Hey BOSS Ladies

Hosted by Candice S. Dorsey

Business Education

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199

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Feb 2026

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About the show

Welcome to the Hey BOSS Ladies podcast. The next evolution of what started as the Hello C.S. Dorsey show! I'm so grateful for every guest, listener, and moment we've shared. But now? It's time to BOSS UP. This new show is your go-to space for real connections, powerful conversations, and practical strategies from women who are building businesses together , not in isolation. This is about collaboration over competition. No more handing out business cards and hoping for the best. We’re doing things differently now. We’re creating visibility, momentum, and support on purpose . 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥

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February 10, 202619 min

BOSSing Up with Authenticity & Transparency with LP

Hey BOSS Lady👋, In this episode of the Hey BOSS Ladies Podcast , I sit down with LP, founder of the houstoryapp, for a real, unfiltered conversation about identity, leadership, authenticity, and what it actually looks like to build solutions from lived experience. LP shares her journey to BOSS status, from growing up in one of the most diverse communities in New York City to navigating culture shock, stereotypes, and leadership outside of that environment. We go way beyond surface-level success and talk about what it really means to lead yourself first, question systems that were never built for us, and build what you wish already existed. What We Talk About • Why taking action before you feel ready is one of the biggest boss moves • What authenticity really looks like and why people connect to real over polished • The inspiration behind the houstoryapp and why renters deserve transparency • How real stories create visibility, data, and meaningful change Collaboration Spotlight LP is currently collecting real rental stories through her House Stories series. From simple surveys to on-camera conversations, she is amplifying real experiences to help renters make informed decisions before signing a lease. If you have a rental story, lesson, or experience to share, this is your invitation to be part of something powerful and needed. Connect With LP Website: houstoryapp.com LinkedIn: linkedin.com/company/houstory Instagram: @houstoryapp Facebook: H oustory TikTok: @houstoryapp ----- Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥

December 16, 202514 min

How to BOSS Up and Lead With Purpose with Cheryl Powell

Send us a text Hey BOSS Lady, Welcome back to another episode of Hey BOSS Ladies podcast. Today, we’re joined by Cheryl Powell , CEO of Learn to Engage , a powerhouse in the learning and development space with nearly 30 years of experience helping organizations transform how they train and support their people. Cheryl opens up about: Her transition from full-time contractor to full-blown business owner Why being a mom to a special needs daughter gave her the push she needed to create her own path The challenges (and wins) of finding the right audience and pricing her services with confidence How poor leadership causes team disengagement and high turnover, and what to do about it Her mission is to help leaders truly see and support their teams This episode is filled with practical wisdom for anyone leading a team or building a business. If you’re navigating growth, team development, or looking to create more meaningful impact in your leadership style, this one’s for you. Connect With Cheryl: Website: https://learn2engage.info/ Email: info@learn2engage.info Instagram: https://www.instagram.com/gc_learning/ Podcast: The Learning League Podcast Promotion: Now offering a new L&D Training Manager for Hire service with packages as low as 5 hours per week | $2000/mo. It's for organizations that cannot afford to hire for this $150,000 salaried role, but still have specific training tasks they need help with, such as retention strategy design, onboarding audits and redesign, or remote workforce process setup. 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio

December 9, 202524 min

How Collaboration Protects Your Energy and Grow Your Business with Holli Howard

Send us a text Hey Boss Ladies, Welcome back! In this episode, I sit down with the incredible Holli Howard , founder of Positive Living Coaching , a BOSS lady who has pivoted not once, not twice, but three times to create a purpose-driven business supporting women healing from childhood trauma. We get real about how trauma impacts self-worth, the importance of volunteering before making a major career move, and how collaboration can protect your energy and scale your business faster . Holly breaks down what it means to shift from corporate structure to CEO mindset, how to work in your zone of genius , and why hiring help isn’t just smart, it’s essential. We also talk about our own collaboration journey ( yes, the journals, the courses, the design magic ✨) and how partnerships like ours help bring bold visions to life. This one is a full-on masterclass in doing business with heart, alignment, and power. Grab your notebook, you're gonna want to jot some of this down. 💡 What You’ll Walk Away With: Holli’s journey through 3 powerful career pivots How volunteering can open unexpected doors (and job offers!) Making the leap from side hustle to full-time CEO Structuring your business to serve YOU The importance of energy-protecting collaborations Why you should only operate in your zone of genius How trauma-informed support creates massive ripple effects 🔗Connect with Holli Howard: Website: PositiveLivingCoaching.com IG : @PositiveLivingCoaching FB: @PositiveLivingCoaching 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio

