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September 11


20+ Smart Gift Ideas for Entrepreneurs [2020 Edition]

By Nate McCallister

Last Updated September 11, 2019

Most entrepreneurs share something in common...we are absolutely obsessed with what we do. 

So, when it comes time to buy a gift for the entrepreneur in your life, it only makes sense to feed this obsession. 

As an entrepreneur myself I have to admit that my favorite gifts are ones I get from fellow entrepreneurs.

They usually know exactly what I'd like because they'd want it too.

Christmas gifts, birthday gifts...whatever.

Some of these gifts are great for younger entrepreneurs and some are great for entrepreneurs who are already successful and seemingly have "everything" that they could want. 

Enjoy and be sure to comment any cool products that I missed!

Note:  I reference specific products in this article and many of them link to Amazon and I get a small commission if you purchase them. Obviously, use the product ideas here as a starting point and find gifts that fit your budget and lifestyle. There are alternatives to nearly everything I share below. These are merely the items that I own myself and know are great options.

Gifts for Entrepreneurs Under $20

If you're looking to get more bang for your buck, check out these gifts. 

Some of these are also great stocking stuffers!

UDEMY coURSES ($10.99+)

Entrepreneurs are notorious learning junkies.  Give the gift of knowledge with one of Udemy's thousands of courses.

Udemy makes it easy to gift their products directly. 

Oh and don't let the price tags scare you , Udemy always (and I mean ALWAYS) runs promotional discounts that take their best courses down to under $20. 

Mug for Entrepreneurs

This is great...

I admit, I drink most of my coffee out of the 3 mugs my son has made for me (his school is seriously into pottery apparently) but this one is great. 

Don't make your own, just get this one!

If the entrepreneur in your life takes a daily protein shake or blendable supplement (like Athletic Greens), this gift is a great call. 

Best Battery Powered Blender Bottle

I have gone through about 3 of these in 2 years and they are well worth the money. They only blend powders so don't expect this to do any sort of juicing or crushing. 

Digital Marketing Books ($7+)

Check out my article here to read more about each title, but I don't think you can go wrong with any of these books.

A Custom Domain ($9 ON naMECHEAP)

This is a clever idea if you and the person you're buying for are reasonably tech savy. 

I had a friend purchase VanMcCallister.com for me when my son (named Van) was born and I thought that was the neatest gift ever.

Check out the process for transferring domains before you do this and make sure it's in your skill set. It really isn't that hard if you can follow instructions with a little patience.

GIFT for Men

A great tool to enable anyone to accept credit card payments via their smartphone. 

Gifts for Entrepreneurs Under $129 

Have a little more to spend? Here are some gifts over $20 and under $120.

Best Pen
Gifts for Businessmen

Moleskin notebooks are a staple of my productivity. I have gone through dozens of these in my career. I have one that fits in my pocket and a few larger ones (pictured) that sit on my desk.

In the digital age of business, paper is still alive and well and these notebooks are the best money can buy.

Couple a moleskin notebook with the recipients favorite pen(s) and this should be a hit. 

My favorite pen is just the basic Pilot G2 .07.

​Best Self Productivity Planner  â€‹($31.99 at BestSelf.co)

This is a cool planner that (when utilized) can catapult productivity levels. 

via BestSelf.co

An affordable gift that could change a life. 

Check out the Best Self website for other neat gifts for productivity junkies.

Kindle Paperwhite E-Reader  ($129 on Amazon)

Most entrepreneurs are book worms. This is a timeless gift that will make the entrepreneur in your life much more effective! The new model is cheaper, has 2x the storage and is freaking waterproof!

New kindle waterproof

Disclaimer: I have one of these but I just re-gifted it to my mom because I purchased the new Oasis version

Keurig Coffee Maker ($92 on Amazon)

Business is fueled by caffeine. The gift of coffee can go a long way!

Old school coffee is great, but why make a whole pot when you can make a fresh single cup every time you need one?

