Why do people with plenty of money still run into trouble in retirement? In this episode of Retire Right, Chris Kichurchak breaks down the real-world roadblocks that derail retirement—from inflation and taxes to lifestyle creep and outdated planning habits. Using relatable examples, including why high earners can still run out of money, Chris explains the shift from paychecks to “playchecks” and why retirement planning goes far beyond a legal pad and a rough budget. The conversation explores how income sources, spending habits, and tax decisions intersect, and why understanding your lifestyle costs is central to navigating retirement with clarity and intention.
If you’re ready to put your wealth in the right hands, schedule a complimentary consultation with Chris and his team today! Email info@iwadirect.com visit IWAdirect.com or call (216) 268-3888 to learn more.

When the IRS Forces You to Spend Your Retirement Money
17:49

Does the American Dream Really Cost $5 Million?
18:47

Are These Retirement Rules Past Their Expiration Date?
22:14