The Toronto Raptors are underdogs in their first round series against the Cleveland Cavaliers, but that doesn't mean we can't put an optimistic spin on the matchup. In Episode 2086, Sean Woodley is joined by stand-up comic and die-hard Raptors fan Andrew Ivimey to outline the Optimist's Guide to the Raptors first round playoff series. Off the top, they chat about the areas of the Raptors-Cavs matchup they're zeroed in on to give them some hope for a Raptors upset. Is Darko Rajakovic a master playoff tactician who's yet to be unleashed? Is the Cavs' porous defense cause for genuine hope? And can Scottie Barnes continue his history of outplaying Evan Mobley in head-to-head matchups? Next, Sean and Andrew prepare themselves for the Raptors' potential first round exit with some pre-fab cope responses that you're all free to use in the event of a loss. Lastly, they chat about their playoff basketball watching rituals, most upsetting playoff games they've attended as fans and more.

Check out Andrew's new comedy special Let's Go on YouTube for free! https://www.youtube.com/watch?v=rZSd9NW1tBQ

Discord: https://discord.gg/m7d3f2Sb

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TurboTax This year you’re getting a major upgrade — Intuit TurboTax now has in-person locations nationwide. Visit http://TurboTax.com/local to book your appointment today.

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This year you’re getting a major upgrade — Intuit TurboTax now has in-person locations nationwide. Visit http://TurboTax.com/local to book your appointment today.