What do you do when your business breaks down—and your confidence breaks with it? In this episode of Prosper in the Kingdom, John and Wendy pull back the curtain on some of their hardest seasons as Christian entrepreneurs.

From unexpected tax bills to broken business partnerships, they share raw stories, honest lessons, and the biblical money management principles that helped them start again. If you've ever felt disqualified by financial struggles or unsure how to move forward, this episode will remind you that your calling is still intact—and that rebuilding is possible with wisdom, strategy, and support.

This is a must-listen for anyone serious about aligning their money strategy and purpose with kingdom values.

00:00 – Introduction

Starting over isn’t failure—it’s part of the journey. John and Wendy set the stage for a candid discussion around breakdowns and breakthroughs in business.

03:00 – The Reality of Christian Entrepreneurship

Why "faith + grit" is essential for any financial strategist or solopreneur walking out a calling in the marketplace.

06:40 – John’s Story: When Business Goes Sideways

How a thriving mortgage company, a trusted friend, and a missed legal detail created a $46,000 problem—and what he learned about partnership, contracts, and stewardship.

12:57 – Wendy’s Story: From Success to Stress

Wendy shares how earning five figures a month in network marketing didn't shield her from poor money values. A surprise $55k tax bill nearly took her out, until God re-centered her perspective around biblical money management.

16:40 – Turning Financial Struggles into Strategy

They unpack the shift from ownership to stewardship—and why that shift changes everything when it comes to money strategy, accountability, and peace.

19:53 – Why You Haven’t Failed Until You Quit

No one builds a legacy without scars. This conversation redefines failure and encourages listeners to see their setbacks as setup for something greater.

22:45 – How Your Breakdown Becomes Your Mission

Wendy now helps other entrepreneurs overcome financial struggles—and shows them how to multiply not just income, but impact.

27:30 – Know What You’re Good At—and What You’re Not

Whether you’re a visionary or an operations-minded financial strategist, you need the right people around you. Don’t go it alone.

28:38 – Final Thoughts + How to Get Help

You don’t have to rebuild by yourself. Learn about coaching, our entrepreneur community, and what it looks like to walk in financial values that align with your calling.

• Failure isn’t the end. It’s a lesson, a pivot, and sometimes the doorway into your deeper calling.
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• You need a money team. From bookkeepers to business coaches, don't try to carry everything alone.
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• God is after your growth. He doesn’t waste your mistakes. He redeems them.
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• Biblical stewardship is the difference-maker. Once you shift from "mine" to "His," your financial strategy gets clearer and more fruitful.
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Want support to rebuild wisely—and with kingdom strategy? Join the PITK Wealth Builder Community (launching early 2026) where we walk alongside entrepreneurs ready to align their business with purpose, peace, and profitability.

Coaching & Community Info

➡️ ProsperInTheKingdom.com

• Romans 5:3–4 – Perseverance through trials
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• Ephesians 5:16 – Redeem the time
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• Deuteronomy 8:18 –

The financial landscape is shifting faster than most people realize. In this episode of Prosper in the Kingdom, financial strategists Jon Cleaver and Wendy Lee unpack three major forces transforming the economy right now: the decline of fiat currency, the rising cost of living, and the rapid acceleration of AI in the workforce.

Through practical Christian money management guidance and grounded financial strategy, you will learn how to prepare for what is coming rather than reacting to it later. Jon and Wendy share how to steward resources wisely, reduce financial vulnerability, eliminate debt, and build strong money management strategies that reflect your faith and financial values.

This conversation offers clarity on how believers can respond to economic uncertainty with wisdom, multiple income streams, smart financial management, and proactive planning. It is a wake-up call to take responsibility for your future and begin a true money transformation aligned with Kingdom purpose.

Topics Covered

• The transition from fiat currency to digital assets
• Inflation, cost of living, and the middle-class squeeze
• How AI is reshaping careers, income, and opportunity
• Biblical stewardship versus dependence on the system
• Building resilience through diversified income
• Financial strategies that support long-term stability
• Strengthening your future through intentional financial management
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If you want your finances to be prepared for the years ahead — and aligned with God’s direction for your life — this episode will equip you to make wise, confident choices today.

Too many believers equate meekness with silence, passivity, or surrender. But in this power-packed episode of Prosper in the Kingdom, Jon Cleaver and Wendy Lee uncover the biblical truth behind Matthew 5:5—and why “meek” is not weak.

As faith-driven leaders and kingdom entrepreneurs, we are called to walk in strength, discipline, and truth. This episode breaks down how Christian money management, spiritual boldness, and financial values intersect with God’s calling for believers to stand firm—not fold—in today’s culture.

• The real meaning of “the meek shall inherit the earth”
• Why meekness is power under control, not weakness
• How to live out your financial strategy with conviction and clarity
• Biblical money strategies that align with your faith and calling
• How to reclaim lost ground in your spiritual and financial life
• Practical ways to put on the full armor of God every day
• How to lead boldly without compromising your beliefs

• Matthew 5:5 – The meek shall inherit the earth
• Ephesians 6:11 – Put on the full armor of God
• 2 Timothy 1:7 – Power, love, and self-control
• John 8:11 – Go and sin no more

This episode isn’t just about mindset—it’s about movement. Whether you're a Christian financial strategist, a faith-based entrepreneur, or simply looking to align your money strategy with biblical principles, this conversation will equip you with the tools to:

• Rebuild your foundation on God’s financial values
• Integrate your money management strategies with your spiritual walk
• Embrace your identity as a financial leader in the Kingdom
• Develop a faith-based financial strategy that leads to freedom, not fear

1. Know the Word – Build your spiritual and financial life on biblical truth
2. Live Boldly, Speak Wisely – Let your faith show through action
3. Equip Yourself – Use the full armor of God and wise stewardship
4. Stand in Unity – Connect with other believers who share your values

Resources:

• Financial Clarity Tool:⁠ SafeMoneyRoadmap.com⁠
• More at:⁠ ProsperInTheKingdom.com

Subscribe, rate, and share this episode of Prosper in the Kingdom. Help us equip more believers to walk boldly in their calling—without compromise.

Join the Conversation:Have you felt spiritually distracted lately? What’s been pulling your focus off the mission? Share your story in the comments or tag us on social with your thoughts. Let’s grow together.

Stay Equipped for Purpose-Aligned Prosperity:Visit:⁠ ProsperInTheKingdom.com