Complex sentence: He attended The Dunn School, a co-ed boarding school in Los Olivos, California and began his entrepreneurial career there, giving haircuts, selling vintage clothing and fixing two broken Coca Cola machines on campus and keeping them stocked.
Split into simpler sentences: He attended The Dunn School, a co-ed boarding school in Los Olivos, California. His entrepreneurial streak began there, where he gave haircuts, sold vintage clothing and fixed the broken Coca Cola machines on campus and kept them stocked.