Money Confident Podcast: Finance Tips, Budgeting, and Cash Flow for Small Business Owners

Jillian Todd | Money Coach for Creative Businesses
  • 5.0 (6)
  • Entrepreneurship
  • Updated Monthly

If you're a small business owner wanting to achieve vision-board-worthy financial goals, you're in the right place. Tune in for finance tips, budgeting advice, and real money chats specific to creatives, artists, and small business owners. Because you're DONE just piecing things together and wishing for the best.

  1. Aug 7

    Why Group Coaching Is Better Than 1:1

    The Money Confident Podcast with Jillian Todd Episode 14: Why Group Coaching Is Better Than 1:1  When you think about getting support with your finances, your first instinct might be to look for one-on-one coaching. But what if the fastest path to financial confidence isn't going it alone? In this episode, Jillian shares her hot take on why group coaching can be even more powerful than private coaching when it comes to reaching your biggest financial goals. From learning alongside other creatives to finding accountability, community, and fresh perspectives, she explains why the people sitting next to you might be just as valuable as the coach leading the room. If you've ever wondered whether group coaching is "enough" support, this episode might just change your mind. Inside This Episode, You'll Learn: Why community can accelerate your financial growthHow group coaching creates a safe space to ask the questions you're afraid to askWhy hearing someone else's coaching often leads to your biggest breakthroughsThe surprising advantages of learning from creatives in completely different industriesHow Jillian's first mastermind changed the way she thinks about coachingWhy accountability feels different when you're working toward a goal alongside othersThe Pilates analogy that perfectly explains why group coaching works Why Jillian Loves Group Coaching: ✔️ You don't have to figure everything out by yourself. ✔️ You learn from other creatives' experiences—not just your own. ✔️ You gain fresh ideas from people with different business models and perspectives. ✔️ You build relationships with people who understand what it's like to run a creative business. ✔️ You stay accountable because your community is cheering you on every step of the way. Jillian's Favorite Reminder: "Sometimes you don't need to hear it from your Money Mom—you need to hear it from someone who's walking the path right beside you." Ready to Build Your Financial Goal Alongside Other Creatives? Breadwinner is Jillian's 12-month group coaching program designed to help creative entrepreneurs set—and actually achieve—their biggest financial goals. Whether you want to pay yourself more, build your savings, invest for retirement, or finally feel confident with your money, you'll do it with expert coaching and a community of creatives cheering you on every step of the way. Learn more and apply at:👉 jilliantodd.com/breadwinner Have questions about whether Breadwinner is the right fit? Send Jillian a DM on Instagram—she'd love to chat and help you decide if it's the right next step.

  2. Jul 24 ·  Bonus

    Happy Hour with Jeannene of Intentionally Tabled

    The Money Confident Podcast with Jillian Todd Happy Hour with with Jeannene of Intentionally Tabled: Building a Values Based Business Welcome to the very first Happy Hour bonus episode! 🍸 In this new series, Jillian sits down with fellow creative entrepreneurs for honest conversations about business, money, creativity, and the beautifully messy journey of building a life you actually love. For the inaugural episode, Jillian is joined by wedding planner and creative community builder Jeannene, founder of Intentionally Tabled. Together, they chat about meeting at a retreat in the French countryside, finding your people as a creative entrepreneur, rebranding your business to better reflect your values, and why community can change everything. It's like grabbing a drink with two creative business owners who can't stop talking shop—in the best way. Inside This Episode, You'll Hear About: How Jillian and Jeannene met while attending a creative retreat in FranceWhy creative community is so important when running a solo businessThe story behind Jeannene's rebrand from Jeannene Lillie Events to Intentionally TabledHow leading with your values can transform your business (and make marketing feel more authentic)Why separating yourself from your business can create healthier boundariesThe role that mentorship and creative friendships play in business growthA behind-the-scenes look at Jillian's wedding planning experience and why shared values mattered more than aestheticsHow honoring clients' privacy and experiences can become part of your brand values One of Jillian's Favorite Moments: "Sometimes the people in your community can see something in you before you can see it yourself." Whether it's a business rebrand, a new offer, or simply taking the next brave step, this conversation is a beautiful reminder that you don't have to build your business alone. Connect with Jeannene: Learn more about Jeannene's wedding planning business, Intentionally Tabled, and her Creative Collective events designed to bring creative entrepreneurs together for intentional connection and community. Want to Join Jillian in Person? If you're an Atlanta-based creative entrepreneur, don't miss Jillian's monthly Happy Hour meetups! Grab a drink, meet other creatives, and chat about money, marketing, business, and everything in between. Follow Jillian on Instagram for upcoming dates and details. Have someone you'd love to hear on a future Happy Hour episode? Send Jillian a DM—she'd love to hear your ideas!

