Your retirement plan is making assumptions about the world. This month tested all of them.
If nobody is designing this for you, what does designing it yourself actually look like?
If nobody is designing this for you, what does designing it yourself actually look like?

This month confirmed something that has always been true about financial planning, just more clearly than usual.
The conditions your retirement depends on are managed by people and institutions with priorities that have nothing to do with your specific financial future. Bond yields. Geopolitical summits. Regulatory changes. Public health infrastructure. A wave of trillion-dollar IPOs entering public markets. All of it moving for reasons that have nothing to do with whether your retirement holds up.
That has always been the case. This month made it unusually visible.
The question we end every month with is the same one we end every client conversation with. Is your financial plan happening by default or by design?
This month made that question harder to ignore.
[You can catch up on last week's issue here.]
Dexter Pierce, Founder
The month in numbers. The data points that defined May and what they tell us collectively.
What a month of turbulence actually reveals. The synthesis of four weeks of evidence and the single lesson underneath it.
The question worth asking this week. If the people making decisions that affect your financial life are not thinking about your financial situation, whose job is it?
A Financial Awareness Session. For the first time this month we are asking directly. If May raised a question about your own financial picture, here is where to start answering it.
$1.77 trillion — The valuation of SpaceX at its IPO price this week, making it the largest IPO in history. The company lost $4.9 billion last year. OpenAI and Anthropic, each approaching $1 trillion valuations, are expected to follow. A wave of trillion-dollar tech listings is about to deepen the concentration of the index most retirement accounts track.
5.046% — The 30-year bond yield that crossed 5% for the first time since 2007. The interest rate environment most retirement plans were built around is not coming back on the timeline most projections assumed.
6% — Wholesale inflation in April. The pipeline feeding consumer prices. The 3.8% consumers are feeling now is not the ceiling.
5 days — The gap between Trump leaving Beijing and Putin arriving. The summit produced real results. The context around it told a fuller story.
$54 billion — Capital freed up in the American banking system by regulatory relaxations. Protection that existed to absorb global shocks being quietly removed while those shocks are still unresolved.
15 percentage points — The decline in full-time employment among computer science graduates in three years. The labor market the next generation is entering looks fundamentally different from the one most retirement plans assumed.

Every month we follow the news to where it actually lands. Not where it makes headlines. Where it lands in your financial life.
May landed in a specific place.
The people and institutions responsible for managing the conditions your retirement depends on are managing them for their own reasons. That has always been true. This month the evidence arrived from multiple directions with unusual clarity.
A regulatory body proposed reducing the information investors receive about the companies they own. Banking safety buffers continued to erode across multiple major economies. Two disease outbreaks revealed a public health infrastructure with less capacity than most people assumed. Two world leaders held a summit followed five days later by one of them hosting a third world leader and signing documents that contradicted virtually everything discussed at the first meeting. And the world's largest IPO arrived this week with a company valued at $1.77 trillion that lost $4.9 billion last year.
None of this is unprecedented. None of it requires panic. What it requires is a clear-eyed answer to a question that this month made unavoidable.
If nobody is designing the financial environment for you, who is designing your financial plan?
Most people have never fully answered that question. Not because they are careless but because the financial industry has made it easy to mistake activity for design. Contributing to a 401k is activity. Monitoring a portfolio is activity. Adjusting an allocation is activity. None of it is the same as asking whether the foundation beneath all of that activity is solid enough to hold when the world behaves the way it has this month.
The households that absorbed May with the least disruption were not the ones with the best predictions about what would happen. They were the ones whose plan was built to hold regardless. Protection in place before the shocks arrived. Sufficiency built on guaranteed income that does not require the right people in the right rooms making the right decisions. Surplus sitting where it belongs in the sequence, on top of a foundation, not serving as one.
That sequence is what we mean by design.
By default, the financial system makes decisions for you. Tax-deferred accounts because they were easiest to open. Market-based retirement income because it was what the industry offered. Coverage limits set years ago and never revisited. An estate plan that reflects who you were rather than who you are.
By design, each of those decisions is made deliberately, in the right order, with a full picture of what it means for the life you are actually trying to build.
May did not change that argument. It illustrated it. Week by week. Story by story. With more clarity than most months provide.

A financial plan built by default absorbs this month as a series of disruptions. A financial plan built by design absorbs it as context. The difference is not the events. It is the foundation.
This month on our website we make the most direct statement of the Cook Pierce philosophy we publish all year.
[Read the full Cook Pierce Perspective on our website]

The trade truce expires this fall. SpaceX, OpenAI and Anthropic are about to go public. September 24th is when those two stories collide. This week on our website we explain why that date matters more to your retirement than most people realize.
[Read The Long View on our website]

If the people making decisions that affect your financial life are not thinking about your financial situation, whose job is it?
There is only one honest answer to this question. This week on our website we develop what that answer actually means in practice.
[Read this week's answer on our website]

Is your financial foundation built for what the world actually does, or for what you hoped it would do?
That is the only question that matters. And it has an answer.
That is not luck. That is order.
This month's sources include reporting from the Financial Times, The Economist, the New York Times, CNBC, the Bureau of Labor Statistics, the SEC and the WHO.