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How to Think About Money in a Year That Doesn’t Feel Stable

  • Writer: Davina Jackson
    Davina Jackson
  • 56 minutes ago
  • 12 min read

Welcome to The Woman CFO where money and life intersect.


This space is crafted just for you to take control of your money, shift your mindset, and build a financial life that matches the reality you’re living and the future you’re creating.


Around here, we don’t do one-size-fits-all money rules. We talk about money the way it shows up in real life: shaped by pressure, priorities, and decisions that don’t fit into neat boxes.


Why Money Feels Harder Even When You’re Doing Things Right


It’s only the first week of February, and for a lot of us, the year already feels long.


Not because anything dramatic happened overnight, but because the background noise hasn’t let up. Prices are still high. News cycles are constant and heavy. Work feels less certain than it used to. And even when life looks “normal” on the surface, there’s a constant sense that things could tip quickly - and that you’re supposed to stay on top of it anyway.


It’s a pressure that’s the result of applying old rules to a new environment because most of what we were taught about money was built for a different environment.


For decades, financial advice rested on the idea that stability was the default and disruption was temporary. It assumed steady income, predictable expenses, and enough margin to recover when something went wrong. If you made a mistake, you could fix it. If something unexpected happened, you had time to recalibrate.


That assumption no longer applies.


Costs are staying high longer.

Income is shifting faster.

Job security is less reliable.

One disruption can undo months of careful planning, even when you’re doing the “right things” like saving, budgeting, and planning ahead.


This is why so many people feel unsettled about money right now, even when nothing looks obviously wrong on paper. The discomfort isn’t about a lack of discipline or effort. It’s about using strategies that no longer match the conditions you’re operating in.


When the environment changes, trying harder inside the same approach doesn’t restore stability. It usually creates more pressure.


That doesn’t mean panic or abandoning structure. It means recognizing that strategies designed for predictability don’t behave the same way in a year (or a stretch of years) that doesn’t feel stable.


The work isn’t to optimize harder. It’s to rethink how you’re making decisions in the first place.


This post isn’t about adding new rules or asking you to do more. It’s about helping you think about money in a way that reflects the reality you’re moving through right now. One that prioritizes flexibility, timing, and recovery over perfect execution.


So before you change your strategy, let’s understand the environment you’re actually moving through.


That understanding can be what keeps you from making decisions today that limit your options later.


Black woman in pink hoodie shopping for pineapples in a grocery store. Background shows shelves of fruits and a "farm fresh" sign.
Most money choices don’t happen during big moments. They happen like this.


Instant Gratification Zone: Read in the Order You Need


Short on time? Jump to the sections that matter most to you.




TL;DR: What This Post is Really Saying


If your money plans feel fragile, stressful, or constantly one step away from breaking, the issue isn’t effort or discipline. It’s that much of what we were taught about money assumes a level of stability that no longer exists.


This post explains why traditional financial thinking feels insufficient right now and why “doing everything right” doesn’t always create relief in a year that doesn’t feel stable. Not because the rules are wrong, but because the environment they were built for has changed.


Inside, we look at:

  • Why old money advice assumes predictable income, recoverable mistakes, and time you may no longer have

  • What it actually means to think about money differently when conditions keep shifting

  • Why responsible plans often lead people to push harder instead of safer

  • The difference between optimizing money and building plans that can adjust

  • What to pay attention to this year so you don’t react to everything at once


This isn’t a post about fixing your finances.


It’s about understanding the conditions you’re operating in so you can make decisions that preserve flexibility, reduce pressure, and keep future options open instead of locking yourself into plans that only work when everything goes right.



Why Old Money Advice Assumes a World That No Longer Exists


A scientific calculator on handwritten notes. Keys include "log," "cos," "tan," with orange "C" and "AC." Calm study setting.
Money advice built on predictability doesn’t fit the conditions we’re living in now.

Most traditional money advice was built on a set of assumptions that used to be reasonable.


