Risk, Reward, & Record Highs

Jun 11, 2026 · 56m
Risk, Reward, & Record Highs
Description

Nearly every major index is at a record high — and everyone’s asking the same question: is this the beginning of something great, or the end of something that’s gone...

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Nearly every major index is at a record high — and everyone’s asking the same question: is this the beginning of something great, or the end of something that’s gone too far?This week on Money On Tap, Ben Brayshaw and Dan Michelon take that question apart with 75 years of market history, a few statistics that genuinely surprised them, and a clear look at what a record high means for you — whether you’re decades from retirement or already drawing income.What you’ll learn:
  • The Fidelity data showing investing at an all-time high beats investing on a random day
  • Why a record high is usually a signal of a healthy economy, not a top
  • A walk through 1982, 1987, 1995–1999, 2000, 2009, and 2020
  • Why today’s AI market looks more like 1995 than the 2000 dot-com bubble
  • Why timing the market is a loser’s game — and why taking profits isn’t fear
  • Sequence-of-returns risk — why the first years of retirement decide everything
  • Buffered ETFs — staying in the market with downside guardrails
  • Annuities with lifetime income and long-term-care riders
Plus Money In The News:
  • American financial literacy hits a 10-year low — U.S. adults answered just 47% of the TIAA Institute’s 2026 questions correctly (Yahoo Finance, Kerry Hannon)
  • America’s data-center build-out falls behind schedule — Google’s $80B equity raise and what it signals about AI’s real cost (WSJ, Katherine Blunt)
  • Exxon chief warns oil could spike to $160–$170 a barrel as strategic reserves run thin (Fox Business, Robert McGreevy)
Mentioned on air: Our short sequence-of-returns risk video — watch it at brayshawfinancial.com.Read the companion blog: brayshawfinancial.com/blog
Schedule a free consultation: app.greminders.com/t/9f3ce72e/initialconsulta
Full Money On Tap episode library: brayshawfinancial.com/money-on-tapContact Us
Phone: 855-226-8551
Email: info@yourmoneyontap.com
Office: 116 South River Road, Bedford, NH 03110
Web: brayshawfinancial.com

  • What are the biggest retirement mistakes to avoid?
    The ones we see most: treating retirement like the accumulation years instead of shifting to a distribution mindset; ignoring sequence of returns risk, where early losses plus withdrawals compound against you; claiming Social Security without a strategy, a largely irreversible decision; assuming taxes will automatically be lower in retirement while RMDs, Social Security taxation, and IRMAA quietly stack; following a flat withdrawal rule instead of building an income plan around foundational expenses; leaving healthcare and long-term care unpriced; and making family gifts whose 20-year opportunity cost the plan can't afford. Every one is avoidable — with planning done before the problem arrives, not after.
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Author Seth Krussman & Ben Brayshaw
Organization Seth Krussman & Ben Brayshaw
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