Bullet Proof Coffee 12 Pk ($58.95 on Amazon)

Have you beard the buzz about butter in your coffee? I can't say I'm 100% sold on the underlying nutritional principles yet, but there is no denying this is a popular drink right now, especially in the entrepreneur community. 

These ready to drink coffee drinks are incredibly popular right now. I had great results with them last year but I accidentally made myself sick and can't stand the taste of them now. It wasn't the coffee's fault though...

If they enjoy the taste of these, they can get the components to brew their own from home (at a much lower price per serving). 

I was sick and tired of losing my keys and wallet. Tile solved this problem for me with these bluetooth enabled product locators. 

Attach these to your car keys, inside your wallet, backpack, purse (or anything you don't want to lose) and open the app when you need to find them. 

Press "find tile" and it will start ringing like a phone until you find it. 


LapGear XL Deluxe Laptop Lap Desk  ($47.99 on Amazon.com)

Lap Desk

It's not the world's greatest habit I know, but I do a lot of work from my bed. I like to lay down and watch courses, write posts (like this one) and read.

This is a great desk that is large enough for any laptop up to 17". 

Gifts for Entrepreneurs over $120

Motivational Artwork by Iconick  (Pricing Varies Greatly, All Budgets)

Iconick has become hugely popular since I originally wrote this blog post.

Iconick Art

They have some very cool pieces. I have several in my offices.

Check out there best sellers here to see for yourself.

Apple Air Pods  ($144 on Amazon)

AirPods Entrepreneurs

If the entrepreneur on your list is an Apple user, this gift is a slam dunk.

Gifts for Tech Entrepreneurs

I fly a lot and noticed that lots of people had this same pair of headphones. After trying them on at Target a few times, I pulled the trigger and bought them...on Amazon 🙂

Using these headphones with some relaxing music (check out Brain.FM) takes my productivity through the roof. 

Gift Ideas

There is not a better "plug and go" mic out there in this price range.

This mic is insanely easy to use and works with any iOS device (via lightning cable) or computer with a USB input. 

I use this with my iPad Pro and love the sound quality. 

DJI Osmo Pocket  ($315 on Amazon) 

DJI Osmo Pocket

This camera was a game changer for me. You cannot beat its portability, stability and price point. 

Not only is this a high quality piece of recording equipment, it is also still novel enough to make for a great gift!

If you want to go bigger or are buying for someone who already owns and loves the OSMO pocket,  there are a lot of great DJI Osmo accessories you can gift.

Sony A5000 Digital Camera  ($449 on Amazon) 

I bought this camera over a year ago when I found it at a killer price (under $300). Although I got it for $149 less than you will pay now, it is worth every penny of the current asking price. 

SONY A5000

What I love about this camera is it's fold out screen. It makes it perfect for YouTube and any video where you want to film yourself and see what you look like while your talking. 

Standing Desk

Millennials are in love with standing desks. 

This is an affordable option (relatively speaking) and it can be affixed directly atop almost any desk.

Be careful though. This is heavy!

Gifts for Entrepreneurs: Subscriptions

If you really love the entrepreneur in your life AND can afford to spoil them, here are some membership services that will make them happy. 

fLAVIAR Spirit Tasting Box ($60 Quarterly)

Subscription box services are the gifts that keep on giving. 

Flaviar is a quarterly subscription box full of whiskey, rum, scotch, gin, brandy, and/or absinthe samples from around the world. 


There are too many other cool subscription boxes to share here so check out this great post that covers 51 others to consider.

HeadSpace Gift

A great gift for the enlightened entrepreneur. 

Easily gift a month, a year or 2 years.

Athletic Greens Supplement ($77-$147/month)

Athletic Greens Discount

I take two scoops of Athletic Greens each morning. 

It is a straightforward supplement that improves performance (in my personal experience) and helps me start my day off on the right foot. 

Give the gift of wellness!

​Fancy Hands Virtual Assistant Service (Variable Pricing)

Fancy Hands is like having a personal assistant who you don't know by name, but that does great work, is always on time and isn't expensive. 

With Fancy Hands you can ask the team to complete a number of small but helpful tasks for you whenever you need them. 

