How the Fear of Rejection is Keeping You Broke with Financial Coach Lindy Yoshida

Discover how fear of rejection might be sabotaging your success and keeping you broke. Financial Coach Lindy Yoshida shares actionable tips to build confidence, overcome limiting beliefs, and unlock your financial potential.

Jan 10

Money and mindset are deeply connected, and yet so many entrepreneurs get stuck when it’s time to make bold moves with their finances. If you’ve ever hesitated to ask for the money you deserve or avoided putting yourself out there for fear of rejection, this post is for you.

In the latest episode of Superbloom, I had the honor of sitting down with Financial Coach Lindy Yoshida to tackle one of the biggest obstacles keeping entrepreneurs broke: the fear of rejection. We discussed how this fear sneaks into your business, sabotages your goals, and—most importantly—how to overcome it.

Let’s dive into the actionable insights and strategies Lindy shared so you can face your fears, build confidence, and unlock your financial success.

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What Does a Financial Coach Do, and Why Do You Need One?

Before we jump into the juicy details, let’s clarify what a Financial Coach is. Unlike financial advisors who focus on managing investments or accountants who handle taxes, a financial coach helps you improve your relationship with money. They guide you through the emotional and behavioral aspects of managing your finances, setting goals, and achieving them.

If you’re struggling with money blocks, overspending, or not earning enough in your business, a financial coach can provide the tools and accountability to turn things around. As Lindy explained, “Most people think their financial problems are about numbers, but they’re actually rooted in mindset.”

The Sneaky Way Fear of Rejection is Costing You Money

How Fear Holds You Back

Fear of rejection can show up in unexpected ways, from undervaluing your services to avoiding sales conversations altogether. For example, have you ever hesitated to send a proposal because you worried the client might say no? Or discounted your prices before the client even asked? These small actions (or inactions) might feel protective in the moment, but they’re actually sabotaging your success.

The Psychology Behind the Fear

Lindy explained that the fear of rejection stems from a primal need for acceptance. “Humans are wired to seek approval because, historically, rejection meant exclusion from the group, which was a matter of survival,” she said. While modern life is different, our brains haven’t caught up. Rejection feels personal, even when it’s not.

But here’s the truth: in business, rejection is inevitable. Lindy emphasized that it’s not a reflection of your worth but rather a natural part of growth.

How Fear of Rejection Sabotages Your Business Goals

1. Undervaluing Your Services

When you’re afraid of hearing “no,” you might undercharge for your services. This not only affects your bottom line but also sends a message to potential clients that you don’t value your own work. Lindy shared, “Pricing yourself too low attracts clients who undervalue your work, creating a vicious cycle.”

2. Avoiding Sales Conversations

Fear of rejection can also stop you from initiating sales conversations. If you’re not talking to potential clients, you’re not booking them. And guess what? You’re leaving money on the table.

3. Staying in Your Comfort Zone

Lindy pointed out that fear of rejection often keeps entrepreneurs playing small. Whether it’s avoiding networking events, skipping out on speaking opportunities, or not pitching high-ticket offers, staying in your comfort zone limits your growth.

Tips from a Financial Coach: How to Overcome the Fear of Rejection

Ready to kick fear to the curb? Here are Lindy’s top strategies for overcoming rejection and stepping into your financial power:

1. Reframe Rejection as a Learning Opportunity

Instead of seeing rejection as a failure, view it as feedback. Lindy explained, “Every ‘no’ gets you closer to a ‘yes.’ Learn from the experience and use it to refine your approach.”

For example, if a client declines your proposal, ask for feedback. Was it the pricing? The timeline? Use their input to improve your pitch for the next opportunity.

2. Build Confidence Through Small Wins

Confidence isn’t something you’re born with; it’s built through action. Lindy recommended starting with small, manageable steps to face your fear. For instance, set a goal to send one proposal this week or initiate a conversation with a potential client. Each small win will boost your confidence and make the next step easier.

3. Develop a Resilient Mindset

A resilient mindset is key to handling rejection. Lindy suggested affirmations and visualization techniques to help you stay positive. “Remind yourself that rejection is not a reflection of your worth,” she said.

Here’s a mantra to try: I am worthy of success, and rejection is just part of the journey.

4. Work with a Financial Coach

If you’re struggling to shift your mindset on your own, working with a financial coach like Lindy can make all the difference. A coach provides personalized guidance and accountability to help you navigate challenges and achieve your financial goals.

Why Confidence is the Key to Financial Success

Confidence and financial success go hand in hand. When you believe in your value, you’re more likely to:

  • Charge what you’re worth.
  • Approach potential clients without fear.
  • Handle rejection with grace and resilience.

As Lindy said, “Confidence is contagious. When you show up boldly, your clients will feel confident in you too.”

Real-Life Examples: Breaking Through the Fear of Rejection

Case Study: Sarah the Health Coach

Sarah, one of Lindy’s clients, struggled to raise her rates because she feared her clients would leave. With Lindy’s guidance, Sarah reframed her mindset, recognizing that her expertise was worth the higher price. Not only did her existing clients stay, but she also attracted new clients who valued her work.

Case Study: James the Consultant

James avoided pitching his services to larger companies because he feared they’d see him as unqualified. Lindy worked with him to build his confidence and craft a compelling pitch. Within six months, James landed his first corporate client, doubling his income.

Quick Recap: How to Stop Letting Fear Keep You Broke

  • Recognize that rejection is a natural part of business.
  • Reframe rejection as feedback and a learning opportunity.
  • Build confidence through small wins and positive affirmations.
  • Consider working with a financial coach to gain personalized support.

Take the Next Step: Your Financial Breakthrough Awaits

If this post resonated with you, now is the time to take action. Whether you’re ready to raise your rates, pitch your dream client, or simply shift your money mindset, remember: you don’t have to do it alone.


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