  3. Jul 9

    Real Breadwinner Success Stories: Retirement, Cash Flow & Big Life Goals

    The Money Confident Podcast with Jillian Todd Episode 13: Real Breadwinner Success Stories: Retirement, Cash Flow & Big Life Goals What does financial confidence actually look like? In this episode, Jillian is taking her mentor's advice and bragging a little—in the best way possible. She shares three real client stories from inside Breadwinner to show what happens when creatives stop running their money on vibes and start building a financial plan that supports the life they actually want. Whether you're feeling behind on retirement, stuck on the cash flow rollercoaster, or simply know you could be more strategic with your money, these stories will help you see what's possible. Featured Success Stories: ✔️ Client S: Went from $1,500 invested to $25,000 invested while creating a retirement strategy that also reduced her tax bill ✔️ Client T: Escaped the cash flow rollercoaster and successfully made it through the slow season without using credit cards ✔️ Client J: Went from "running my business on vibes" to creating a strategic financial plan that gave her the confidence to pursue a move and grow her family Jillian's Favorite Reminder: "Sometimes you don't need a rags-to-riches story. You just need to know that someone like you has done the thing you're hoping to do." Thinking About Breadwinner? If you're ready to feel more strategic, more confident, and more powerful with your finances, Breadwinner is currently open for enrollment. Inside, you'll build a financial plan that works for your life, your business, and your brain—with support every step of the way. Apply Now Have a big financial goal but aren't sure how to get there? Every application comes directly to Jillian. You can text with her, ask questions, or schedule a free call to talk through what's going on in your business and how she can help. Got questions? Send Jillian a DM on Instagram @_jilliantodd. She'd love to hear from you.

  4. Jun 16

    Financial Planning for Artists

    The Money Confident Podcast with Jillian Todd Episode 12: Financial Planning for Artists When most people hear "financial planning," they picture spreadsheets, retirement calculators, and people with traditional 9-to-5 jobs. But what does financial planning look like when you're an artist, creative, or small business owner with inconsistent income? In this episode, Jillian breaks down the six essential areas every creative needs to understand to build a sustainable, profitable business and create long-term financial stability without giving up the work they love. Whether you're currently "checking your bank account and vibing" or you're ready to get more strategic with your money, this episode will help you take the next step. Inside This Episode, You'll Learn: How to manage inconsistent income with a simple cash flow planning systemWhy understanding your pricing is the key to building a profitable businessThe biggest tax mistake creatives make (and how to avoid it)How retirement planning actually works when you're self-employedWhy your money mindset may be impacting your financial results more than you realizeHow to use your financial data to grow your business intentionally and sustainably Jillian's Favorite Reminder: "You don't have to choose between being creative and being financially secure. You can build a life you love using your art, your creativity, and your gifts while also creating stability, peace of mind, and a plan for the future." Want More Support? Breadwinner is Jillian's 12-month group coaching program designed to help creatives build money confidence, pay themselves well, and create a sustainable business that supports the life they want. Learn more at:👉 jilliantoddcoaching.com/breadwinner If this episode resonated with you, send Jillian a DM on Instagram @_jilliantodd and let her know what stood out most.

