How to Pick out the Perfect Gift: Checkmate's Guide to Gift Giving

Checkmate

19 November 2025

Choosing the perfect gift can feel like solving a puzzle: you want something meaningful, thoughtful, and just right for the person you’re celebrating. While some people seem naturally gifted at gift-giving, the truth is that anyone can become great at it, you just need  a little strategy and attention.

Here’s a guide to help you pick a gift that feels personal, memorable, and genuinely appreciated.

1. Pay attention to the things they love

The perfect gift typically reflects the person and their interests. Start off by thinking about things that represents them:

Hobbies: What activities are they into? Do they love to cook? Into fitness? Crafty?

Lifestyle: Are they big travelers? Like a night-in? Being outdoors?

Aesthetic: Minimalist? Bold and confident? 

These traits usually shine in day-to-day conversations. The next time someone talks about things they love, something they wish they had, or upcoming plans, take a mental note. 

2. Consider experiences

Sometimes the best gift doesn’t fit in a box. Experiences create memories, and they’re perfect for people who don’t want more “stuff.”

Some ideas:

- A cooking or art class

- A weekend getaway

- Tickets to a concert or show

- A spa day

- A subscription to something they enjoy (makeup, wine, coffee, books)

3. Personalization

When in doubt, personalize. Adding this small detail can elevate even the most simple gift.

An engraved necklace or a custom photo book can make the gift feel much more personable and thought out. Plus, since its custom-made, you  won't have to worry as giving the same gift as someone else.

4. Think about their stage in life

People's needs and wants change as they enter new chapters of their lives. Consider what these changes may be, and gift accordingly.

Moving? A house plant, cute and cozy home decor, or gift cards to their favorite store is a good place to start.

New parent? Supplies (clothes, toys, diapers) are things parents need. Alternatively, a gift certificate for date night is much appreciated for when the time comes.

College student? Dorm decor, tech accessories, or school supplies is needed for every college student. You could also get them a team sweatshirt, as you can never have enough college merch.

5. When it doubt, stick to the basics. 

If you’re still stuck, here are crowd-pleasers that many people appreciate:

- A high-quality candle

- Cozy blankets or socks

- A favorite snack or treat

- A curated gift box

- Gift cards to their favorite stores

Picking out the perfect gift isn’t about perfection, it’s about connection. When you focus on who the person is, what matters to them, and how you can brighten their day, your gift will naturally feel special.

Now that you know all the tricks to gift giving, you can take it one step further and save on all your gifts. Download Checkmate and activate the extension to save on your online purchases. Not only will your person be happy with their gift, but you wallet will be happy with you, too.