Permission to Spend: A System for Living Off What You've Built with Connor Tyson of Progress Solutions LLC

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 problemThe four-bucket framework that creates a monthly paycheckThe three phases of retirement spending: go-go, slow-go, no-go yearsHow the Rule of 72 reload keeps wealth growing while you spendTax bucket strategy for retiring before 59½Why permission to spend is the most underrated retirement skillEscape The Clock Resources:The Book: www.escapetheclock.com/book The Planner: www.escapetheclock.com/toolkitThe Podcast: www.escapetheclock.com/podcast1:1 Help: www.escapetheclock.com/scheduleFree Weekly Insights: www.escapetheclock.com/subscribeEpisode 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-DeathThe first five years of retirement are the critical danger zone — Morningstar (2025) https://www.morningstar.com/retirement/whats-safe-retirement-withdrawal-rate-2026Senior 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-surveyRetirees unprepared for the shift from saving to spending — Kiplinger (2026) https://www.kiplinger.com/retirement/retirement-planning/the-average-retirement-withdrawal-rate-by-ageConnect with Connor:Website: https://progressfc.com/Facebook: https://www.facebook.com/connorthefinancialcoachInstagram: https://www.instagram.com/connorthefinancialcoach/LinkedIn: https://www.linkedin.com/in/connor-tyson-chfc%C2%AE-07391a45/Support the podcast:Leave a rating & review.Share this episode with others.Join the newsletter at www.escapetheclock.com/subscribeThis information is for educational purposes only and not financial advice. Consult a qualified professional for personalized guidance.