Fancy Hands Gift

Fancy Hands makes it easy to gift their plans. You can choose either a Basic (5 monthly tasks for $29) Pro (15 monthly tasks for $74.99) or Premier (50 monthly tasks for $199) for between 1 month and 1 year. 

Audible Transparent Logo Large

Audiobooks are like crack to entrepreneurs. 

Audible is a great program that gives users a credit for an audiobook each month. 

If you're looking for more recurring tools and services, here is a list of every single thing I pay for to run my business.

Gifts for Entrepreneurs: Apparel

I used to be upset about getting clothes as gifts when I was younger. Now, I freaking love getting clothes.

One of my favorite bloggers Neil Patel explains why spending a lot of money on clothes helped him grow his business.

Note: I don't have the credentials to touch on what clothes women entrepreneurs would like, so the clothing items I've shown are catered to the guys. 

Mizzen + Main

These shirts absolutely rock. 

For over $105 a pop, these are definitely something that many guys wouldn't spend on themselves, but would love to have gifted to them. 

They last forever, are comfortable as hell and just look great.

The fit is a little smaller than normal but they also don't shrink much when washed.

Public Rec Sweat Pants

"You paid $95 for sweatpants?!?!" someone on an Instagram story asked me when I posted how much I loved my All Day Every Day Pants from Public Rec.

I said, "No, I paid much more than that because I've boughten 5 pairs so far!" 

These pants make traditional sweatpants look slobbish and traditional pants feel like they're made of steel wool. I'm barely exaggerating.

I wear these between work and the gym and don't feel out of place at either of them.

Unbelievably comfortable and practical.

Note: These seem to be marketed towards men, but I wouldn't say these have anything that makes them not pass as unisex.

If your entrepreneur is a jet setter and lover of efficiency, any of the products from Nomadic will be winners. 

The messenger bag is particularly useful, even if they aren't traveling a lot. 

Luggage for Entrepreneurs

If they travel frequently or for extended periods of time, I recommend the 40L (what I use when I am gone for more than 3 days at a time) .

Nomadic 40L Review

You will be shocked at how much you can fit into this bag, especially when you realize that it fits in overhead bins!

I had my doubts that these watches would be dorky when they first came out but they have quickly become a reasonable fashion accessory as well as power houses of productivity. 

I recently upgraded to the 3rd edition because I wanted the cellular connectivity so I could leave my cell phone behind when I went on runs or to the gym. 

Gifts for Entrepreneurs: For People "Who Have Everything"

Some of you might be blessed to be in a position that you can REALLY spoil the entrepreneur in your life. These are gifts that you can get "people who have everything."

If so, here are some almost over-the-top gift suggestions. 

​TR1200-DT5 Treadmill Desk  â€‹($999+ on Lifespan.com)

Treadmill Desk

I said these would be over the top!

It has long been documented that our sedentary lifestyles are killing us. This gift could knock the person you give it to dead too!

​Hour Long Massage Gift Card â€‹($100+ on spafinder.com)

Massage Gift

Everyone loves a massage but most people never buy them for themselves. 

This is a great "experience" gift and is almost always appreciated. 

Use Spafinder.com to find a location near you to get a gift card. 

About the author

Nate is the founder and main contributor of EntreResource.com. He is a lifestyle entrepreneur who spends his time building businesses and raising his four kids Sawyer, Brooks, Van and Lua with his beautiful wife Emily. His main interests include copywriting, economics and piano.

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  1. I want to disagree with 50% of your list, but I can only disagree with 3 items.
    Great article (I just won’t buy Apple anything anymore.)

  2. Fantastic! I would definitely not mind the camera for sure, and what coffee drinker wouldn’t love the CE0,000,000,000 mug?!? I mean that’s the goal all along right, make that dough!

  3. I think that the gift of knowledge is by far the best if unsure what to get. I would love to get the Nomadic messenger bag though – a great gift from me to me!! 😀

  4. An excellent list! I’d definitely gift a Kindle… it took me forever to make the leap to digital… ant entrepreneur needs to be able to pack quickly and lightly… ebooks are so fab!

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