In Season 5, Luvvie delves into the raw reality of entrepreneurship, sharing her struggles and lessons learned from running a multimillion dollar business. Joined by fellow industry leaders, she offers a candid exploration of the unseen side of business, after 2023 was her toughest year running her company. Tune in on your favorite platform to catch every upcoming episode!

Season 5 Trailer: The Glory and Grit of Entrepreneurship

Creating a life that is authentic, bold, and purposeful takes audacity. It takes disruption. That is what it means to be a Professional Troublemaker. Join New York Times bestselling author, Luvvie Ajayi Jones, as she brings perspectives, conversations and deep dives about culture, business and leadership. 

Her guests are world movers and change agents who have gotten where they are through their tenacity, their truth telling and commitment to making good trouble.

Personal Journals

Society & Culture

History

Philosophy

Places & Travel

Education

Training

Language Courses

Higher Education

K-12

Educational Technology

Business

Investing

Careers

Management & Marketing

Business News

Shopping

Entrepreneurship

Self-Improvement

In this episode, Luvvie pulls back the curtain on the rollercoaster of transitioning from being a solopreneur to running a 7-figure business. Needing to diversify revenue streams, she went from having one executive assistant to 7 full-time salaried employees (with benefits!). And all the plans she had for 2023, with strategy. How she created systems, strategy and plans to double her revenue. She walks us through her business transformation, from the highs of scaling up to a multimillion-dollar company, to the lows of shrinking down her 'dream' team.

Build the Foundation

In this episode, Luvvie shares her personal journey—from being a 'failed' doctor to accidental entrepreneur—and reflects on the highs and lows of starting and running her business. She discusses the importance of community, the struggles of building a sustainable business, and how her outlook on entrepreneurship evolved over time. This season promises deep dives into the challenges and triumphs of entrepreneurship, featuring interviews with respected business owners and exploring topics like mental health in business leadership, building resilient teams, and operating with an abundance mindset despite financial uncertainties.

Take the Leap

Today, Little Troublemaker Makes a Mess is out in the world. In this episode, Luvvie discusses the idea of returning to one's true self, specifically the pure and hopeful version of oneself from childhood. She shares how this children’s book helped her reconnect with her younger self, and how writing the book has helped her inner child heal and learn to give herself grace and self-compassion.

Revel in Your Joy

Luvvie is joined by Joey Spiotto, her collaborator for LITTLE TROUBLEMAKER MAKES A MESS. With artworks now being commissioned by some of Hollywood's best, how did this former Little Troublemaker once get into trouble for his illustrations? And how did he get Little Luvvie's fade just right? Find out together with your little ones. LITTLE TROUBLEMAKER MAKES A MESS is available for preorder now, and drops into the world on May 2, 2023.

Draw More Trouble (with Joey Spiotto) - Little Troublemaker's Illustrator

Professional Troublemaker with Luvvie Ajayi Jones

Season 5 Trailer: The Glory and Grit of Entrepreneurship

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