Entercom's merger with CBS Radio will position it as the second largest operator in the radio industry, enhancing its EBITDA from $100 million to $500 million while taking on $2 billion in debt. The company is expected to see significant growth in earnings per share and market presence following the merger, as well as a shift in control towards the market rather than the Field family. Despite skepticism around terrestrial radio, the sector is showing signs of revenue growth, with Entercom's strong management poised to capitalize on industry consolidation opportunities.