Money Confident Podcast: Finance Tips, Budgeting, and Cash Flow for Small Business Owners · Episode 14 · August 7, 2026 · 18 min

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 growth How group coaching creates a safe space to ask the questions you're afraid to ask Why hearing someone else's coaching often leads to your biggest breakthroughs The surprising advantages of learning from creatives in completely different industries How Jillian's first mastermind changed the way she thinks about coaching Why accountability feels different when you're working toward a goal alongside others The 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.