The Retirepreneur Podcast

Most corporate veterans leaving a 30-year career assume consulting is their only independent income option. This episode examines a structurally different model that pays on a monthly retainer, embeds you as a part-time leadership team member, and does...

52.3% of U.S. businesses are owned by people 55 and older, and the average successful startup founder is 45 years old. If you have spent 30 years in corporate management, the data says you are better positioned to build a successful business than most ...

Most professionals 55+ pick a second-act business model based on what sounds appealing. The unit economics usually tell a different story. To hit $10,000 a month, consulting requires two clients at $5,000 each. Coaching requires ten clients at $1,000 e...

The corporate ladder may have stalled at 60, but the independent consulting market pays a premium for exactly the experience that corporate culture undervalues. This episode breaks down why consulting is mathematically the fastest, lowest-risk path to ...

Your LinkedIn profile is running a filter on every person who visits it. For professionals 55+ moving into consulting or coaching, that filter is probably rejecting the exact clients you want to reach. LinkedIn hosts over 1.3 billion accounts and 65 mi...

Most professionals using AI tools today are getting entry-level output from a tool capable of something far better. The problem is not your prompting skills. It is missing context, and fixing it takes about two hours of focused setup. This episode draw...

Research published in the Harvard Business Review, based on U.S. Census Bureau data covering millions of company founders, found that a 50-year-old founder is 1.8 times more likely to build a highly successful firm than a 30-year-old. Experience is the...

What if working just a few hours a week could protect your portfolio from permanent damage and lock in a 32% larger Social Security check for the rest of your life? That is not a theoretical scenario. It is the math behind soft retirement, and most fin...

Episode Summary One in four new entrepreneurs in the United States right now is between the ages of 55 and 64. Not a retirement trend. A fundamental economic shift. The U.S. management consulting market hit $59 billion in 2024, and the professionals be...

72% of professionals with 30 or more years of corporate experience step into the open market with no idea what anyone will pay them for. That is not a capability problem. It is a translation problem, and it is entirely solvable. In this episode, we bre...

After 30 or 40 years of building a career, most professionals approaching retirement are inventorying the wrong assets. 401(k). Social Security. Maybe a pension. The one thing that never makes that list — and may be the most powerful income-generating ...

3 Insights from New Media Summit 61% of Americans 50+ worry they will not have enough money to last through retirement — yet 30% of all small business owners in the United States are baby boomers, and 75% of them report being happy running their busine...

Stop Launching to Silence According to CB Insights, 42% of startups fail because there is no market need for their product or service. For professionals 55+ launching consulting or coaching businesses, that number is not abstract. It represents months ...

Your Second-Act Success Blueprint Nearly 1 in 3 U.S. entrepreneurs are 55 or older, yet most experienced professionals struggle to gain traction when they launch their second-act businesses. Why? They skip the foundation and jump straight to tactics, s...

Why 55+ Executives Fail Without Rebuilding the Corporate Scaffold Episode Summary Picture this: after 30 years of predictable Tuesdays filled with color-coded calendars and executive decisions, you retire. You sit down at your home desk on the first Tu...

How to Choose Your Course Topic After 30 Years of Expertise Episode Summary You've got 30 years of expertise, a blank document, and absolutely no idea where to start. The global e-learning market is racing toward $450 billion, and adults aged 55-64 are...

Episode Summary Picture this: You pour hours into crafting a comprehensive 15-page consulting proposal showcasing three decades of expertise—case studies, methodologies, testimonials, the works. You hit send, and then... crickets. Meanwhile, your compe...

Why Smart Professionals Undercharge (And How to Fix It) Episode Summary Here's a paradox that stops thousands of experienced professionals in their tracks: you've managed P&Ls worth millions, directed entire divisions, and built a 30-year track record ...

Why Pattern Recognition Beats Certification Episode Summary You've spent 25 years navigating corporate crises, scaling teams, and mentoring direct reports who became VPs. Now you're considering coaching—and suddenly you feel unqualified without a certi...

🎙 The First 30 Days: Building Systems That Turn Your Big Rock Into Action Episode Summary Why do 80-90% of people fail to achieve their major goals—not because they lack motivation, but because they never build a system to turn intention into daily act...

Episode Summary What if the biggest threat to your second-act success isn't lack of knowledge, capital, or experience—it's the 47 scattered goals you wake up with on January 1st? Launch the consulting business, master AI, write the book, build social m...

Episode Summary What if the biggest barrier to building your second-act business isn't lack of knowledge or resources—it's the mental weight of everything you haven't finished from your first act? That folder on your desktop from 2019 taking up 47MB of...

Why Self-Validation Beats External Success Episode Summary What if the biggest achievement of your second act isn't the business you build, the money you make, or the credentials you earn—but simply proving to yourself that you still can? At 63, Curt R...

Turn decades of expertise into online courses. 3 actionable steps: validate demand, use AI workflow, price for momentum. Perfect for professionals 55+. Episode Summary Every single day, 11,200 Americans turn 65—and an increasing number are choosing ent...

🎙 From Corporate Professional to Career Coach: Why Your Experience Is Your Billion-Dollar Asset Episode Summary Entrepreneurs in their fifties and sixties are twice as likely to succeed as founders in their thirties—yet the "who am I to coach?" The que...