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Impactful Money Moves
Most financial advice aimed at people in their accumulation phase is built for a version of risk that no longer exists.
The prevailing narrative assumes this stage of life is forgiving. Income will keep rising, careers will remain broadly linear, and time will smooth out mistakes. Under that model, the guidance is familiar, maximizing growth, optimizing taxes annually, and accepting concentration as the price of upside.
That framing breaks down in the Bay Area.
Here, income is high but volatile. Wealth accumulates quickly, but unevenly, and is often concentrated in employer equity, real estate, private shares, and increasingly, large positions in the Magnificent 7 held through both portfolios and compensation. Major decisions are expensive and hard to reverse. Timing mistakes now tend to matter more than incremental optimization errors. We see this gap repeatedly. People who appear financially successful on paper yet feel constrained, overexposed, or behind where they believe they should be.
At Summitry, our work has been shaped by advising Bay Area professionals through multiple cycles, including booms, busts, IPO waves, layoffs, and career resets. The consistent lesson is that the highest-impact moves during the accumulation phase are less about maximizing outcomes and more about managing structural risk.
Here are five that matter most.
Treat Liquidity as a Strategic Asset, Not a Safety Net
In Summitry’s portfolio models, cash is not held for emergencies or near-term purchases. It is treated as a risk-free asset that provides flexibility to act decisively when markets dislocate or when portfolio adjustments are warranted. Used correctly, liquidity is not idle. We believe it is optionality.
This distinction matters because liquidity serves different purposes in different contexts. Financial planning is where emergency reserves and capital for major purchases, such as real estate, are identified and funded deliberately. Portfolio construction is where excess liquidity is held tactically, with the explicit intent of redeploying it when opportunities arise.
This is where planning does the heavy lifting. Without a forward-looking plan, liquidity decisions become reactive. Too little cash when optionality is needed. Too much when it is not. Planning surfaces upcoming decision windows, income volatility, concentration risk, and competing capital demands in advance, before they force poor timing. Selling assets under pressure, borrowing at unfavorable terms, or being unable to act because capital is trapped.
When planning and portfolio design are aligned, liquidity can become a source of leverage rather than drag. The objective is not to maximize cash balances, but to hold the right amount, in the right place, for the right reason, so that when opportunity appears, action is possible without compromise.
Reduce Employer Equity Concentration Earlier Than Feels Comfortable
Employer equity often becomes the dominant asset almost by accident. RSUs vest, options appreciate, private shares stay illiquid. Suddenly, a large portion of net worth depends on one company.
The logic for holding is understandable. You know the business, you see strong talent internally, and taxes make selling feel inefficient. Proximity bias does the rest.
What’s often underestimated is how concentration compounds across the entire financial picture. Income, bonuses, future career opportunities, and even housing exposure are frequently tied to the same sector or employer. When things go well, this feels efficient. When they don’t, the overlap is punishing.
Rather than making all-or-nothing calls, Summitry’s approach is typically rules-based and partial, designed to reduce catastrophic overlap without forcing premature exits. The goal isn’t to eliminate upside, but to prevent a single employer from controlling lifestyle and timing decisions.
Stop Treating Tax Strategy as an Annual Exercise
Most tax advice is delivered one year at a time. That’s convenient, but it misses how wealth is actually built in the Bay Area.
Some of the most costly tax mistakes we see aren’t about overpaying in a given year. They’re about decisions that feel tax-efficient now but quietly reduce future flexibility. Deferring diversification indefinitely because of capital gains, exercising options without considering future income cliffs, or ignoring how one year’s choice limits the next five.
At Summitry, tax strategy is framed across career phases rather than tax years. High W-2 periods, liquidity events, transition windows, and lower-income years each create different opportunities and constraints. When those phases are considered together, strategies that look suboptimal in isolation often prove durable over time.
The real objective isn’t minimizing this year’s bill. It’s preserving the ability to act when circumstances change.
Adjust Risk Around Career Transitions, Not Just by Age
Traditional risk tolerance frameworks rely heavily on age. If you’re in your 30s or early 40s, you’re assumed to have a high capacity for risk.
What that misses is how fragile certain moments can be.
Sequence-of-returns risk isn’t confined to retirement. It shows up acutely during career transitions. Leaving a high-paying role, starting a company, taking time off, or becoming more reliant on equity compensation. In those windows, a market downturn can do disproportionate damage, not because the portfolio is aggressive in general, but because cash flow has changed.
One of Summitry’s core planning principles is dynamic risk. Temporarily adjusting exposure around transitions and re-risking once stability returns. This is less about market timing and more about aligning portfolio risk with income reality.
Optimize for Durability, Not Precision
There are many reasonable ways to structure portfolios, equity strategies, and tax plans. Faced with multiple “good” options, people often delay decisions in search of the optimal one. Over time, that hesitation becomes its own risk.
The plans that hold up best are not the most finely tuned. They’re the ones that reduce ongoing decision-making. Clear rules beat constant judgment. Ranges beat exact targets. Fewer moving parts outperform intricate structures when life becomes noisy.
Summitry’s role is often to narrow the decision set, helping clients move from many defensible options to a smaller number of high-conviction choices that still work under stress.
What This Means in Practice
In practice, it can be helpful to address tax friction explicitly rather than letting it slow decision-making. Diversification tends to be more effective when approached deliberately, even when capital gains feel uncomfortable, and when concentrated employer stock is evaluated with the understanding that time or continued performance alone may not meaningfully reduce exposure.
Age is often treated as the primary input for risk tolerance, but it is only one factor. Risk is better understood in the context of income stability, equity compensation, career stage, and upcoming transitions, with portfolio exposure evolving alongside those realities.
Within a financial plan, liquidity is most effective when created in advance of major decisions. Holding cash intentionally for large purchases, career changes, or diversification opportunities can provide flexibility, rather than treating liquidity as excess or temporary. Concentrated positions are often easier to manage using clear, pre-defined rules, and tax decisions tend to be more durable when framed across career phases rather than isolated years.
Continue to refine and optimize the plan, while ensuring that optimization supports progress rather than delaying it.
A Final Thought
At Summitry, our work is centered on this idea. Integrating taxes, equity compensation, liquidity, and long-term portfolio construction into a single framework that supports decision-making when it matters most.
The goal isn’t to predict the future. It’s to build a structure that holds when something unexpected does and gives you the confidence to act when the moment arrives.
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