It assumed income would be relatively steady. That costs would rise gradually instead of jumping and staying high. That if something went wrong, you would have time to recover before the next decision carried real consequences.


Under that model, financial mistakes were correctable. You could overspend one month and compensate the next. You could absorb a surprise expense without it reshaping your entire plan. Progress was measured by consistency, not by how well a plan handled disruption.


That framework depends on one thing above all else: time.


Time to fix missteps.

Time to wait out volatility.

Time for habits to compound before something interferes.


That buffer is no longer guaranteed.


Today, income can shift quickly and without warning. Expenses don’t always return to baseline. A single disruption (job instability, health costs, family needs) can take far longer to unwind than it once did. The margin older advice relied on has narrowed.


This is why so much “good” financial behavior feels fragile right now.


Saving responsibly doesn’t always translate into relief. Budgeting carefully doesn’t always create stability. Planning ahead doesn’t always prevent stress. Not because those actions are wrong, but because they were designed for conditions where recovery was faster and consequences unfolded more slowly.


Old advice assumes setbacks are temporary.

Current conditions make many of them cumulative.



White text on a black background with a gold border reads: "Most money advice assumes you’ll have time to fix things. That’s no longer guaranteed." Mood is cautionary.

When recovery takes longer, decisions carry more weight. A choice that limits flexibility doesn’t just create short-term discomfort, it can shape your options for months or years.


That’s the gap many people are feeling but struggling to name.

They’re applying strategies built for predictability in an environment that rewards adaptability.


The result is a constant sense of exposure, even when they’re doing everything “right.”

That’s why the way you think about money matters more now than any single tactic.



What It Means to Think About Money Differently and Why Relief Still Feels Elusive


Black woman in red top using a laptop in a bright room with abstract art. Two people sit blurred in the background. Calm and focused mood.
Changing how you think about money comes before the conditions change. That’s why relief can feel like it's lagging behind.

For a long time, financial thinking was built around optimization: save more, spend less, tighten systems until they work. That approach made sense in a world where income was steady, costs were predictable, and mistakes were relatively easy to recover from.


That’s not the world most people are operating in now.


When conditions are less stable, thinking about money differently isn’t about abandoning structure. It’s about paying attention to how exposed your plans are to change before you act.


That means asking questions most financial advice never prioritized:

  • How dependent is this plan on everything going right?

  • How quickly could you adjust if income shifted, costs rose, or your capacity changed?

  • Which decisions limit your ability to respond later, even if they look responsible today?


These questions matter because money decisions don’t exist in isolation.

They interact with timing, reversibility, and margin.


A choice can look smart on paper and still leave you boxed in if it narrows your options too early. This is why so many people feel unsettled about money right now, even when they’re doing what they were taught to do. They’re saving, budgeting, planning ahead (i.e. - following the rules) and still not feeling any safer.


The discomfort isn’t coming from irresponsibility. It’s coming from plans that assume consistency real life isn’t providing.


A plan that only works if nothing changes will always feel fragile, even when it’s technically correct. Efficiency can look responsible and still increase pressure. Discipline can feel productive and still make recovery harder when something shifts.


Text image: "Relief doesn’t come from doing everything right. It comes from plans that don’t break when life shifts." Black background, gold border.


Thinking about money differently now means prioritizing decisions that preserve room to respond.


Not every choice needs to maximize returns.

Not every plan needs to be pushed to its limit.

Some decisions matter because they keep future decisions available.


This isn’t a call to do more. It’s a call to notice how each choice positions you when conditions change whether it keeps you flexible or commits you too early.


That disconnect between “doing everything right” and still feeling exposed explains why so many people respond by tightening their plans instead of questioning them.


And that’s usually where the trouble begins.



Why Doing Everything “Right” Often Makes People Push Harder Instead of Safer


Woman working at a desk in a dimly lit office, typing on a keyboard. Dark hair, focused expression. Computer monitor and phone visible.

