Vernon, NY, along with Denzel Washington, Rudy Hackett, The McCray Brothers, Floyd Patterson, Nina Simone, Art Carney, Al B.

He has also contributed as composer, co-producer and performer on Ragan Whiteside's Treblemaker, which charted over seven top-40 Billboard Contemporary Jazz radio singles.

Featured artists on his own solo recordings since 1988 include; Eric Essix, Kim Waters, Gerald Albright, Phil Perry, Fred Vigdor, Atlantic Starr original members Sharon Bryant and Porter Carroll, Jr., Noel Pointer, Lenny White, Larry Coryell, Dean James, Jeff Kashiwa, Chieli Minucci, Chuck Loeb, Edson Da Silva, Leo Gandelman, Lil' John Roberts (drummer), James Robinson, Rohn Lawrence, Darren Rahn, Russ Freeman (Rippingtons), Dennis Johnson, Barry Danielian, Poogie Bell, Euge Groove, CeCe Peniston, Najee, U-Nam, Steve Oliver, Toni Redd, Nils Jiptner, Marcus Anderson, Walter Beasley, Onaje Allan Gumbs, Fred Vigdor (AWB), Vivian Green, Brooke Alford, Torquato Mariano, Azymuth members Ivan Conte and Alex Malheiros, and Armando Marcel, as well as the aforementioned Sommerville, Robinson, Washington, Jr., Brown, Meadows, Whiteside, Downing, Browne, Thomas, and Jackson.

Bob has shared the stage with: Kirk Whalum, Dave Koz, Eric Marienthal, Gerald Veasley, Phil Perry, Ken Ford, Regina Carter, Alyson Williams, Buddy Williams, Marion Meadows, Chuck Loeb, Gerald Albright, Lalah Hathaway, Edson Silva, Maysa Leak, Nick Colionne, Warren Hill, Jonathan Butler, Rick Braun, Peter White, Paul Brown, Eric Darius and Adam Hawley, to name a few.

He is also a fan of his elder cousin, jazz pianist Larry Willis, who played with Blood, Sweat and Tears, Jerry Gonzalez and the Fort Apache Band.

In his opening speech at the first ceremony held in 1988, music producer Quincy Jones stated that it was encouraging that a large firm like Sony was providing Afro-American artists a chance to be introduced to the entire nation.

[4] At age 20, in 1980, he met his first cousin, Pianist Larry Willis, who played in the original version of the pop group Blood, Sweat and Tears.

Baldwin and Willis later played at the Savannah Jazz Festival in 2008, both opening for headliner pianist Bob James.

[5] To complete his degree, he attended several New York–based colleges, including Hunter, Concordia and Iona, transferring credits back to Geneva between 1980 and 1986.

In September 1981, Baldwin secured a radio internship at Inner City Broadcasting (WLIB/WBLS) in New York City, then owned by Tuskegee Airman Percy Sutton, where he studied news reporting under the tutelage of then–news director Pat Prescott, the late Carl Ferguson,[6] news director David Lampel, Larry Hardesty, and Mark Reilly.

In 1981–1983, he worked briefly at WINS, then owned by Westinghouse Broadcasting, where he pulled news wire for the staff writers.

Between 1998 and 2004, he wrote, sang and produced the CD101.9 jingle, up to when they changed their smooth jazz format to "New York Chill" in 2004.

In 2004, he was hired by Dr. Glenn Cherry, owner of Tama Broadcasting[7] as the music director at WJSJ in Jacksonville, Florida.

He co-created the NewUrbanJazz Lounge cellphone app for Apple and Google, which also houses some archived radio shows.

NewUrbanJazz is a fusion of contemporary Jazz, fused with urban and Brazilian flavors, and also spins music from independent artists.

Between March and September 1986, Baldwin, along with New York–based guitarist Al Orlo, created the Bob Baldwin/Al Orlo Project, and they performed on Sundays at a small rock and roll club located in New Rochelle, New York, called the Crazy Horse,[10] which was owned by now-actor Vinnie Pastore.

In 1986, Baldwin and Orlo opened up for trumpeter Tom Browne at The Bottom Line, based in New York City.

From that performance, Browne hired Baldwin to play in his band, and later collaborated with him on his disc No Longer I, a Gospel-Jazz recording in 1987.

Over the years, Baldwin collaborated with Danny Weiss and the Shanachie label in 1997 (Cool Breeze), 2001 (Bob Baldwin Presents the American Spirit), and in 2023, his keyboard project We 3 Keys alongside fellow keyboardists Gail Jhonson and Phil Davis was produced.

With the help of Weiss and Wilkes along with producer Larry Maxwell, along with the success of I've Got a Long Way to Go, Baldwin secured his first artist solo deal with Atlantic Jazz, then presided by Sylvia Rhone.

That deal was severed and settled out-of-court after Artist filed a lawsuit for not receiving contractually due royalties.

In 2015, his label has signed with Red River Entertainment, where they distribute the following physical discs of the Baldwin catalog ("MelloWonder - Songs in the Key of Stevie", "The Brazilian-American Soundtrack", "The Gift of Christmas", "Never Can Say Goodbye (A Tribute to Michael Jackson)" - Remixed and ReMastered.

In 2018, Baldwin was able to purchase the rights back from his Shanachie recordings "Cool Breeze", and "The American Spirit", which were originally released in 1997 and 2002, respectively.