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.

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.

🎙️ The Money Confident Podcast with Jillian Todd Episode 08: S-Corp vs. LLC — Should You Switch to Save on Taxes?

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.

🎙️ 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)!

🎙️ The Money Confident Podcast with Jillian Todd Episode 06:

Financial Advisor vs. Accountant vs. Money Coach: Who Does What (and Who You Actually Need)

There are a lot of money pros out there — and just as many buzzwords. Whether someone’s throwing around “CPA,” “tax advisor,” or “bookkeeper,” it can be hard to know who does what, who you need in your corner, and what questions to ask when hiring help.

In this episode, Jillian breaks down the different financial roles creative business owners might work with — and how to know which one is right for your stage of business.

In this episode, Jillian walks you through:

• What financial advisors actually do, and why it’s okay if you don’t need one yet

• How accountants, bookkeepers, and CPAs differ (and overlap)

• Why it’s essential to ask exactly what a CPA will and won’t do

• What tax accountants vs. tax advisors do and how to avoid year-end tax surprises

• What a money coach (like Jillian!) helps with — and why she’s not categorizing your transactions or managing your investments 😉

You’ll leave this episode with a clear understanding of each financial role, plus how to confidently advocate for yourself when hiring someone to support you and your business.

💡 Favorite reminder from this episode:

“Not all CPAs do the same thing. Ask questions. Get clear on what they actually do — and don’t do.”

Think you might need a money coach? Jillian helps creative small business owners understand their numbers, feel confident with cash flow, and build a simple, sustainable system for managing money. Learn more at www.jilliantoddcoaching.com

💛 Loved this episode? Send Jillian a DM @_jilliantodd and let her know which role you now finally understand — or share this episode with your biz bestie who’s not sure if they need a bookkeeper or a tax accountant.

🎙️ The Money Confident Podcast with Jillian Todd Episode 05: 3 Steps to Pay Yourself More Without Earning More (Workshop Replay!)

This special episode is a full replay of Jillian’s most popular live workshop: “Money Confident Creative: Three Steps to Pay Yourself More Without Earning More.”

If you’ve ever looked at your bank account and thought “I’m making more than ever… so why does it still feel like I’m broke?” — this episode is for you.

Whether you’re scared to spend, hoarding savings out of fear, or constantly worried about slow seasons and surprise tax bills, this replay will give you the clarity, confidence, and plan you need to move forward.

🎯 What You'll Learn in This Workshop: ✔️ The real reasons money still feels stressful, even when you're earning more ✔️ Why outsourcing to a bookkeeper or accountant doesn’t build confidence ✔️ The myth of "saving your way to safety" — and what to do instead ✔️ How to break out of money anxiety and finally feel in control of your cash

📣 Want Jillian’s Help? The doors to Breadwinner, Jillian’s 12-month coaching program for creative entrepreneurs, are now open!

Inside, you’ll learn to:

🧾 Manage inconsistent income with a budgeting strategy that works

📊 Predict taxes and reduce surprises with ease

🏡 Invest in your future (and upgrade your life now)

💵 Actually enjoy your money without guilt

✨ Build unshakeable confidence with a community of creative business owners

Join before October 7th and get a bonus 1:1 onboarding call to tackle your most stressful money task. 🔗 Apply now at jilliantoddcoaching.com/breadwinner

📬 Was this workshop helpful? Slide into Jillian’s DMs @_jilliantodd and tell her what resonated most — or send it to your creative biz bestie who needs to hear this.

🎙️ The Money Confident Podcast with Jillian Todd Episode 04: Maybe You Should Save Less (Yep, Really)

This one’s a spicy take. If you’ve been stashing money away, hoarding cash in a savings account “just in case,” or telling yourself you’re not ready to invest or spend until you’ve saved more… Jillian’s here to lovingly call you in.

In this episode, she shares why over-saving (yes, even with good intentions) might be keeping you from the next level of success in your business — and what to do instead.

Inside this episode, Jillian unpacks:

• The difference between responsible saving and fear-based hoarding

• Why having 20 months of expenses in your account isn’t actually helpful

• The problem with “I just don’t trust myself with money yet”

• How understanding your cash flow, tax strategy, and investment options will actually make you more money

• Why faith in yourself (and your ability to pivot) is more valuable than a bloated savings account
  

You’ll also hear how building financial clarity and trust in your numbers helps you release money anxiety, make smarter business decisions, and pay yourself more.

📅 Want to go deeper? Join Jillian’s FREE class: Money Confident Creative: 3 Steps to Pay Yourself More Without Earning More 🗓️ September 25 at 12 PM ET Learn how to stop over-saving, start optimizing, and feel good about your money. Save your seat → Money Confident Creative

💛 Was this the money pep talk you didn’t know you needed? Send Jillian a DM on Instagram @_jilliantodd or share the episode with a friend who has a very full savings account but zero clarity on what’s next.

