Most retirees don't fail because they didn't save enough. They fail because nobody taught them how to spend.

After forty years of climbing toward financial independence, the moment you are supposed to start enjoying it is the moment most people freeze. Connor Tyson is a Chartered Financial Consultant with over twenty-two years in the industry and the founder of Progress Solutions LLC, where he helps people engineer the descent from accumulation to confident decumulation. In this conversation, Connor breaks down the four-bucket framework that turns a portfolio into a monthly paycheck, walks through the three phases of retirement spending, explains the Rule of 72 reload that lets your wealth keep working while you live off it, and lays out the behavioral habits that separate retirees who run out of money from those who simply run out of permission to spend it.

Key Talking Points:

• Why decumulation is a psychology problem, not a math problem
• The four-bucket framework that creates a monthly paycheck
• The three phases of retirement spending: go-go, slow-go, no-go years
• How the Rule of 72 reload keeps wealth growing while you spend
• Tax bucket strategy for retiring before 59½
• Why permission to spend is the most underrated retirement skill

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Episode References & Resources:

• Americans fear running out of money more than death — Allianz Life (2025) https://www.allianzlife.com/about/newsroom/2025-Press-Releases/Americans-Are-More-Worried-About-Running-Out-of-Money-Than-Death
• The first five years of retirement are the critical danger zone — Morningstar (2025) https://www.morningstar.com/retirement/whats-safe-retirement-withdrawal-rate-2026
• Senior reliance on Social Security income — The Senior Citizens League (2024) https://seniorsleague.org/two-thirds-of-seniors-rely-on-social-security-for-more-than-half-their-income/
• Social Security trust fund depletion timeline — Social Security Administration (2024) https://www.ssa.gov/oact/trsum/
• Retirees unprepared for the shift from saving to spending — Charles Schwab (2025) https://www.aboutschwab.com/schwab-2025-retirement-readiness-survey
• Retirees unprepared for the shift from saving to spending — Kiplinger (2026) https://www.kiplinger.com/retirement/retirement-planning/the-average-retirement-withdrawal-rate-by-age

Connect with Connor:

• Website: https://progressfc.com/
• Facebook: https://www.facebook.com/connorthefinancialcoach
• Instagram: https://www.instagram.com/connorthefinancialcoach/
• LinkedIn: https://www.linkedin.com/in/connor-tyson-chfc%C2%AE-07391a45/

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This information is for educational purposes only and not financial advice. Consult a qualified professional for personalized guidance.