  5. Mar 2

    You Just Became a Breadwinner… Now What?

    The Money Confident Podcast with Jillian Todd Episode 10: You Just Became a Breadwinner… Now What? So you joined Breadwinner (or you’re this close to signing up)… but you’re wondering: what actually happens after you enroll? In this episode, Jillian gives you a peek behind the scenes of what your year inside Breadwinner will really look like. From onboarding to coaching calls to getting the support you need when life throws a money curveball, this episode is your roadmap for what’s ahead. Inside This Episode, You’ll Learn: What happens the moment you join Breadwinner (spoiler: no waiting around) Why Jillian offers a bonus 1:1 call for waitlist signups and what you can use it for How monthly coaching calls + co-working “Get Sh*t Done” sessions help you take action in real time What the on-demand training library includes,  from cash flow workshops to retirement planning guides and more  Why you’ll never feel lost in the group chat (hint: there’s a warm welcome waiting!) How quarterly 1:1 calls give you custom support all year long Here’s What You’ll Get When You Join: ✔️ Bonus 1:1 onboarding call (if you join from the waitlist)✔️ Immediate access to all trainings  ✔️ One-click Google Calendar sync for all Breadwinner calls ✔️ Access to Jillian via Voxer M–F for questions between sessions ✔️ Monthly coaching calls focused on real-world money strategy ✔️ Monthly Get Sh*t Done calls to finally knock out that financial to-do list ✔️ Quarterly private Zoom calls with Jillian to go deep on your goals Jillian’s Favorite Part: “You don’t have to figure everything out in 6 weeks. Inside Breadwinner, you’ve got support all year long — when big wins happen, when hard stuff comes up, or when new questions arise. I’m here for all of it.” Ready to Join Breadwinner? Doors open again soon. Join the waitlist now to lock in your bonus 1:1 call and be first to know when enrollment begins: 👉 jilliantoddcoaching.com/breadwinner Got questions? Slide into Jillian’s DMs on Instagram! She’d love to chat and help you decide if it’s the right fit.

  6. Feb 9

    Stop Saying You Hate Taxes — Here’s What to Do Instead

    The Money Confident Podcast with Jillian Todd Episode 09: Stop Saying You Hate Taxes — Here’s What to Do Instead If you’ve ever muttered “I hate taxes” under your breath (or screamed it into the void), this one’s for you. In this empowering, no-nonsense episode, Jillian gives you a Money Mom butt-kick to stop spiraling about taxes and start taking back control. Because avoiding your tax strategy doesn’t protect you, it just keeps you from building wealth. In This Episode, Jillian Breaks Down: Why saying “I hate taxes” keeps you in victim mode, and what to do instead What a write-off actually is (Schitt’s Creek fans, you’ll appreciate this) How to stop guessing and start getting the deductions you actually deserve Her favorite tax-saving moves for creative business owners (from S-Corps to retirement accounts) What to do if you’ve been letting tax stress simmer in the background all year Tax Tools Jillian Recommends: ✅ Get all the write-offs you deserve by staying on top of your bookkeeping ✅ Know your retirement options (yes, even if you’re self-employed) ✅ Explore your eligibility for S-Corp election ✅ Hire your kids, donate to causes you care about, and contribute to your future — all while reducing your tax burden Upcoming: QuickBooks for Creatives Workshop 🧾 Live co-working session in March (with coffee + croissants, virtually!) 📚 Access to all trainings ahead of time 🧠 Get unstuck live — Jillian will help troubleshoot your QuickBooks with you 🗓️ Doors open Feb 23, 2026 🎧 DM Jillian @_jilliantodd to say “heard it on the pod” and get an early bird discount Jillian’s Reminder: “Stop giving the government more money than they deserve — especially when you could be using it to support your family, your future, and your financial freedom.” Have tax Qs or want to build your own custom strategy? DM Jillian or inquire via her site! She’s happy to help you make a plan that actually supports your life and your business.

