Two Trails Financial Planning
Risk Compass Part 2: Navigating Investment Risk
About 5–7 minutes
Getting Started
Welcome
Now let's shift from life risks to investment risk specifically. This part of the Risk Compass™ measures your risk tolerance — how you experience and respond to market volatility — alongside your time horizon. Because retirement and non-retirement accounts often serve different purposes, we look at each separately.

Just like in Part 1, there are no right or wrong answers. The more honestly you respond, the more useful this will be for your planning.
First name
Last name
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Risk Tolerance
March 2020 — The COVID Crash
Between February 19 and March 23 of 2020, the S&P 500 fell roughly 34%. We want to understand what that period was like for you — not just what you did, but what it felt like.
Did you own investments during this period?
In response to the COVID crash, what did you do with your stock investments?
How strong was the temptation to sell or make changes?
In a few words, what was that period like for you?
Risk Tolerance
2022 — Rising Rates & Inflation
In 2022, both stocks and bonds declined significantly as interest rates rose sharply. It was unusual — traditional "safe" assets didn't provide their usual cushion.
Did you own investments during 2022?
In response to the 2022 downturn, what did you do with your stock investments?
How did you feel when both stocks and bonds were declining?
Anything you'd add about how 2022 felt?
Risk Tolerance
How Volatility Feels
These questions are about how volatility and financial uncertainty actually feel to you — not how you think they should feel.
If your portfolio dropped 20% in the next month, your first instinct would be to:
When you imagine a significant decline in your portfolio balance, which best describes how it feels?
"I understand that market downturns are a normal part of investing." When markets are actually falling, how true does this feel?
When you check your portfolio during a volatile period, how does it usually feel?
When your investments have a particularly good month, how does that feel?
Think about a past financial decision you wish you'd made differently. Which is closer to your experience?
Time Horizon
When You'll Need the Money
Time horizon is a key input because it determines how long your investments have to recover from a downturn. We assess retirement and non-retirement accounts separately because they often serve different purposes on different timelines. If you have goal-specific accounts like 529 education savings or HSAs, we'll discuss those separately in your planning meeting.
Approximately how many years until you plan to start drawing from retirement accounts?
This includes IRAs, Roth IRAs, 401(k)s, 403(b)s, pensions, and similar accounts.
Do you have non-retirement investment accounts (brokerage, taxable, etc.)?
For the majority of your non-retirement investments, when do you expect to need that money?
Your best guess is fine — we can refine this together in your planning meeting.
Will you need a portion of these funds on a different timeline than the rest?
When will you need that portion?
Roughly what portion of your non-retirement investments will you need on that earlier/different timeline?
How comfortable are you with risk in your retirement accounts specifically?
Think about your 401(k), IRA, or other retirement savings.
How comfortable are you with risk in your non-retirement accounts?
Think about any brokerage or taxable investment accounts.
Almost Done
Final Thoughts
You've given us a great picture of how you think about investment risk. Before we put your report together, is there anything else on your mind?
Is there anything else you'd like us to know about your investment goals, concerns, or circumstances?
For example: an upcoming life change, a specific worry about the markets, something you've been meaning to ask a financial advisor — anything at all.
Please answer all questions above to continue