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  • 520: How Jotaka Eaddy Built a Movement of 44,000 Black Women Overnight

    6 days ago

    520: How Jotaka Eaddy Built a Movement of 44,000 Black Women Overnight

    If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift In this episode, I sat down with Jotaka Eaddy, founder of Full Circle Strategies and Win With Black Women, for a conversation about power, purpose and resilience. We talked about her childhood in Johnsonville, South Carolina, a town of under 1,400 people that taught her the value of community long before she ever set foot in Washington, DC or Silicon Valley. Jotaka walked me through her path from student activist against the death penalty to senior advisor at the NAACP to becoming the first Black employee at a fintech startup in Silicon Valley. She opened up about the layoff that nearly broke her and the Oprah Winfrey clip that helped her reframe it as redirection rather than failure. We also talked about how Win With Black Women was born from a single late night email in 2020 that turned into a Zoom call with 44,000 women, and how that same community continues to organize today. Jotaka got vulnerable about losing her mother during the 2024 election season and what that grief has taught her about faith, resilience and asking for help. Main TakeawaysYour community can be your first investors. The people of Jotaka's hometown pooled money so she could attend a conference that changed the course of her life.A layoff is not always failure. It can be redirection toward something bigger than you could have planned for yourself.Movements are built in the quiet, consistent work that happens long before anyone is watching or celebrating.Black women hold real power at the ballot box and in daily acts of organizing, even while in survival mode. Highlights Include02:01 - Growing up in Johnsonville, South Carolina05:04 - The conference that changed her life11:46 - Learning to lead by carrying the bag15:17 - Making the leap into Silicon Valley19:08 - Getting laid off and finding strength in an Oprah Winfrey clip29:02 - The spark behind Win With Black Women35:40 - The night 44,000 women joined the call44:53 - How to show up when you are in survival mode48:05 - Opening up about losing her mother Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsApplications are now open for Shift, my 12-week coaching program designed to help experienced professionals package their expertise into a profitable offer, identify their first clients, and confidently launch their next chapter. Learn more and apply at: https://sidehustlepro.co/shift Social MediaJotaka Eaddy: Instagram: @JotakaEaddy Win With Black Women: Instagram: @WinWithBlackWomen Hosted on Acast. See acast.com/privacy for more information.

    6 days ago

    •
    1hr 4min
  • 518: The ONE skill you need to learn before you QUIT

    12 Jun

    518: The ONE skill you need to learn before you QUIT

    If this resonated with you, here are additional resources: ⭐ APPLY TO SHIFT: https://sidehustlepro.co/shift In this solo episode, I am getting real with you about the one skill that changed everything for me and that I believe every woman needs to develop right now: learning how to make money directly for yourself. I am sharing why the leap from employee to entrepreneur is so hard, how our entire lives have programmed us to earn money for someone else, and what it truly takes to start creating money on your own terms. I take you back to my days at NPR, where I was climbing the ladder, playing the game, and quietly building Side Hustle Pro on the side. I share how a hater coworker who reported me to my boss became the catalyst for my exit plan, how I landed my first $4,000 podcast sponsorship from a cold customer service email, and how learning just two revenue streams gave me the confidence to leave my job for good. This episode is also a reminder that you do not have to have everything figured out before you start. Your first $20 or $25 outside of your paycheck changes something in you that no amount of planning can replicate. If you are sitting at a crossroads wondering what your next move is, this episode is your sign to start choosing yourself. Main TakeawaysThe difficulty of leaving a job is not fear or lack of risk tolerance; it is decades of programming to earn money for someone else, and that programming can be unlearned.Earning money depends on someone else choosing you, while creating money is about identifying a problem, building a solution, and offering it to the world.You do not need two revenue streams mastered before you act; your first dollar outside a paycheck unlocks a shift in confidence and mindset that no amount of planning can give you.Showing up imperfectly is part of the process; authenticity attracts the right people and gives your audience permission to let their guard down too. Highlights Include00:01 - Why I chose to record this episode on the go with ease over perfection02:27 - How jobs program us to earn money for someone else and why that makes the leap so hard03:06 - The story of bringing my now-husband Muoyo to my NPR holiday party and what it revealed about being stuck in the corporate mindset07:31 - Why smart, experienced, degreed women still feel stuck and what they are actually missing09:49 - The difference between earning money (someone choosing you) and creating money (creating value)12:15 - Why showing up imperfectly is how you attract your people, especially as Black women in professional spaces14:37 - Why relying on someone else to choose you is bad for your mental health, and what to do instead18:47 - My personal backstory: launching Side Hustle Pro while at NPR and investing $1,197 in a sponsorship intensive21:06 - How a cold email to a customer service inbox landed me my first $4,000 podcast sponsorship contract25:52 - The coworker who reported me to HR and how that moment became the push I needed to start my exit plan00:00 (Part 2) - Why your first $25 changes everything internally and how making money directly for yourself is the skill to build right now Links Mentioned in This EpisodeShift Coaching Program: sidehustlepro.co/shift Watch & ListenListen to Side Hustle Pro on Apple Podcasts: podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323 Listen on Spotify: open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t AnnouncementsSHIFT, my transformational coaching program for ambitious women who want to turn their side hustle into their exit plan from their 9-to-5, is now open for applications. Apply now at sidehustlepro.co/shift before spots fill. Social MediaSide Hustle Pro Instagram: @SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    12 Jun