  7. 12/01/2025

    Tax Strategies for Creative Business : S-Corp vs. LLC

    🎙️ The Money Confident Podcast with Jillian Todd Episode 08: Tax Strategies for Creative Business : S-Corp vs. LLC  You've probably heard the buzz: "Become an S-Corp and save thousands on taxes!" But is it really worth it for your creative business? In this episode, Jillian breaks down what most accountants, Instagram tax influencers, and financial bros won’t tell you — the real pros, cons, and math behind filing as an S-Corp vs. staying an LLC (or sole proprietor). By the end, you’ll know whether this move belongs on your to-do list or if it’s time to scratch it off for good. ✨ 💼 In This Episode, You’ll Learn: The difference between an LLC, S-Corp, and sole proprietorship (and how each affects your taxes) What self-employment taxes actually are — and how S-Corp status helps reduce them Why “putting yourself on payroll” is required for S-Corps (and how to do it right) How to determine a “reasonable salary” (and why the IRS cares) Plus a Jillian walks through a real client example: how one photographer gave herself a $10k raise without paying more tax 🔎 Not Sure If This Is For You? Download Jillian’s S-Corp vs. LLC Calculator Plug in your revenue, expenses, and salary to see if switching to an S-Corp makes sense for your business. 🧾 Jillian's Reminder: “An S-Corp can absolutely save you money, but only if your business is ready for it — and you're managing it correctly.” 📬 Want Personalized Support? DM Jillian on Instagram @_jilliantodd with your numbers or questions — she loves helping creative business owners get clarity on this stuff.

  8. 11/03/2025

    The Magic of Get Sh*t Done Calls

    🎙️ The Money Confident Podcast with Jillian Todd Episode 07: The Magic of Get Sh*t Done Calls Have you ever had something on your to-do list for way too long? Like: ⏳ Opening your Roth IRA 📊 Finally catching up on bookkeeping 📬 Sending that price increase email 🧾 Paying your quarterly taxes In this episode, Jillian shares one of the most powerful tools inside her signature program, Breadwinner, the Get Sh*t Done Calls, and why they’re the secret weapon for actually following through on the money tasks you keep avoiding. 💡 In This Episode, You’ll Learn: ​What a Get Sh*t Done call actually is — and how they’re different from normal coaching or accountability​Why even financially savvy creatives still procrastinate the “scary” money tasks​How body doubling and community support can radically shift your momentum Actual Tasks Breadwinner Clients Have Completed on GSD Calls: ​Gotten caught up on months of bookkeeping​Filed their own taxes with Jillian’s support​Sent scary client emails (price raises, renewals, etc.)​Reworked their entire pricing strategy using Jillian’s profitability tool​Paid their quarterly taxes on time​Opened and funded retirement accounts (Roth IRA, SEP IRA, etc.)​Mapped out new offers and launched them on the spot​Set up consistent salaries and automated transfers 💬 Jillian’s Take: “It’s not just about giving you the plan. It’s about helping you implement it. These calls are baby steps toward full money confidence.” Breadwinner isn’t just about learning what to do — it’s about actually doing it with expert support and an encouraging community. The GSD calls are a standout part of what makes this program so unique and successful. Want in? Doors to Breadwinner open again soon. Head to jilliantoddcoaching.com/breadwinner to get on the waitlist or apply! DM Jillian on Instagram @_jilliantodd  to let her know which task you’ve been procrastinating (and want to knock out on the next Get Sh*t Done call)!

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If you're a small business owner wanting to achieve vision-board-worthy financial goals, you're in the right place. Tune in for finance tips, budgeting advice, and real money chats specific to creatives, artists, and small business owners. Because you're DONE just piecing things together and wishing for the best.

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