From the mid-1980s, the name of Bob Cupp has been associated with the design of numerous golf courses, several featuring in various Top 100 course rankings. His best known work includes, but is not limited to:

UNITED STATES:
Ansley GC, GA (1988, Settindown Creek course) / Augusta National, GA (1980, greenside renovation work) / Baltimore CC, MD (1990, redesign of West course, with Tom Kite) / Bobby Jones GC, GA (2018, redesigned from 18-holes to a reversible nine; finished by son Robert "Bobby" Jr) / Capital City, GA (2009, redesign with Billy Andrade & Danny Yates) / Colonial CC, TX (1982, modifications, with Jay Morrish) / Council Fire CC, TN (1992) / Druid Hills, GA (2003, redesign) / Emerald Bay, FL (1991, and 2014 redesign) / Frenchman's Creek, FL (1973, North & South courses with Gardner Dickinson) / Gatlinburg, TN (1993 & 2007, renovations) / Grand Geneva, WI (1996, redesigned Highlands course) / Greenbrier, WV (1999, redesign of Meadows courses, with Sam Snead) / Greystone G&CC, AL (1991, Founders course, with Hubert Green) / Grizzly Ranch, CA (2005) / Hawk's Landing, FL (1998, redesign) / Hawks Ridge, GA (1999) / Indianwood, MI (1988, renovation of Old course and design of New course, with Jerry Pate) / Jimmie Austin, OK (1996, redesign) / Kelly Plantation, FL (1998, with Fred Couples, Gene Bates & Michael Riley) / Langdon Farms, OR (1995, with John Fought) / Liberty National, NJ (2006, with Tom Kite) / Mallard Pointe, MS (1997) / Marietta CC, GA (1990) / Newcastle GC, WA (1999 & 2000, Coal Creek & China Creek courses, with Fred Couples) / Old Waverly, MS (1988, with Jerry Pate) / Palmetto Hall, SC (1993, Robert Cupp courses) / Peachtree, GA (2005, modifications) / Pumpkin Ridge, OR (1992, Ghost Creek & Witch Hollow courses) / Reserve Vineyards, OR (1998, North course) / Reynolds Lake Oconee, GA (1986, Landing course, originally called Port Armor GC; 1988, Preserve course, with Fuzzy Zoeller & Hubert Green) / Savannah Harbor, GA (1999, with Sam Snead) / Seaview Resort, NJ (1998 & 2006, renovation of Bay course) / Starr Pass, AZ (1993, original 18-holes, with Craig Stadler) / Rush Creek, MN (1996, with John Fought) / Sonnenalp, CO (1981, with Jay Morrish) / Spruce Peak, VT (2007, Mountain course, formerly called Stowe Mtn Club) / Sunriver Resort, OR (1995, Crosswater course) / Swan Point, MD (1988, redesign of existing nine and nine new holes) / Thousand Hills, MO (1995) / Vanderbilt Legends Club, TN (1992, North & South courses, with Tom Kite).

CANADA:
Beacon Hall, Ont (1988, with Tom McBroom) / Big Sky, BC (1993) / Deerhurst Resort, Ont (1990, Highlands course, with Tom McBroom) / Mad River, Ont (1991).

BEYOND NORTH AMERICA:
East Sussex National, Eng (1990, East & West courses) / Estancia de Cafayate, Arg (2009).

After graduating from the University of Miami, Bob Cupp commenced a short career as a golf professional. But it wasn't long before he turned to his true vocation as a golf course designer. In 1970 he joined the Nicklaus Design team, where he worked as a senior designer for more than 15 years. Jack Nicklaus credits Cupp as one of the cornerstones of his global design organisation.

Cupp formed his own design firm in 1984, parting company with Nicklaus Design in 1986, although he and Jack Nicklaus remained good friends. A member of the American Society of Golf Course Architects, Bob rose to the Executive Committee and became the Society's President in 2012-13.

His work over the years included a number of joint projects worked on with his son, Robert E. "Bobby" Cupp Jr, a golf course architect and course builder.