    •
    30 min
  • 493: How To Make Content For Your Business In Less Than 1 Hour A Week

    19/12/2025

    493: How To Make Content For Your Business In Less Than 1 Hour A Week

    As an entrepreneur, content creation has become a huge part of expanding a business. So this week I’m sharing 4 tips that have helped me take the pressure off creating awesome content while running a business.  In this episode I’m sharing: How to optimize your recording sessions to get content done quickerMy favorite content creation tech and tools, and much more!Check out this episode and others on Apple Podcasts, Spotify, and YouTube Links mentioned in this episode Free Side Hustle Guide: https://www.sidehustlepro.co/startyourhustle/Register for my next FREE Podcast Masterclass: https://www.podcastmoguls.com/Favorite Ring Light: https://amzn.to/3KaMiGNNicaila’s Instagram: https://www.instagram.com/sidehustlepro/Content Tools Amazon List: https://www.amazon.com/shop/influencer-37ba1da3/list/WQ7ES8GSRRBH?ref_=cm_sw_r_cp_ud_aipsflist_aipsfinfluencer-37ba1da3_P22F9MBGA63FZKWR7V1WClick here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss Announcements Join our Facebook Community If you’re looking for a community of supportive side hustlers who are all working to take our businesses to the next level, join us here: http://sidehustlepro.co/facebook Guest Social Media Info Side Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    19/12/2025

    •
    22 min
  • 492: Rebuilding My Business After Burnout

    11/12/2025

    492: Rebuilding My Business After Burnout

    Rebuilding my business after burnout wasn’t one big breakthrough. It was a series of small, honest shifts that finally brought me back to myself. Rest. Prioritization. Time boundaries. Financial honesty. And the self-care I kept putting off because I felt guilty investing in myself. In today’s episode of The Expansion Era, I’m sharing what this rebuilding season has really looked like for me as a mom of two, a wife, and a founder trying to get her mojo back. This chapter isn’t about going back to who I was. It’s about becoming someone who doesn’t abandon herself on the way to her goals. If you're feeling depleted, questioning your confidence, or trying to rebuild your business after a hard season, this one’s for you. ✨ Watch this whenever you need a reminder that you can rebuild without rushing yourself. RESOURCES MENTIONED► Join my newsletter for behind-the-scenes support as you rebuild your business: https://sidehustlepro.co/newsletter ► Register for my next free Podcast Moguls training on how to start the podcast that builds your exit plan: https://podcastmoguls.com CONNECT WITH MEInstagram:https://www.instagram.com/sidehustlepro Podcast: Side Hustle Pro Business inquiries: hi@sidehustlepro.co CHAPTERS00:00 Realizing burnout 01:20 When exhaustion becomes normal 03:05 The power of rest 04:40 Relearning prioritization 06:30 Time boundaries and rebuilding my schedule 09:30 Money, fear, and shrinking my confidence 12:40 Self-care and putting myself back in the budget 15:00 What rebuilding actually looks like 17:00 Your next step Hosted on Acast. See acast.com/privacy for more information.

