Jen Conkey once had just 35 cents in her bank account. Today, she manages more than $160 million in assets across multiple industries.

In this episode of Out of the System, Leo Climaco and Jen Conkey discuss investing, financial freedom, entrepreneurship, wealth building, and creating income-producing assets.

They discuss:

• Growing up between two very different financial realities and the lessons that shaped her mindset
• Leaving a 22-year corporate career to pursue financial independence
• The moment she quit her job after being publicly humiliated in front of her team
• Why job security is often an illusion
• Her philosophy of living on 70%, investing 20%, and saving 10%
• The strategy of buying assets first and allowing them to fund your lifestyle
• Building a portfolio of more than 2,500 real estate units
• The four asset classes she invests in: real estate, oil and gas, self-storage, and dividend-paying investments
• Why adaptability will be one of the most valuable skills in the age of AI
• Creating long-term wealth through discipline, strategy, and consistent action

This episode explores investing, financial literacy, entrepreneurship, and the mindset required to build lasting wealth and financial freedom.

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