Howard āTruBossā Brown on BUSSIT DOWN EATERY, Detroit & āMary Sheffinsā | The Cobain Report S7 Ep 8
1h 8m | Aug 13, 2026The Cobain Report Season 7 Episode 8 sits down with Detroit entrepreneur, comedian, entertainer and community advocate Howard āTruBossā Brown for a conversation that goes far beyond comedy.
TruBoss breaks down his journey from growing up in Detroit and building his name through comedy and social media to becoming a serious entrepreneur and business owner. We talk about Bussit Down Eatery, building a restaurant brand, expanding into Texas, entrepreneurship, ownership, community involvement, working with Detroit youth and his vision for building something bigger than himself.
But of course, this is The Cobain Report, so we also get into some of the hilarious moments and stories that made TruBoss who he is, including his unforgettable stories involving Detroit Mayor āMary Sheffins,ā as TruBoss calls her, Police Chief āBetter Made,ā and the wild story about his mother discovering a rose-shaped adult novelty item and unexpectedly finding humor in the situation while living with dementia.
š„ TOPICS COVERED
⢠Howard āTruBossā Brownās Detroit upbringing
⢠From Robert Brown to TruBoss
⢠Detroit comedy and social media
⢠Building a personal brand
⢠Turning attention into entrepreneurship
⢠The importance of business ownership
⢠Bussit Down Eatery
⢠Building and expanding a restaurant business
⢠Bussit Downās expansion into Texas
⢠Lessons from being a restaurant owner
⢠Detroit entrepreneurship
⢠TruBossā vision for Detroit
⢠Detroit politics and his mayoral campaign
⢠āMary Sheffinsā and Detroit politics
⢠āBetter Madeā and Detroit Police Chief jokes
⢠TruBossā funniest stories
⢠The unforgettable rose toy story involving his mother
ā±ļø TIMESTAMPS
00:00 Intro
00:00 Growing Up in Detroit
00:00 Becoming TruBoss
00:00 Breaking Into Comedy
00:00 Detroit Culture & Social Media
00:00 Building the TruBoss Brand
00:00 From Entertainment to Entrepreneurship
00:00 The Business Mindset
00:00 Bussit Down Eatery
00:00 Building a Restaurant Brand
00:00 Expanding Bussit Down Into Texas
00:00 Detroit Business & Entrepreneurship
00:00 Community & Detroit Youth
00:00 TruBoss and Detroit Politics
00:00 āMary Sheffinsā
00:00 āBetter Madeā
00:00 The Rose Toy Story
00:00 Family & Finding Humor in Life
00:00 What's Next for TruBoss
00:00 Rapid Fire
00:00 Final Question
š„ PERFECT FOR FANS OF
Detroit entrepreneurship
Detroit business
Detroit comedy
Detroit culture
Detroit politics
Detroit restaurants
Detroit entertainers
Detroit content creators
Michigan entrepreneurs
Business ownership
Restaurant entrepreneurship
Community conversations
šļø HOSTED BY:
Rocc Cobain & Cezah
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