When responsible plans don’t reduce pressure, most people don’t abandon them.

They tighten them.


The assumption is straightforward: if the plan isn’t working, execution must be the problem.


So the response is to push harder inside the same structure:


Save more aggressively.

Cut spending further.

Compress timelines.

Monitor everything more closely.


That response makes sense because it looks responsible. It aligns with how discipline and follow-through are usually framed.


When something feels unstable, tightening feels like control. But tightening doesn’t create safety when the structure itself can’t absorb disruption. It removes what little room was there.


Plans built around consistency become brittle when pushed to their limits. One expensive month, one income shift, one drop in capacity can throw everything off. The margin that might have absorbed that disruption is already gone.


When that happens, the plan doesn’t adjust. It breaks.

And instead of questioning whether the structure can handle real life, people internalize the failure. They assume they miscalculated. That they weren’t disciplined enough. That they should have tried harder.


So the cycle repeats.

Push harder. Fall behind. Reset. Push again.


Over time, this pattern changes more than behavior. It changes decision-making.


People become hesitant to revise plans, even when adjustment would help, because revision feels like failure. Necessary changes get delayed because the cost of altering the plan feels too high. Decisions start carrying emotional weight, not because money is being mismanaged, but because the system can’t tolerate deviation.


This is how people end up trapped inside plans they created to feel secure.

The pressure doesn’t come from irresponsibility. It comes from systems that require constant self-monitoring just to stay intact. Systems where progress depends on everything cooperating at once.


Text on a black background reads: "Plans that survive change matter more than plans that look perfect." Gold border, site credit below.


When money is structured this way, adaptability disappears. Unexpected expenses become setbacks instead of variables. Change requires a reset instead of an adjustment.


That’s the real cost of pushing harder instead of safer.


Not just exhaustion, but fragility. Fewer options. A growing sense that one wrong move could undo months of effort.


At that point, effort stops being the solution.

The issue is no longer how well the plan is executed.

It’s whether the plan is built to survive the conditions it’s operating in.


That’s where the conversation has to change.



The Shift from Optimization to Adaptability


Black woman stands under a black umbrella in the rain, wearing jewelry and a dark jacket. Moody, monochrome setting with blurred background.
You can’t control the conditions. You just figure out how to keep functioning inside them.


Once execution stops being the issue, the question changes.


Instead of asking how to follow the plan better, the more useful question becomes whether the plan is built for the conditions it has to operate in.


For a long time, financial planning emphasized optimization. The goal was to make money work as efficiently as possible. Save more. Pay things off faster. Reduce slack. Tighten systems until they ran cleanly.


That approach made sense in environments where income was predictable, costs behaved, and disruption was temporary.


Optimization assumes the plan is mostly static and the environment will cooperate once it’s in place.

Adaptability starts from a different assumption.


Instead of treating deviation as failure, adaptability treats change as expected. Instead of asking how much pressure a plan can tolerate, it looks at how the plan responds when pressure shows up.


This changes how decisions are evaluated.


Some commitments are difficult to unwind once they’re made. Others allow adjustment without destabilizing everything else. Some choices narrow options quickly. Others preserve room to respond if conditions change.


Adaptable planning prioritizes the second category.

Not because efficiency doesn’t matter, but because reversibility matters more when timing is uncertain.


A decision that can be revised without triggering a cascade of problems is often safer than one that looks optimal but leaves no room to adjust.


This doesn’t mean abandoning structure or lowering standards. It means recognizing that flexibility is part of financial strength, not the opposite of discipline.


A plan that can absorb disruption without unraveling is more reliable than one that only works under ideal conditions. A timeline that allows adjustment creates more stability than one that depends on everything going right.


In an environment that keeps changing, the goal isn’t to push money harder.

It’s to make choices that don’t turn normal disruption into financial emergencies.


That shift is what changes how you decide what deserves attention next.



