Sterling Edge Financial

The Holiday Season: Planning for What Matters

Written by William (Ben) Benjamin | Oct 30, 2026, 1:00:00 PM

The holiday season is often described as joyful, generous, and full of connection. But for many people, including me, it can also be resource heavy: demanding more money, time, energy, attention, and emotional capacity than we may have readily available.

As a financial planner and someone who has studied economics, I naturally think about resources and tradeoffs. The holidays are no exception. Every “yes” has a cost, not necessarily a bad one, but a real one. An evening event may mean less rest. A larger gift budget may mean less flexibility elsewhere. A packed calendar can reduce the very presence we hope to bring to the people we care about.

For me, the holiday season has often come with dread. I feel the pressure of gift giving, the desire to see everyone important to me, the expectation that spending will rise, and the awareness that my energy will eventually run low. Ideally, I would simply look forward to a season of meaningful time with loved ones. Instead, I have sometimes found myself bracing for it.

That experience does not make someone ungrateful or unkind. It simply recognizes that even good things require resources.

A Different Way to Think About It

The goal is not to optimize every minute of the holidays or eliminate every stressful moment. Nor is there one “right” way to celebrate. Families, friendships, budgets, obligations, and energy levels differ widely.

What can help is approaching the season with intention.

In economics, resources are limited. We are familiar with the financial version of that idea: there is only so much income available to spend. But time and energy are limited, too. During the holiday season, it can be useful to make room in the plan for all three: money, time, and energy.

Money asks: What can I spend without undermining my broader financial goals or creating regret in January?

Time asks: Who and what are most meaningful to me this season?

Energy asks: What commitments restore me, and which ones leave me depleted?

Thinking through those questions ahead of time can make the holidays feel less like something happening to us and more like a season we are actively choosing to shape.

What Helped Me

Last year was one of my more successful holiday seasons, not because it was flawless or because I found a universal solution, but because I made a few intentional choices that better matched my resources and priorities.

1. I made a list of people to prioritize

Rather than assuming I needed to see everyone in the same way or attend every possible gathering, I made a list of the people with whom I most wanted to spend meaningful time.

That did not mean others were unimportant. It meant I acknowledged that my calendar had limits. Prioritizing helped me protect time for the relationships that mattered most, rather than allowing the season to become a series of rushed obligations.

A helpful question might be: If I have limited time and energy this month, where do I most want to invest it?

2. I redirected some gift spending toward nonprofits

Gift giving can be meaningful, but it can also create financial pressure and decision fatigue. Last year, I donated much of the money I might have spent on gifts to nonprofit organizations instead.

For me, that was a way to honor generosity while reducing the stress of buying, wrapping, shipping, and finding the “perfect” item. It also aligned the season with causes I care about.

This may not be the right choice for every household. Some families deeply value gift traditions, especially with children or across generations. But there are many ways to adapt the practice. You might set spending limits, exchange names, give experiences, make charitable gifts in someone’s honor, or focus on handwritten notes and shared time.

The point is not to spend less for its own sake. It is to ensure our spending reflects what we value.

3. I used services that helped me reclaim time

During a busy season, outsourcing a few tasks can be less about convenience and more about creating capacity. I leaned into services that helped me capture time, including house cleaning and meal preparation.

That decision came with a financial cost, of course. But it also had a benefit: fewer tasks competing for my attention and more time available for rest, relationships, and the parts of the season I chose to experience.

Every service does not need to be costly or ongoing. It could mean ordering groceries for pickup, simplifying meals, using a local bakery for dessert, hiring help for a one-time cleaning, asking guests to contribute to a potluck, or saying yes when someone offers a helping hand.

Sometimes the most valuable holiday purchase is not another item. It is time.

4. I prioritized decompression

I also made a point to protect activities that helped me reset. Holidays can be full of connection, noise, travel, expectations, and constant decisions. Without intentional downtime, even enjoyable plans can become overwhelming.

Decompression will look different for everyone. It may be a walk, a workout, quiet reading, time outdoors, prayer or meditation, an early bedtime, a day without plans, or simply leaving some open space on the calendar.

Rest is not a failure to participate in the season. It is often what makes meaningful participation possible.

Thoughtfulness Over Perfection

The holidays can ask a great deal of us, even when we are fortunate to have people to celebrate with and traditions to enjoy. Recognizing that reality can be an act of self-awareness rather than negativity.

There is no perfect holiday plan. Some years may call for more gatherings, more generosity, and more celebration. Other years may call for something simpler, and both are loving choices.

As you look ahead to the season, consider treating your time, money, and energy as resources worth planning for. Decide where you want to be generous. Decide what traditions genuinely matter. Decide what you can release.

The most meaningful holiday season may not be the fullest calendar, the largest gift list, or the most elaborate celebration. It may be the one that leaves enough room to be present for the people you love, the causes you value, and yourself.