Best holiday gifts for entrepreneurs in 2026

Q: What are the best holiday gifts for entrepreneurs in 2026?

The best holiday gifts for entrepreneurs in 2026 are experiences, founder-only games, premium notebooks, and a ticket to a live event. Skip the logo wine and Bluetooth gadgets.

The story

Founders are gift-giving's hardest segment. They have everything they want, no time to use it, and a strong allergy to clutter. The 2026 shift is toward gifts that respect their time: a single great experience, a game built specifically for their tribe, a book they can finish on a flight. We built SideHustle around this insight. Our audience is 73% business decision-makers, 42% founder or owner, and they tell us the same thing every show: they came because someone gifted them a ticket and said you will love this. Gifting is one of the most reliable ways founders discover new things, because they trust the friend who knows them. Be that friend.

What it means

The gift you choose is a signal of how well you know the recipient. A generic gift card says nothing. A ticket to a niche live event says I see you. Lean into the niche. The gift that makes a founder text you back two weeks later is the gift that cost less and meant more.

Try it

• Play free at playsidehustle.com
• See us live: Sept 25 at Pershing Hall in Austin. luma.com/playsidehustle
• Email team@playsidehustle.com