🎙️ The Money Confident Podcast with Jillian Todd Episode 03: “I’d Rather Be Designing…” — A Client Story with Cass

In this powerful client interview, Jillian sits down with Cass, an interior designer who went from avoiding her numbers to confidently replacing her full-time salary — and making the leap to self-employment — all within six months of working together.

If you’ve ever told yourself you’d look at the numbers later, this episode is proof of what’s possible when you stop avoiding your finances and start taking aligned action with support.

In this episode, you’ll hear:

• How Cass went from financial avoidance to full-on Money Confident

• Why accountability (with a side of gentle nudging) was key to her growth

• How building and using a simple spreadsheet helped her make informed business decisions

• What finally gave her the courage to leave her 9-5 job and go full-time in her business

• Her real advice for other creatives thinking about investing in coaching

Cass shares honestly about what held her back, what helped her shift, and how coaching helped her finally feel safe looking at the numbers. (Spoiler alert: It’s not just about spreadsheets — it’s about empowerment.)

✨ What Cass said:

“It gives me confidence and safety to actually know the numbers. I can make better decisions when I know my numbers — and that’s changed everything.”

📅 Want similar results? Join Jillian’s upcoming free class on September 25th at 12 PM ET Money Confident Creative: 3 Steps to Pay Yourself More Without Earning More Save your seat → Money Confident Creative

💛 Loved this episode? Share it with a creative friend who's scared of spreadsheets and tag  @_jilliantodd — Jillian would love to hear what hit home for you!

🎙️ The Money Confident Podcast with Jillian Todd Episode 02: There's Always a New B*tch — Why Now Is the Right Time to Focus on Your Money

If you’ve been waiting for “the right time” to tackle your money… spoiler alert: it’s right now. In this honest, heartfelt, and hilarious episode, Jillian shares two stories — one from the food court at UGA and one from her hot girl summer — to lovingly call out one of the most common mindset blocks creative entrepreneurs face: “I’ll deal with my money when things slow down.”

Whether you're pushing off looking at your numbers, hesitant to make a change, or just generally feeling overwhelmed, this episode is the permission slip (and reality check) you need.

In this episode, Jillian unpacks:

• Why your life will never be completely calm — and why that’s okay

• Her iconic college quote: “There’s always a new b*tch” and how it applies to your finances 🫣

• What her post-breakup dating season taught her about self-sabotage, clarity, and decision-making

• Why committing to yourself (and your money) is often way easier than you think

• The financial (and emotional) benefits of facing your numbers with confidence — including sleeping better, paying yourself more, and not crying at your desk come April

✨ Upcoming Free Workshop: Money Confident Creative: 3 Steps to Pay Yourself More Without Earning More 🗓️ September 25th at 12 PM ET A free, live class where Jillian walks you through exactly how to pay yourself more (without raising your prices or launching something new). Save your seat → Money Confident Creative

💛 Loved this episode? Share it with a fellow creative who’s been procrastinating their numbers and tag @_jilliantodd — Jillian thrives on words of affirmation and would love to hear what hit home for you!

🎙️ The Money Confident Podcast with Jillian Todd Episode 01: Welcome Back! What I’ve Been Up To + How We Can Work Together

Welcome back to The Money Confident Podcast! After a hiatus, Jillian is back in your earbuds with a refreshed perspective, exciting updates, and a whole new season of financial wisdom tailored to creative entrepreneurs. In this reintroduction episode, she shares where she’s been since the last episode (hello, engagement 💍), what’s changed in her business, and what you can expect from the podcast moving forward.

In this episode, Jillian chats about:

• Why the podcast is back and what the new schedule looks like (hint: it’s manageable and sustainable 👏)

• What she’s been up to since 2021 — including coaching incredible creatives, traveling, and planning a wedding!

• Her signature group coaching program Breadwinner and how it helps creative business owners build calm, confident financial systems

• What it really looks like to go from money stress to money clarity

• The power of her quarterly workshops — like Tax Hacks for Creatives, QuickBooks for Creatives, and Cash Flow for Creatives — and why they’ve become so popular

If you're ready to feel less overwhelmed and more in control of your money as a creative business owner, you're in the right place.

✨ Resources & Links Mentioned:

• Follow Jillian on Instagram: @_jilliantodd

• Learn more about Breadwinner: www.jilliantoddcoaching/breadwinner

• Upcoming workshops and offers: www.jilliantoddcoaching/

💌 Love this episode?Let Jillian know by sending a DM on Instagram or sharing the podcast with a creative friend! Words of affirmation are always welcome. 💛