I didn't watch the videos so don't know whether he asked any questions, but below is his pre-politics career from wikipidia:
After graduating from NUS in 2001, Lee served as a Justices'
Law Clerk at the
Supreme Court before he became a
Deputy Public Prosecutor in the Criminal Justice Division of the
Attorney-General's Chambers.
From 2005 to 2009, Lee served as Deputy Director of the Legal Branch of the
Ministry of Health. Later, he transferred to the
Ministry of Law, where he served as Deputy Director of the Legal Policy Division until 2011.
In March 2011, Lee joined
Temasek Holdings as an Associate Director in the Legal and Regulations Department.
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