November 11, 202527 min

Building BOSS Visibility Without Burnout with Cinthia Pacheco

Send us a text Hey BOSS Ladies! In this week’s episode, I’m sitting down with the incredible Cinthia Pacheco , founder and CEO of Digital Bloom IQ, a powerhouse digital marketing agency that helps women-led businesses grow online without the hustle and burnout . Cinthia is not only an SEO expert, she’s also paving the way in a new space called GEO (Generative Engine Optimization), yep, that’s optimization for platforms like ChatGPT and Gemini. 👀 We get real about the ups and downs of entrepreneurship, why pivoting in your business can feel scary but necessary, and how to delegate like a true CEO without losing your voice . If you’ve ever felt overwhelmed with marketing, or like you're doing #AllTheThings and not getting the visibility you deserve, this episode is for you . 💡 What You'll Walk Away With: How Cynthia went from employee to BOSS Lady CEO The difference between SEO and this new kid on the block , GEO Real talk about pivoting when things just aren’t working How to build visibility online without creating content 24/7 The mindset shift it takes to start delegating and actually enjoy your business What sustainable marketing really looks like for women entrepreneurs Why being multi-passionate isn’t a problem, and how to lean into it with support 🔗 Connect with Cynthia: Website: Digital Bloom IQ Instagram: @digitalbloomiq Facebook: @digitalbloomiq Podcast: Digitally Overwhelmed Cynthia’s AI Visibility course launching soon! This is a way for your business to show up in AI, which is awesome. Go to her website to learn more 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio

October 21, 202525 min

3 Simple Shifts That Can Help Reignite Your Workday with Rachel Dorsey

Send us a text Hey BOSS Ladies, In today’s episode, I’m sitting down with Rachel Dorsey , a Certified Working Genius Facilitator and leadership coach, to talk about how to reignite your workday and find joy in what you do, without sacrificing your sanity. We dive deep into how Rachel went from a virtual assistant student to thriving in executive leadership, and the mindset shifts that helped her grow into her boss status. She also shares her signature 3 Simple Shifts that can help you reignite your passion for your work starting today. Whether you're leading a team or building your empire solo, this conversation will leave you energized, aligned, and ready to boss up in a whole new way. 🔥 What We Talked About: Rachel’s journey from VA student to executive leadership at The Virtual Savvy How small moments of investment can lead to major growth The power of saying YES to yourself and your purpose Why aligning your work with what energizes you changes everything The 3 Simple Shifts to Reignite Your Workday The Working Genius Assessment and how it transforms teams The importance of building energizing habits into your routine Real talk about leaving unfulfilling work and making empowered pivots Embracing self-awareness as a path to joy-filled productivity Rachel’s Promo: Service - Working Genius Debrief. Use the special offer link for a $50 savings! ➡️ http://enkindleleadership.com/podcast 🔗 Collaborate with Rachel Dorsey : Website: http://enkindleleadership.com Email: hello@enkindleleadership.com LinkedIn: https://www.linkedin.com/in/enkindleleadership/ Keep Up with Me: If this episode hit home for you, don’t keep it to yourself . Send it to your business bestie, leave a review, and tag me on Instagram so I can show you love! Let’s keep this boss lady energy flowing: 💌 Join the next Hey BOSS Ladies Event: http://heybossladies.com 🎧 Subscribe & leave a review on Apple or Spotify 📸 Follow me on IG: @‌csdorsey_hello 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio

October 14, 202536 min

Real Talk on BOSSing Up Your Finances with Shakari Tucker

Send us a text Hey BOSS Ladies, You already know what time it is! In this episode, I sat down with the amazing Shakari Tucker , founder of Jireh Bookkeeping & Consulting, LLC , and whew, she did not come to play! We got into it, y’all. From her corporate climb to launching her own business, Shakari keeps it all the way real about what it really takes to run a business that’s not just cute on Instagram, but financially solid behind the scenes. We talked about how to stop underpricing, how to stop shrinking, and how to start owning your value like a true BOSS. We also got into the mindset work around money, why taxes ain’t the enemy, and how to think like a CEO, not just a service provider. If you’ve ever felt nervous about raising your rates, scared of your numbers, or stuck when it comes to scaling your business, THIS is the episode you need in your ears. 🔥 What We Talked About: Shakari’s journey from fast food to finance boss That one pivot that changed everything What it really looks like to price with confidence Getting out of the “I just wanna help” mindset (and still serving with heart!) How to move like a CEO, not a hustler Business taxes, financial fear, and why education is your best investment Why it’s OK to make money and be generous — they’re not opposites! How to set your business up for real growth and peace 🔗 Collaborate with Shakari: Website www.jirehbookco.com Email Sdial@jirehbookco.com FB: www.facebook.com/JirehBKC IG: @jirehbookkeepingco 🟣 Keep Up with Me: If this episode hit home for you, don’t keep it to yourself, send it to your business bestie, leave a review, and tag me on Instagram so I can show you love! Let’s keep this boss lady energy flowing: 💌 Join the next Hey BOSS Ladies Event: heybossladies.com 🎧 Subscribe & leave a review on Apple or Spotify 📲 Follow me on IG: @ csdorsey_hello 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio

July 22, 202517 min

From Burnout to Boss Moves: Suzette Stevens on Faith, Freedom & Owning Your Value

Send us a text Hey BOSS Ladies 👑 This episode is for the woman who's tired of being overlooked, undervalued, and underpaid, and knows she’s meant for more. Meet Suzette Stevens, founder of OneSource Medical Billing Services, a powerhouse woman who turned years in corporate healthcare into her own thriving business, and did it by faith, not by fear. We’re talking: ✨ Leaving the security of that paycheck to walk in your purpose ✨ Why your faith walk is the most powerful business strategy you’ll ever have ✨ The truth about entrepreneurship (it’s lonely sometimes, but it’s worth it) ✨ How Suzette reclaimed her value and built a business that serves and blesses ✨ Plus, the real behind-the-scenes of what it means to give, tithe, and sow from your business and watch God multiply it Sis, if you've been second-guessing your next move or wondering if you’re really cut out for this… this episode will remind you that you absolutely are. 💼 This is what bossing up with God at the center really looks like. Tap in. 📍 In This Episode: 03:00 – From decades in healthcare to stepping into CEO shoes 07:45 – The emotional cost of being passed over at work 12:00 – Why she left and how she built her medical billing biz 17:15 – What God taught her in the dark 23:00 – Tithing, first fruit, and faith-led giving in business 29:40 – Facing fear, pivoting anyway 34:20 – Entrepreneurship as service and sacrifice 39:00 – What kind of collaborations Suzette is looking for 43:00 – How to connect with OneSource Medical Billing Services 🔗 Connect with Suzette: 🌐 Website: www.onesourcemedicalbillingservices.com 📍 LinkedIn: www.linkedin.com/in/suzette-stevens-mhs-mstd-cpc-pahm-rh-cbs-588b53263 👉 LIKE this episode? Give it a thumbs up! 📢 Share this with a BOSS babe who needs motivation as a new CEO right now 🔔 Don’t forget to SUBSCRIBE for more empowering convos! 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio

June 17, 202530 min

YOU. HAVE. TIME BOSS... But time management is NOT the solution with Lissa Figgins

Send us a text Hey BOSS Ladies, This one’s a wake-up call 💥 In today’s episode, we sit down with the incredible Lissa Figgins , founder of REDEEM Her Time , and she’s flipping the whole “time management” conversation on its head. 🌀 If you’ve ever felt like you’re stuck in hustle mode, juggling a million tabs (literally and mentally), or constantly saying “I don’t have time,” this is for YOU. 🙋‍♀️ We talk real-life burnout, faith-led business, and how to stop managing your time and start stewarding it. Yep, Alyssa shares how to turn time into your biggest ASSET, not your biggest stressor. 💡 In this episode: 💬 The health scare that revealed the real cost of “doing it all” 💬 Why your time struggles aren’t about your calendar, they’re about your heart 💬 How women can build with purpose in a hustle-heavy world 💬 A faith-forward framework to reclaim your schedule and your sanity 💬 And a mic-drop moment: " You don’t sow and reap in the same season " 👑 Whether you’re growing your business, your family, or your faith, this episode will leave you inspired and equipped to step fully into your BOSS calling. 🛎️ Don’t forget to like, subscribe, and hit the bell so you never miss an episode of the Hey BOSS Lady Podcast ! 🔗 Where to find Lissa: → Join Alyssa’s community : redeemhertime.com/community → Check out her private podcast: The Productive & Profitable CEO → Follow Lissa on IG : https://redeemhertime.com/ig Check out Lissa's Biz Goodies: The Productive + Profitable CEO Private Podcast...Save 5 HOURS this week. Inside this on-the-go private podcast, you'll learn: • The SECRET to productivity that's NOT in your To-do list • How to DOUBLE your results with this ONE shift • The Key to a 10,000% Productivity Increase (that's NOT a typo!) Start making TIME your most valuable business asset 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio

June 3, 202522 min

BOSS Up Your Content Strategy with Katina Davenport

Send us a text Welcome back, Boss Ladies! 💼✨ In this episode of the Hey Boss Lady podcast, we’re joined by Katina Davenport, founder of BizTech Yourself, to break down how to grow your business without paid ads, using content marketing automation and strategic presentations. 🎯 Katina shares her inspiring journey from job loss to boss status, building multiple businesses, and pivoting into tech + marketing. She dives into: ✅ How to create automated funnels that convert ✅ The power of simple presentations over flashy content ✅ Tips for getting clients from social media, without chasing vanity metrics ✅ Why building an email list is non-negotiable ✅ Creating consistent content without burnout ✅ How to turn daily lives and webinars into client magnets 🔥 Whether you're a coach, service provider, or small biz owner tired of spinning your wheels on Instagram, this episode is your blueprint for content that actually drives sales. 👉 Hit play and learn how to simplify your content strategy, automate like a pro, and confidently attract clients! --- 📌 Timestamps: 00:00 – Welcome + Meet Katina Davenport 01:30 – Katina’s pivot from consulting to BizTech Yourself 06:10 – Losing contracts, finding purpose 11:45 – How her first client came 2 days after launch 15:30 – The importance of a great website + online presence 21:00 – Why “followers” don’t equal income 25:15 – Email lists, presentations & Restream hacks 32:00 – Content creation vs content that converts 37:20 – How to keep it simple and consistent 45:00 – Collaborations + how to connect with Katina --- 🔗 Connect with Katina: 📸 Instagram: https://www.instagram.com/biztechyourself 📘 Facebook: https://www.facebook.com/biztechyourself 🌐 Website: https://webinar.biztechyourself.com/go --- 💬 If this episode gave you clarity on content strategy or sparked a new idea, drop a comment and tell us what you're taking action on! 👉 LIKE this episode? Give it a thumbs up! 📢 Share this with a boss babe who needs a financial game plan 🔔 Don’t forget to SUBSCRIBE for more empowering convos every week! #contentmarketing #marketingautomation #womeninbusiness #biztechyourself #howtogetclients #smallbusinessgrowth #heybossladypodcast #emailmarketing #leadgeneration #entrepreneurlife #socialmediamarketing #femaleentrepreneur #bosslady 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio

May 20, 202519 min

Making BOSS Money Moves & Mindset Shifts with Lauren Chillinsky

Send us a text Hey Boss Ladies! 💼✨ In this episode, we’re getting into money mindset, financial planning, and the real talk behind building wealth as a woman in business. I sat down with Lauren Chillinsky, a financial advisor with Northwestern Mutual (aka a total money boss), and we talked about everything from compound interest to why collaboration over competition is the key to growth in life and in business. Lauren shares the power of starting small, the importance of diversifying your financial accounts, and why the best time to start is always right now. This isn’t your average money convo; it’s relatable, energizing, and packed with boss lady wisdom to help you level up your finances and your mindset. 💡 If you’re a woman entrepreneur wondering where to start with investing, saving, or planning for retirement, this episode is your sign. 🕒 Timestamps: 00:35 – Meet Lauren Cholinsky: Financial Advisor & Wealth Builder 01:10 – What “Boss Status” really means (spoiler: it’s about your network) 03:50 – The game-changing power of collaboration over competition 07:25 – Why building a village mindset helps you win in business 14:30 – The biggest money regret? “I wish I had started sooner.” 17:15 – How to start investing in your 20s (even if it’s just $20!) 21:20 – Why retirement planning isn’t just for your 60s 25:10 – Diversify your money: don’t put it all in one account 30:05 – Why business owners need a financial advisor AND a CPA 34:20 – Let’s build your financial dream team 37:50 – Lauren’s collaboration goals & how to connect 🔗 Collaborate with Lauren Cholinsky: 📩 Email: lauren.cholinsky@nm.com 🌐Website: northwesternmutual.com 📱 Instagram: @laurencholinskyfinance 📞 DM her directly she’s your new money BFF 👉 LIKE this episode? Give it a thumbs up! 💬 Drop a comment: What’s ONE money move you’re making this month? 📢 Share this with a BOSS lady who needs a financial game plan 🔔 Don’t forget to SUBSCRIBE for more empowering convos every week! 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio