The holiday season is officially here, and if you’re shopping for a founder, side-hustler, or CEO, you already know this. Entrepreneurs are not the easiest people to buy for.
Their days are packed. Long hours. Back-to-back calls. Constant context switching between big ideas and day to day execution. Which is exactly why the best gifts for entrepreneurs are not flashy or over the top. They are the ones that genuinely make life a little easier, calmer, or more enjoyable.
Think tools that streamline their workflow, accessories that support their on the go lifestyle, or self care essentials that help them actually switch off when the workday finally ends.
In this year’s Notable Holiday Gift Guide, we have curated thoughtful, practical picks along with a simple framework to help you choose the right gift based on the kind of entrepreneur you are shopping for.
So, How Do You Actually Choose the Right Gift for an Entrepreneur?
Before adding anything to your cart, start with these questions. They will help you narrow in on something they will truly appreciate and actually use.
Start with their day to day
Are they constantly travelling between meetings? Working remotely from home or cafés? Running a side hustle after hours? The rhythm of their day should guide your gift choice more than anything else.
Productivity boost or permission to slow down?
Some entrepreneurs thrive on efficiency and love tools that help them work smarter. Others are running close to burnout and could really use a gift that encourages rest, balance, or a moment to recharge. Both are thoughtful. It just depends on where they are at.
Will it become part of their routine?
The most meaningful gifts are the ones that get used every day. Not the ones that sit untouched on a shelf. If you can picture it becoming part of their daily workflow or wind down ritual, you are on the right track.
Practical, but personal
A great gift does not have to be expensive or complicated. Often, it is the small, well chosen items, something useful with a personal touch, that make the biggest impact.
2025 Notable Gift Guide
Productivity & Work-Anywhere Essentials
For entrepreneurs who work from multiple locations such as home offices, cafés, coworking spaces, travel – having portable, ergonomic, or organizing tools can make a big difference to their everyday productivity.
- Ergonomic Laptop Stand – Our Pick
Why it works: Raises the laptop screen to eye level, improves posture, reduces neck/back strain. Great for founders working long days at a desk or switching between workspaces. - Portable Power Bank / Charger – Our Pick
Why it works: Keeps devices like your phone, tablet, laptop – charged during long days, travel, or back-to-back meetings. Handy for entrepreneurs always on the go. - Smart Notebook – Our Pick
Why it works: Enables quick note-taking, brainstorming, or capturing ideas on the go without paper clutter. Especially useful for founders who think on their feet. - High Quality Everyday Pen – Our Pick
- Why it works: A nice, reliable pen can make meetings or signing contracts feel more professional. Plus, it’s something people actually use.
Comfort, Focus & Daily Workflow Boosters
When you’re someone who spends hours working, commuting, or hopping between meetings, little comforts make a huge difference. Gifts that support focus, routine, or simple daily comfort often go underappreciated until you really need them.
- Smart Travel Mug – Our Pick
Why it works: Keeps coffee or tea hot throughout morning calls or late-night work sessions, whether at home, office or on the go. - Noise-Cancelling Wireless Headphones – Our Pick
Why it works: Helps maintain focus in busy environments — cafés, coworking spaces, shared homes or block distractions during calls and deep work
- A Comfort Candle & Scent – Our Pick
- Why it works: A beautiful scent that can help get the most productive in the
For The One Who Likes Dressing The Part
- The Perfect WFH Sweatsuit – Our Pick
Why it works: It’ll help keep them cozy while they handle a full day of client meetings and deliverables at home or the home office.
- The City Chic Hat – Our Pick
Why it works: For those bad hair days or last minute errands. Equal parts stylish and unique, just like the creative entrepreneur in your life.
Creativity & Idea Capture
Entrepreneurs get their best ideas when they’re sketching, brainstorming, or letting thoughts flow and not always staring at a screen.
- Drawing Tablet – Our Pick
Why it works: Ideal for those who are creative and like to plan, sketch, or strategize by hand. - Content Capture Devices – Our Pick
- Why it works: Help them capture high quality content for their business in the new year and get going on their social & marketing presence!
Self-Care, Wellness & Recharge Gifts
Entrepreneurs often burn the candle at both ends. Sometimes, the best gift is a gentle nudge to slow down, recharge, and take care of themselves.
- Spa Gift Card – Our Pick
Why it works: A ready-made “me-time” invite in their calendar and no need to buy bath salts, candles, skincare. This gift encourages moments of rest and mental reset and a nice day-out! - Their Favourite Fitness Membership – Our Pick
Why it works: Help them feel their best and relieve tension from long hours at a desk, travel, or stress with a membership that keeps them active. - A Sleep Monitoring System – Our Pick
Why it works: Encourages rest and recovery to the highest level – the ideal way to stay healthy amid hectic days. - An Eye-Safe Monitor – Our Pick
Why it works: Helps reduce eye strain for those spending hours on screens, a small but valuable comfort for digital-heavy workdays.
Why It Matters:
This holiday season, giving a gift to an entrepreneur doesn’t have to be complicated.
Whether you go for something practical like a portable charger or comforting, like a spa kit or a cozy home item, the key is to give something that respects their hustle and supports their well-being.
Wishing you a very happy gifting season … and to the entrepreneurs out there: may your holidays be restful, recharging and inspiring!
