This week, we get real about the benefits and tradeoffs of making the transition from a traditional full-time role in tech to taking a portfolio approach to your career. And it’s not just about income—you’ll have to rethink identity, purpose, time management, and more. Should you do it, and when? On a lighter note: we thank Bill Ackman for single handedly reviving the institutions of dating and marriage with four little words: “May I meet you?”

Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC.