To get small business owners to listen to a branded company podcast, you have to really answer the tough questions that keep them up at night, like MassMutual is doing:

The Real Business Podcast

Hosted by Brian Trzcinski, it brings on guests with different areas of expertise to small businesses. I like that it goes directly after sensitive topics, like when to sell your company and dealing with family dynamics. They hit a nice balance of detailed advice while also energy and passion for small business entrepreneurs.