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The After Work Entrepreneur

The After Work Entrepreneur

By: Cathy E. Smith
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About this listen

Welcome to The After Work Entrepreneur podcast, where we guide entrepreneurs building their business after work on their journey from extra income to a 9 to 5 exit strategy. Join us as we provide training, share lessons learned, and dive into stories from our host and guests about their successes and challenges in growing their businesses on the side. Whether you're balancing a side hustle with your day job or aiming to make the leap into full-time entrepreneurship, this podcast is your go-to resource for practical advice and inspiration. Tune in to learn how to turn your passion into a thriving business and make your entrepreneurial dreams a reality.

2024 cathyesmith
Economics Leadership Management & Leadership Marketing Marketing & Sales
Episodes
  • Moving From Hustle to Structure: Smart Planning for Entrepreneurs
    Feb 3 2026

    Welcome back to the After Work Entrepreneur Podcast! In this episode, Cathy E. Smith takes us deep into the power of intentional planning for entrepreneurs, especially those balancing a side hustle with the nine-to-five grind. If you’ve ever found yourself working late nights, constantly busy but unclear on your progress—or feeling called to do more but unsure how to move forward—this conversation is for you.

    Cathy E. Smith explores why effort without clear direction can actually delay your success, and reveals how adopting a strategic mindset will not only protect your time and energy but help you create real, lasting results in your business journey. You’ll walk away with simple questions for self-reflection, actionable steps to cut unnecessary “busyness,” and tips on structuring your weekly routine with intention.

    Join us as we shift from sacrifice mode to strategy mode, and learn how to approach your next chapter as a confident, strategic leader—so you can build your dreams without burnout. It’s time to work smarter and move with purpose!

    entrepreneurship, side hustle, full time business, practical advice, inspiration, expertise, thriving business, entrepreneurial dreams, sacrifice, strategy, hard work, clarity, direction, success, overworking, alignment, exhaustion, self leadership, planning, decision making, outcomes, busywork, strategic goal, productivity, revenue, confidence, structure, weekly structure, relationship building, next chapter

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    7 mins
  • Stop Chasing Ideas: Master Passive Income Through Structure and Strategy
    Jan 27 2026

    Welcome to a fresh episode of the After Work Entrepreneur Podcast! Today, we’re diving into the reality behind passive income—no hype, no quick fixes, just actionable strategies for building lasting revenue streams. If you’ve ever bounced from one passive income idea to another, wondering why nothing seems to stick, you’ll want to listen in. Our host, Cathy E. Smith, explores the importance of having a plan, understanding your strengths, and validating your income ideas before chasing automation or the next trending business model. You’ll learn the difference between expensive experimentation and intentional, structured income—plus the three core elements that make passive income work: leverage, demand, and sequencing. Get ready to stop chasing ideas that don’t pay and start building the income that truly supports your entrepreneurial journey!

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    8 mins
  • From One Pay Check Prison to Passive Income Portfolio
    Jan 13 2026

    Welcome to another episode of "The After Work Entrepreneur." In this thought-provoking installment, host Cathy E. Smith challenges listeners to rethink what true financial stability really means. Are you playing it safe by relying on a single paycheck—or are you unknowingly taking a bigger risk than you realize? Cathy E. Smith unpacks the dangers of the "one pay check trap" and guides us through the essential mindset shift from paycheck dependency to building an income portfolio.

    Through relatable examples and practical reflection questions, Cathy E. Smith explains why diversifying your income isn’t just about hustling harder—it's about creating freedom, choices, and long-term wealth. Whether you’re contemplating your next career move or considering how to safeguard your future, this episode is packed with insights on how to strategically build multiple streams of income—before you actually need them. It's not about jumping ship tomorrow, but about planning your next chapter with intention and control. Tune in and discover how you can start building assets for a more stable and empowered financial future.

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    11 mins
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