Is Homelessness Easier To Solve Than We Think? (Guest: Libby Schaaf, Mayor of Oakland)

The podcast is growing. So we decided to take it to the next level by hosting our first ever live event - in San Francisco - where we hosted Oakland's charismatic mayor Libby Schaaf. We were nervous that we'd screw up somehow and forget to hit the 'record' button, but thankfully the conversation is intact. Mayor Schaaf is a great, great interview - for longtime listeners - or first-time listeners - this episode is a great place to start on our podcast. We cover a lot of ground - including homelessness, the 2020 Presidential Race, Sports, and more.

We spoke to Mayor Schaaf about her view of the 2020 race, and which candidate she's supporting. We speculate on which tech CEOs may be considering a 2020 run, and spend some time talking about both sides of Prop C (Mayor Schaaf weighs in on the Jack vs. Benioff debate). We talk extensively about the growing homeless problem in San Francisco, and what Oakland is doing to address the issue.

We talk to Mayor Schaaf about the recent Oakland Teachers' strike and the numerous strikes that occurred around the country. What does the future hold in terms of country-wide strikes? How can the issue of underpaid teachers be solved? We ask the Mayor about this and more.

Of course, we talk sports - the Warriors, the Raiders (cough) and the A's. What does the future of professional sports look like in Oakland, and what's the Mayor's view of each team? We get very candid takes from the Mayor on each of the teams.

We try to convince Mayor Schaaf to share her favorite two Oakland restaurants, and we find some compromise. The event was hosted at The Battery in San Francisco.

Special thanks to El Sur Restaurant, Erica Terry Derryck, Carissa Torres-Cruz, Tyler Hafer, Max Savage, Marianne Despres, Colleen Curlin, Stacy Horne, The Battery and others for supporting this episode.