Weiss began his career in 1976 as an assistant professor at Columbia University, as well as a Research Economist in the Mathematics Center at Bell Laboratories.

"[6] As of January 2021, Weiss was ranked in the top one percent of published economists by the number of citations to his papers.

[13] During a CNBC program, Michael Metz, the Chief Investment Strategist for Oppenheimer Holdings, proclaimed Weiss to be "one of the most brilliant money managers that I know."

"[13] Robert Solow, a Nobel Prize Laureate in Economics and an Institute Professor at MIT, said at a press conference on March 15, 2005 "[Weiss] is a significant person among US economists.

He is also a co-founder of CRI Foundation, Inc.(f/k/a Child Relief International) and a former board member of the American Jewish World Service.