The Dollar’s Funeral Keeps Getting Rescheduled
2026-04-25
🔎 At a Glance 🏛️ Market Brief – Market Consolidates Recent Gains Last week, we noted that after the sharpest rally since May 2025, a correction was likely. Notably, those corrections come in two forms: a price pullback or a sideways consolidation. We got the latter. The S&P 500 churned between roughly 7,080 and 7,140 …
Continue reading »
4-18-26 Candid Coffee – Ask Us Anything
2026-04-24
Markets remain volatile, but the bigger story is how investors navigate the transition from accumulation to retirement with confidence.
Richard Rosso & Jonathan McCarty tackle the real questions that matter most: how IRMAA works and how to plan around it, what fiduciary fees actually deliver, and how to think strategically about Roth conversions in the context of taxes, Social Security, and long-term income planning.
We also dig into practical retirement decisions—balancing debt versus continued contributions, managing multiple retirement accounts, handling IRA inheritance rules, and planning healthcare coverage before and after Medicare eligibility. For those entering decumulation, we break down how to determine a sustainable withdrawal strategy, avoid underspending, and use tools
3-11-26 Q&A Day: Technical Breakdown in the S&P 500: What Comes Next?
2026-03-11
Jon Penn & Devoda Owens cover key financial planning and market topics affecting investors and retirees, beginning with market commentary on the Iran campaign and geopolitical risk, and what it could mean for energy prices, inflation expectations, and market volatility.
Jon & Devoda also discuss Social Security depletion projections, how investors should think about benchmarking portfolios, and the key considerations around when to claim Social Security benefits. Additional planning topics include estate planning when remarrying, insurance and long-term care strategies, preparing for healthcare inflation, and the role of life insurance and umbrella coverage in protecting assets.
We examine the recent value rotation narrative in markets and preview the upcoming CPI report and its
Oppenheimer: The Risk Calculus Has Changed
2026-03-07
🔎 At a Glance Give Us A Review ***** If you enjoy our work each week, could you be so kind as to leave us a review? It would be most appreciated. 🏛️ Market Brief – Markets Navigate Military Conflict It was a brutal week on Wall Street. The S&P 500 finished at its lowest close …
Continue reading »
1-16-26 Social Security Reform: Expansion or Cuts?
2026-01-16
Congress is debating major changes to Social Security—and the outcome could mean benefit expansion or future cuts. With trust fund shortfalls projected by 2033, lawmakers have introduced a wave of bills aimed at increasing benefits, changing cost-of-living calculations, and redefining how and when Americans claim Social Security.
Richard Rosso breaks down the key Social Security reform proposals currently circulating in Congress, what they would change, why most face steep political hurdles, and what these debates mean for retirement planning in the years ahead.
0:00 – INTRO
0:19 – Social Security’s Deadline for Survival
3:12 – The Importance of Checking Your SS Statement
5:57 – Lawmakers Looking at Social Security Reform
7:21 – Why Waiting is Worth it
10:48 – Safeguarding Social
Why Peak Confidence Is At Market Peaks
2025-11-28
When investors feel certain and in control, risk is actually at its peak.
In this short video, @Peter_Atwater and I discuss how this “comfort zone” blinds investors to uncertainty and inflates market optimism.
📺Full episode:
Catch me daily on The Real Investment Show: https://www.youtube.com/@TheRealInvestmentShow
Market Bubbles: A Rational Guide To An Irrational Market
2025-11-24
We’re hearing it everywhere: AI is in a bubble. The surge in capital, the parabolic stock charts, and the bold claims from CEOs all have a familiar rhythm. Nvidia’s valuation has soared, along with AI-related startups raising billions with little to no revenue. Investment in data centers, chips, and infrastructure is happening at a scale …
Continue reading »