Morning Brew

BOSSY

Business EN ↓ 67 episodes

Join Tara Reed for a no-BS conversation about entrepreneurship, confidence and leaning into your inner boss. Each episode Tara puts on her boldest outfits and offers tactics and unapologetic advice with the help of other entrepreneurs—from the big names you love to those who head up your favorite brands. New episodes drop every Thursday. Follow @bossy_show for more. 

Author

Morning Brew

Category

Business

Podcast website

www.bossyshow.com

Latest episode

Nov 20, 2025

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Episodes

Who You Should Hire First as a Founder and Time-Saving Interview Frameworks 25.01.2024

In this episode:  Tara needs an assistant Katie only hires from within her community  Tara’s hiring strategy evolution from cold outreach for commission-only roles to working with recruiters  Who you should hire first Why your first hire should drive sales Writing job postings like letters and using the “what’s in it for them” framework Help BOSSY get to know you better! Take this quick survey so...

Playbooks for Scaling Personal Brands to Millions, Celebrity Empires, and Emma Chamberlain’s Evolution 18.01.2024

In this episode:  Tara wants to executive produce reality television Katie breaks down Oprah’s empire What finally did “Jenny Craig” in Emma Chamberlain evolving beyond the universal editing style she created Huberman husbands (and other ‘high trust’ audiences) RuPaul’s franchise model What happens to a personal brand when you get sick of yourself or change Why you should infuse your brand with YO...

Where Entrepreneurs Put Their Money, How Tara & Katie Invest, and Risk Tolerance 11.01.2024

In this episode: Katie asks Tara how much she pays herself and how much she spends Does Katie need a new tax strategy? Strategic planning for building generational wealth within families Katie tries to convince Tara to invest in the S&P 500 Why Tara is betting on herself Where entrepreneurs put their money more generally Help BOSSY get to know you better! Take this quick survey so we can keep buil...

Brilliant PR Strategies, Being the “Villain,” and Making Bold Enemies 04.01.2024

In this episode: Two PR campaigns that totally backfired (Burger King & Dove) The Will & Jada Smith playbook (also known as the Taylor/Kanye dynamic) Controlling the narrative, calculated controversy, and redemption arcs Basecamp’s founders making “bold enemies” out of Apple and Gmail Kim Kardashian’s rebellion in the form of the nipple bra, and “empowerment marketing” Christine Quinn as the profe...

Scaling to a Multimillion Dollar-Business & The Biggest Mistake New Founders Make 28.12.2023

In this episode:  Businesses we can’t believe are doing $10M+ (Contrarian Thinking with Codie Sanchez & Blogilates) Finding content-product fit (Colin & Samir) The difference between a six-figure founder and a seven-figure founder skillset  How iOS 14 almost ruined Tara’s business Effective scorecarding and quarterly planning Listening to advice directed at your level of scale Help BOSSY get to kn...

Did the “Girlboss” Really Lose? and Playing the Hand You’re Dealt 21.12.2023

In this episode:  Tara is thinking about selling Apps Without Code The idea that the girlboss “lost,” and a reflection on the litany of canceled female founders  The difference between masculine and feminine leadership styles and why Katie doesn’t like this framework  How Tara thinks about playing the hand she’s dealt Help BOSSY get to know you better! Take this quick survey so we can keep buildin...

How to Escape Business Slumps & Dangerous "Stagnation" Territory 14.12.2023

In this episode:  ConvertKit case study Figuring out whether the stagnation is externally driven or your fault Music and fashion for beating slumps Pivoting out of a bad period How Dan Hesse focused on simplicity to turn around Sprint’s $29 billion in losses How Applebee's got back to basics to reverse shrinking sales Signs (other than revenue) that you’re in dangerous “stagnation” territory  The...

The Dirty Secret of Entrepreneurship: Everyone's Copying Each Other 07.12.2023

In this episode: Katie can’t stop comparing: Is that a good thing? Mark Zuckerberg’s plagiarizing playbook Why you shouldn’t reinvent the wheel Using Flippa to find businesses to copy Jazz music as the best business analog Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: ⁠https://www.morningbrewbreakroom.com/c/r/Bossy-Survey? Platform=...

