Why it Is so Hard to Get Ahead, Even When You Do Everything Right (Video)
In this 29 April 2026 published video, host Michael Bordenaro talks about how it feels like you’re following the “success blueprint” to the letter—getting the degree, working the overtime, and being responsible—yet the finish line keeps moving. This isn’t just a personal struggle; it’s a structural reality driven by several modern ‘headwinds’.
Since the late 1970s, worker productivity has skyrocketed thanks to technology, but real wages for the average worker have remained relatively flat. You are likely producing more value for your employer than previous generations did, but that value is being captured by shareholders and executives rather than being reflected in your paycheck. The “entry-level” bar has shifted. You often need a Master’s or years of unpaid internships just to get the same middle-class starting position your parents got with a high school diploma or a basic degree. In the past, “doing things right” included the security of a pension and stable corporate loyalty. Today, the burden of risk has shifted to the individual. You have to manage your own retirement (401k), navigate a volatile “gig” or “contract” economy, and handle skyrocketing education debt. One medical emergency or layoff can wipe out years of “doing everything right”.
The takeaway? The “game” has changed, but the instruction manual hasn’t been updated. Getting ahead now often requires more than just hard work—it requires aggressive financial literacy, niche skill stacking, and sometimes, a bit of luck.
https://youtu.be/T5p592k4W-4
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