.

[9] In November 2014, Whitmore came on board as the education director for Take Me to the River, a documentary film which celebrates the intergenerational and interracial musical influence of Memphis in the face of pervasive discrimination and segregation.

In 2016 they began to independently produce the series from New York City venues like The Cutting Room and Sony Hall with media partners like Guitar World and Parade, producing interviews with iconic musicians including Ringo Starr, Jon Anderson, Shinedown, John Oates, Nile Rodgers, Joe Satriani, Warren Haynes, The Zombies, Colbie Cailat, Amy Lee, and Ace Frehley.