He dropped a diss track on Thanksgiving calling out some Boston's best: Jo Saza, Novian Wright, Clark D, Nay Speaks and SeeFour... and he's got responses LOADED for anyone who fires back!

DayDaDon, an 18-year-old rapper from Roxbury, pulls up to talk about his new album "Letting Go of Yesterday," the Damon Dynamo character, and we discussed what it really takes to break out of Boston's music scene. We get into why proximity and co-signs might just matter more than talent, whether Boston's music community is genuinely supportive or performative, and what separates "fire" music from "replayable" music. Tap into the conversation!

Time Stamps:

0:00 - Pre-show: Tipping Culture & Barbershop Experiences

7:22 - Intro & Guest DayDaDon

9:14 - Thanksgiving & Cultural Food Rankings

19:40 - "Letting Go of Yesterday" & Damon Dynamo

27:20 - Honest Feedback vs Empty Compliments

32:15 - What's the Blueprint to Breaking Out of Boston?

46:30 - DayDaDon's Mindset & Game Plan

56:59 - DayDaDon on His Diss Track Calling Out Boston's Best

1:04:17 - Remix Culture & Artist Gatekeeping

1:10:04 - Who Should Boston's Music Scene Rally Behind?

1:25:48 - Should Berto Spend $1,000 on Lakers Tickets?

1:37:44 - Outro & Final Words from DayDaDon

Stream DayDaDon's "Letting Go of Yesterday" and follow him everywhere.

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