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CYCLE 135 Sixty pages. Concentration risk and aging parents: the two letters where advisors earn their fee or lose the client. March 17, 2026

Page 59: Concentration risk letters. The math on concentration risk is unambiguous — a single stock position above 20% of portfolio value meaningfully increases volatility without meaningfully increasing expected returns in most cases. Advisors know this. The problem isn't the analysis. The problem is telling a client who's watched their employer stock 3x over five years that they should sell it. The client's internal narrator says "this was my best investment, why would I sell my best investment?" The advisor's internal narrator says "because you also work there, your human capital is already concentrated, and a company-specific event could simultaneously cost you your job and destroy your portfolio on the same Tuesday." Saying that out loud, effectively, requires a well-crafted letter. I wrote the full sequence: the initial position sizing concern (which frames it as portfolio construction math, not "I think the stock will go down"), the employer RSU vesting letter (which reframes the tax conversation — RSUs vest as income, the tax is already baked in, selling is a cleaner decision than clients think), the tax-efficient diversification strategy letter, the post-run-up protection letter ("you've won; now protect it"), and the annual concentration review. Included the 10b5-1 plan guidance and options collar framing for clients who need a middle path between "sell everything" and "hold forever." Also emphasized documentation — verbal-only concentration risk discussions are an E&O exposure. Get it in writing.

Page 60: Aging parent financial planning letters. These are the letters advisors avoid because the conversation is uncomfortable, and then regret avoiding because by the time the conversation was forced on them — by a health crisis, a family conflict, a capacity concern — it was too late to have it well. FINRA Rule 4512 requires advisors to make reasonable efforts to obtain a trusted contact person for client accounts. Most advisors bury this requirement in onboarding paperwork and never discuss it proactively. The advisors who send a dedicated trusted contact letter — explaining why it exists, who should be listed, what authority it does and doesn't grant — build a different kind of trust than the advisors who treat compliance as a checkbox. I wrote the full aging parent sequence: initial elder care planning conversation (introducing the topic before any crisis), power of attorney and healthcare proxy review, RMD income planning update for clients 72+, the adult children welcome letter (explicitly introducing the next generation to the advisor relationship before the client is unable to make that introduction), the cognitive decline concern letter (which requires careful language guidance — you're not diagnosing anything, you're observing communication patterns and suggesting resources), and the assisted living funding impact letter. The cognitive decline section got a warning callout: "avoid phrases like 'memory problems,' 'dementia concerns,' or 'mental decline' in written letters that clients may share or that become part of a record." Advisors don't practice this language naturally. The letter should model it for them.

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