    11/12/2025

    •
    17 min
  • 491: 9 Side Hustles You Can Start Today That Could Replace Your 9-5

    04/12/2025

    491: 9 Side Hustles You Can Start Today That Could Replace Your 9-5

    Are you ready to finally take the leap and start your side hustle, but don’t know where to start? This week we are outlining nine high-potential side hustles that can realistically scale to replace or significantly supplement your full-time income.  Now these are not quick-fix ideas, these are long-term businesses that can bring you recurring revenue by leveraging automation tools (especially AI), and refining your marketing so clients find and trust you. Take it from someone who has built an entire brand on side hustling!  In this episode I share: Nine unique and and high-profit side hustles that can fully replace your 9-5The side hustles former guests of Side Hustle Pro have had major success withWhy closing the gap between your ideas and actually starting is the key to your business Highlights include: 01:45 Cleaning services06:22 Faceless podcast07:57 Virtual assistant12:16 Social media marketing15:25 Short-form video editor 21:15 Podcast/YouTube channel manager22:30 AI integration specialist26:34 Corporate training and coaching29:40 Done-for-you service provider32:30 Why you should start now Check out episode 491 of Side Hustle Pro podcast out now on Apple Podcasts, Spotify, and YouTube Links mentioned in this episode Schedule a clarity call with Nicaila: https://buy.stripe.com/5kQ8wQegpaMW8YR72ZgrS0bJhanilka’s Cleaning Business Episode: https://www.youtube.com/watch?v=KuN8j7YEDFg Kimberly’s Corporate Training Episode: https://www.youtube.com/watch?v=A672riddr1E Nicaila’s Instagram: https://www.instagram.com/sidehustlepro/ Nicaila’s LinkedIn: https://www.linkedin.com/in/nicailamatthewsokome  Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss AnnouncementsJoin our Facebook Community If you’re looking for a community of supportive side hustlers who are all working to take our businesses to the next level, join us here: https://sidehustlepro.co/facebook Guest Social Media InfoSide Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    04/12/2025

    •
    35 min
  • 490: She Left Corporate and Built a 7-Figure Business

    26/11/2025

    490: She Left Corporate and Built a 7-Figure Business

    This week in the guest chair, Dr. Lakila Bowden shares her powerful journey from leading thousands inside Fortune 500 companies to co-founding ISee Technologies, a Black sister-owned, disability-led consulting firm now earning seven figures. After leaving corporate in 2019, Lakila teamed up with her sister, Camille, to build a company trusted by brands like Disney, Kraft Heinz, and the EPA for high-impact training, inclusion, and workforce wellness programs. What makes her work different is how she blends corporate strategy, healing, and public speaking to help organizations and people thrive without burnout. In this episode, Lakila opens up about the moment she walked away from the “known,” how she rebuilt her identity outside of corporate titles, and how speaking became a major accelerator in her business growth. She also breaks down the inner and outer transformation required to grow with your purpose, honor your well-being, and lead from a place of wholeness. In This Episode, Dr. Lakila Shares: The pivotal moment she knew she had to leave corporate AmericaHow she and her sister built ISee Technologies into a 7-figure consulting firmWhy public speaking became a core revenue driver in her businessHow personal healing shaped her approach to leadership and entrepreneurshipHer framework for helping organizations and individuals thrive without burning out Highlights Include00:00: Intro 02:10: Starting IC Technologies with her sister Camille 04:30: Becoming a speaker and author and how speaking scaled her impact 08:20: Building a disability-led, wellness-centered company 12:00: How corporate strategy + personal healing became her business superpower 16:15: The growth that came after walking away from the “known” 20:45: Helping organizations cultivate inclusion and sustainable wellness 26:30: Advice for anyone ready to pivot from corporate into purpose Watch this episode on YouTube and listen on all podcast apps Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323 Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8t?si=8daf52a57e054042 Links Mentioned in This Episode ISee Technologies: https://www.iseetechinc.com/Achieve Work Life Alignment by Dr. Lakila Bowden http://www.lakilabowden.com/  Click here to subscribe via RSS feed (non-iTunes feed): http://sidehustlepro.libsyn.com/rss Guest Social Media InfoLakila's Instagram: https://www.instagram.com/lakilaj/ ISee Technologies Website: https://www.iseetechinc.com/ Side Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    26/11/2025

    •
    55 min

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