The Problem with Thinking Too Small... In Business & In Life 30.11.2023

In this episode:  Tara is worried her business’s mission statement is too small and buried in imposter syndrome Big mission statements that have nothing to do with what the business does WeWork case study  Familial and personal mission statements How Tara sees the Apps Without Code mission statement moving forward Startups as mini cults Using ChatGPT as a brainstorm partner to help write your new...

When to Delegate, Setting Expectations and Your Management Questions Answered 16.11.2023

In this episode:  Tara spin for “This isn’t my job” and effective delegating Setting ruthless expectations—and the “five levels” of questions framework What you’re probably getting from being a bad delegator Managing through asking the right questions Managing someone “out” when it’s not working and having uncomfortable conversations Help BOSSY get to know you better! Take this quick survey so we...

Therapists, Coaches, and Masterminds: Building Your Personal Support Team 09.11.2023

Today, Tara & Katie debate the age-old question: Do I need a therapist...or an executive coach? Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: ⁠https://www.morningbrewbreakroom.com/c/r/Bossy-Survey? Platform=pod⁠ Watch BOSSY on YouTube: https://www.youtube.com/@BOSSY_Show Follow the ladies of BOSSY: Instagram: https://www.instagram.c...

7-Figure Sales Funnels, Tiny Teams, & Sustainable Growth 02.11.2023

Tara and Katie are back and they dive deep into the world of business optimization. They challenge the notion that "bigger is always better" when it comes to entrepreneurship. Instead, they celebrate the power of small teams, great products, and exceptional customer experiences. Drawing from amazing business journeys like, "Miss Excel" (Kat Norton), a successful businesswoman who specializes in Ex...

The Downsides of Success: Unsupportive Family & When It's Time to Level Up Your Friends 26.10.2023

Join Tara and Katie this week as they deep dive into the uncharted corners of success and explore how this success can ripple through relationships and family dynamics. Our BOSSY hosts discuss everything from unexpected pushback from their loved ones, to how their views on career choices have shifted as they've matured. They even confront how early dreams and parental expectations can leave a last...

Money Moves: Book Deals, Business Partnerships, Buying Houses & Getting Acquired 19.10.2023

Katie and Tara jump-start this week's episode clowning Tara’s nine-hour-per-week Monopoly obsession; however, Tara reminds us that it's not a game when it teaches her how to play Monopoly with other businesses in real life. This convo takes us into the realm of business risk-taking, prompting Katie to rate her own daring spirit, playfully discussing the sometimes sleazy feeling associated with dea...

Taylor Swift vs. Rihanna Confidence, Building Hype, & The Beauty of Getting Your Ass Kicked 12.10.2023

Tara Reed and Katie Gatti Tassin are back for another episode as they delve into the world of celebrity-inspired entrepreneurial confidence. Katie kicks off by sharing her profound connection with Taylor Swift's endurance and hard work, which served as a creative and spiritual awakening during one of her concerts. Tara, on the other hand, relates more to Rihanna's unapologetic confidence, wine gla...

From Layoffs to Millionaires: The Entrepreneurial Journeys of Tara & Katie 05.10.2023

Help BOSSY get to know you better! Take this quick survey so we can keep building the best show we can for you: ⁠https://www.morningbrewbreakroom.com/c/r/Bossy-Survey? Platform=pod⁠ Get Ready, in this inaugural episode of Bossy, co-hosts Tara Reed and Katie Gatti Tassin share their entrepreneurial journeys. Tara, the CEO of Apps Without Code, traces her path from tech giants like Google to foundin...

Introducing...BOSSY with Tara & Katie 30.09.2023

Introducing Bossy, Morning Brew's latest show featuring tech luminary Tara Reed and personal finance fanatic Katie Gatti Tassin as they blend innovation and financial liberation for modern entrepreneurs. Tara, the founder of a multi-million dollar tech startup, Apps Without Code, teams up with Katie, aka Money with Katie, to deliver unapologetic insights, actionable advice, and a sprinkle of girl...

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