What to Pay Attention to This Year (Instead of Everything)


Woman pouring coffee into a blue cup while looking at a laptop on a patterned tablecloth. Light background, relaxed setting.
You don’t need to track everything. Most of the work this year is deciding what doesn’t get your attention, and noticing what actually deserves it today.

When conditions feel unstable, the instinct is to watch everything more closely.


Expenses start to feel higher-stakes.

Decisions carry more weight.

Even small changes demand attention.


That level of vigilance can look responsible, but it isn’t sustainable. It spreads your energy thin and creates the sense that you’re always behind, even when nothing is actively wrong.


This year doesn’t require more tracking. It requires better focus.


Instead of trying to manage every part of your financial life at once, pay attention to a smaller set of signals that show you where pressure is most likely to build.


Start here:


Notice which choices narrow your options quickly.

Fixed commitments and long-term obligations matter more in unstable conditions because they’re harder to adjust once they’re in place. These decisions aren’t automatically wrong, but they deserve more scrutiny than flexible ones.


Notice which commitments are difficult to reverse.

Not every financial decision carries the same weight. Some can be changed with minimal disruption. Others linger. Knowing the difference helps you avoid locking yourself into situations that become stressful when conditions shift.


Notice where pressure shows up first when something changes.

If income fluctuates, costs rise, or your capacity drops, where do you feel it immediately? Cash flow. Time. Mental bandwidth. That pressure point reveals more about your financial structure than any optimization metric.


Notice which plans assume you’ll always be operating at full capacity.

Plans that only work when you’re fully focused, fully disciplined, and uninterrupted may look solid on paper, but they demand more than real life consistently gives.


This is about understanding where your financial life is most sensitive to disruption, so you know where pressure builds first.


That way, when things happen (and they will), you won’t need to adjust everything. You’ll be able to make fewer decisions, with more intention, and avoid reacting every time something shifts.


Text on black background: "Understanding the conditions you're operating in comes before changing your money strategy." Gold border.

This is what keeps you from overcorrecting. It’s also what prevents you from committing to plans that feel fine initially but become heavy over time.


Once you can see where your attention actually matters, moving forward won’t require urgency. It’ll require choosing what not to manage all at once.



What to Do With This Before You Move On


Woman in black pants and grey coat crosses street. Wearing snake-patterned boots on a zebra crossing. Urban setting, neutral tones.
You don’t have to rush forward. Let what you’ve just noticed change how you step into what’s next.

In the last post, we talked about stepping out of the pressure to reinvent everything and said that you don’t need a fresh start. You just need room to breathe.


This post was about how to use that room responsibly.


Not to rush into setting better goals.

Not to optimize prematurely.

Not to commit simply to relieve the discomfort of uncertainty.


The work here was to notice whether what you’re building is meant to support your life or compensate for pressure you’re tired of carrying.


Wanting relief isn’t a mistake. Hell… after the kind of year many of us have had, that response makes total sense.


The problem, though, is when relief becomes the organizing principle.

Goals built to escape discomfort tend to recreate the same strain under a different structure. The labels may change, but the effort remains the same and the outcomes don’t change.


So before you move on, I want you to pause one step earlier than you usually would.


Pause and choose one goal you were ready to finalize and leave it open.


⏭ Look at what it assumes about your time, your energy, and your money.

⏭ Ask whether it still functions when your life is average, not ideal.

⏭ Ask whether it allows adjustment without penalty.


If it does, proceed.

If it doesn’t, that’s information about what the goal is actually responding to, not a failure of discipline or planning.


This pause isn’t about delay. It’s about avoiding decisions that require constant correction later.


You already stepped out of rebuilding the same life out of urgency. The next step is making sure what you build now can operate inside the one you’re actually living.


That’s how you move forward without turning today’s pressure into next year’s plan.



We Talk Money Differently Here.


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No reset culture.

No performative discipline.

No pretending real life fits into neat financial rules.

No hype. No urgency. Just real talk that makes sense in real life.



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