Should the S&P go higher? Today we discuss that and more in this wide-ranging episode. We talk the markets, and warn that investors often cling to bad positions instead of reassessing when wrong, noting that current valuations are stretched and the market appears overextended. There is rising corporate caution during earnings season, weak performance among consumer staples and cyclicals, and the growing dominance of the “Magnificent Seven” tech stocks in driving the S&P 500’s gains. AI-related capital expenditures and record margin debt levels suggest heightened risk, so you should remain defensive and patient as market conditions soften despite entering a historically strong seasonal period. Today we discuss...
- New York City’s election of a socialist-leaning mayor and question how it might impact the city’s historically capitalist foundation.
- Drawing a parallel to investing, we stress the need to reassess assumptions when investments go against you instead of clinging to them.
- The current market is overextended, with valuations significantly above historical trends and a concentration in a few large tech stocks.
- Consumer cyclicals and staples, normally defensive areas, have underperformed, suggesting caution for risk-averse investors.
- The “Magnificent Seven” tech stocks are disproportionately driving the S&P 500’s performance, masking weakness in the broader market.
- AI-related capital expenditures are rising sharply, but returns on these investments remain minimal, highlighting potential overhype.
- Margin debt has reached record levels, indicating elevated risk if market sentiment shifts.
- Earnings season shows that even companies beating expectations may see stock declines, signaling that much of the positive news is already priced in.
- Weak market breadth—many stocks declining while a few outperform—indicates fragility and higher potential volatility.
- While a correction is possible, seasonal trends historically make late November through January a strong period for markets.
- Inflation is picking up modestly, while interest rates are being lowered, creating a complex environment for fixed-income investors.
- Private credit and real estate markets are showing early signs of stress, particularly as products are increasingly marketed to retail investors.
- Investors are advised to watch for opportunities in mispriced assets but remain cautious due to market overvaluation and potential downside risks.
- Overall, the discussion emphasizes patience, caution, and careful risk management amid uncertainty in politics, markets, and emerging technologies.
"Cash is not trash... Cash is King" - Kirk Chisholm
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Today's Guest: Kirk Chisholm
Kirk Chisholm is a Wealth Manager and Principal at Innovative Advisory Group, an independent Registered Investment Advisor located in Lexington, MA. He has been providing wealth management services to individuals, executives, entrepreneurs, and their families since 1999. He is an outside the box thinker, risk manager, inflation expert, blogger, podcaster, and all-around interesting guy. Kirk is dedicated to developing lasting relationships with all of his clients and their families. One of the benefits of working with Kirk is his patience, empathy, and his ability to provide clear and easy-to-understand explanations to complex financial topics.
Kirk developed a unique philosophy for the wealth management industry called Risk Management First. The medical field has a similar way of thinking of “first do no harm”. This philosophy focuses on risk management for clients in all aspects of their lives in ways the industry does not address. Risk management does not stop with investments. It also requires working closely with other professionals to address areas of their financial lives not currently being met.
In 2008, Kirk co-founded Innovative Advisory Group to address the needs not being addressed by the wealth management industry. It started with specializing in alternative assets held in retirement accounts (i.e. self directed IRAs/401ks). Then the company expanded into the specialization of college funding (i.e. planning, strategy, and paying the least possible for a high quality education), Risk Management First, exit planning for business owners, advanced planning (estate, tax, etc), and providing practice management and leadership training to other financial advisors, accountants and attorneys.
Kirk's Online Presence:
Today's Panelists
- Kirk Chisholm | Innovative Wealth
- Douglas Heagren | Pro College Planners


