Jessica Best: What's in her Travel Bag?

Written by Jessica Best, BetterAve | Aug 27, 2026, 1:35:36 PM

About this article:Take a peek inside the work-travel adventures of marketing leaders who spend a good amount of the year on the conference circuit. Whether you’re heading to your tenth event or prepping for your first, what you pack—and how you travel—says a lot about how you show up.

Our What’s in My Travel Bag? series highlights the must-have gear, routines, and mindsets that make conference travel feel more fun and rewarding.

With all due respect to Obele Brown-West’s system, I LOVE the actual BAG that houses my travel lifestyle. So I have to start there. 

7 years ago – 1 year before conference travel got completely squashed for a pandemic – I invested in a new “laptop bag.” It was actually my first backpack since college. I’d been doing the “cool kids” over one shoulder bag and my neck and back muscles were paying the price.

Enter: my Everki Slim Studio Backpack. I have actually brought this bag up at dinner parties (unprompted, sorry dinner party friends) as one of my favorite purchases for myself that’s made my life easier. (They do not pay me commission, but Everki, if you’re reading: call me.)

Why did this backpack change my travel?

  • Special padded pocket (and padded corners) for my to-be-protected-at-all-costs MacBook Pro
  • A surprisingly large internal space for a very slim backpack. It’s fit 3 chargers, a set of travel silverware, and 5 days of snacks. Including an apple.
  • Pockets for EVERYthing, including an easy-access front pocket where I shove receipts when I’m grabbing airport snacks on the way to my gate, a zipper pocket for money in the strap, and a hidden pocket behind the trolley pass-through for my passport.
  • Oh yeah: it has a trolley pass-through, so I’m only ever holding one handle as I wheel through an airport.
  • Side pockets big enough for my travel water bottles, even as large as a 25oz Camelbak (though I admit that stretched it out just a little bit).

This bag got me to Dublin and Bucharest in 2019. I’d pit it against Carolyn Cohen’s Dagne Dover any day. ;)

What Goes in Said Bag

I’m a lover of a checklist, so I keep a ColorNote on my phone with my packing checklist. Whether I’m just headed to a meeting in my hometown of KC or on the road around the world, the backpack always has:

  • Tight-sealed water bottle (sorry Camelbak – one too many leaks from that straw top…)
  • Headphones. Not air pods, aka tiny little buggers that can fly out of my ear and get lost. I have legit corded headphones. Do not get it twisted: these are not a nice set of Beats or something. They’re an in-ear type but with a wind up cord/carrying case. I probably got them as swag at a conference but the logo has since worn off.
  • My Kindle. Sometimes with library books loaded up and sometimes I just re-read Six of Crows or Harry Potter. I love the security blanket of a story I know the ending to (and good writing).
  • Dongles and my own clicker – a great speaker gift I got years ago and still travel with.
  • Thank you cards – wherever I’m going, the person hosting me deserves a handwritten note. I’ve got some branded BetterAve ones, but I recently bought the printing rights (ahem, venmo’d her) to use my sister’s abstract art on blank note cards (crediting her as the artist of course). I printed notecards at a woman-owned print shop in KC. People always smile when they realize it’s a woman artist and they’re one-of-a-kind cards.
  • The “kit”: Cough drops, gum, LIP BALM, hair ties (multiple), bobby pins, tums (ugh, travel tummy), antihistamine, motion sickness patches and pills (when did turbulence become a guarantee instead of a risk??), makeup removing wipes, band-aids, and a damn Tide pen (one of the world’s truly magic inventions).

Carry-on Flier 4 Lyfe

I pair this NASA-level under-seat preparedness kit with my trusty international-sized carry-on (Briggs & Riley, if you’re interested). My other Secret to a Life of Frequent Travel (especially as a speaker) is proven road-tested outfits:

  • What won’t wrinkle?
  • …show stains?
  • …show sweat?
  • What can I clip a microphone too? (We’ve learned this one the hard way.)
  • What pocket will I shove my phone in? (Thankfully, women’s dress pants are starting to get a clue about the necessity of pockets, but I’ve relied on blazers with functional pockets in the meantime.)
  • And frankly: What 3 outfits go with the same dress shoes?

Seriously, I pick my shoes first and then decide if I’m going with a blue, black, or burgundy color scheme for a trip.

This is because I always pack running shoes (and I’m at a 2-shoe max usually in that carry on). Sneakers are my airport shoes – even if I have to travel “dressed and ready for stage,” but I also always make time for a workout on the road. It helps my body wake up whatever time morning is where I’m going. And it calms my energy before I meet a room full of fun new people.

I’ll usually pack 1 more outfit than # of days on the road, just in case the temperature is hotter or colder than I expected or I spill something on the blazer I was gonna wear all 3 days or whatever other catastrophe awaits.

Once I Arrive

My one travel “must” isn’t really about what’s in my bag at all. It’s giving myself at least one meal in each city. Not conference boxed lunch. Not “I shoved a banana in my bag on the way to the tradeshow floor.” A sit down meal at a place with a menu that makes me drool. I love to dine with friends (old or new!) but I’m just as happy to have something delicious by myself.

My FAVORITE city for this is Chicago. It’s a foodie town, with plenty of variety, and no matter how many times I go back, there will always be a new neighborhood or chef concept to try.

The Case for Silence

I know most travelers listen to music, both for long flights and to get pumped up (or calmed down) before they step on stage (if they’re speakers like me). I try to use flying time to turn off my devices and the always-on sounds of an airport.

And most importantly: right before I speak, the only thing I need is to get back into my body. Sometimes that means stretching out as BIG as possible backstage and filling up my belly with deep breaths. Just letting the silence prepare me. Sometimes, it means starting a conversation with the A/V team about what they’re up to this weekend. Because human-to-human connection is the ultimate foil for being too in your own head.

Either of these gets me out of that little tickle of nerves right before I speak. Because I know that once I’m out on stage, it’ll all be good energy. And I genuinely can’t wait to share what I know with the audience. Travel can be tiring, but the payoff of sharing with a room full of people is worth it!