Member Picks

Gifts Worth Giving, From Women Worth Knowing

Picks from 14 of Chief’s most tenured members, curated for women you probably know (or are).

Published November 6, 2026·1 min read

Introducing The Chief Gift Edit: A collection of can’t-miss gifts hand-picked by some of the most tenured members of the Chief community.

Heading into the holiday season, we asked members who have been a part of Chief for five years or more to share their favorite finds for women navigating different seasons of life, from building a business, to leading a team, to planning their next move.

If you’re looking to give leaders in your life the gift of ease, joy, or inspiration, here’s what they recommend.

Stay tuned as we highlight even more of their picks.

For the Overstretched Influencer

The woman who is leading, building, caregiving, coordinating, and somehow still expected to remember everyone’s birthday

Ozlo Sleepbuds

“We all know how vital sleep is for being your best as a leader,” says Continuo Chief Marketing Officer Ashley Honoré Smith. “These sleep earbuds let me fall asleep when I want to, instead of lying in bed with a mental to-do list keeping me awake.”

OCOA 4 Step Travel Kit

“For the woman whose calendar is always full and whose suitcase is rarely unpacked, I’d give the gift of one less thing to think about,” says Cheryl Overton, Founder + CX of Cheryl Overton Communications. This complete curly hair routine comes in convenient 3-ounce sizes.

Lola Blanket

WireMasters Global Marketing Director Jennifer Albertalli recommends this faux fur blanket for work and for travel. “It's perfect for keeping your lap warm during long flights as well as sitting at your desk or snuggling on the couch,” she says.

For the Founder in Build Mode

The woman who is building the thing, running the thing, selling the thing, and probably answering Slack at midnight

SAYSH Evelyn Runner

Angela Cotie, Founder of Cotie Consulting, describes these running shoes from Allyson Felix’s footwear brand as comfort and cool: “I got my first SAYSH pair of shoes when Chief collaborated with them years ago — I’m hooked!”

Dagne Dover Work Bag

“Founders carry their whole business with them, often literally,” says Monica Sanjinez, EVP, Partner, & Commercial Lines Leader at USI. “This bag gives everything a place, from the laptop, to the chargers, to the lipstick, so they can go from a pitch meeting to the airport.”

Kira Stokes Fit App

“Kira is a hardcore fitness guru but her workouts are great if you only have a few minutes between calls or find yourself on the road with little to no equipment. And they're fun!” says Director, Producer, Author, & Licensed Private Investigator Mary Pilon.

Gratitude Journal

Sujata Dayal, Independent Board Director & Senior Advisor at Emergent BioSolutions, recommends giving founders the gift of inspiration: A journal with affirmations and prompts to cultivate a daily practice of reflection and gratitude.

For the Woman Navigating
What’s Next

The woman who is changing careers, taking a leap, starting something new, stepping back, or simply giving themselves permission to want something different

MasterClass

“Sometimes that next chapter begins with a little curiosity,” says Ana Munro, SVP, Financial Advisor at Morgan Stanley. She recommends a MasterClass subscription to let them explore “What else might I love?” without demanding a five-year plan.

Mejuri Chunky Huggie Hoops

“At this moment in someone's journey, I'd want to remind them that they are on the precipice of something excellent,” says Marketing & Communications Consultant Deb Keltner. She’d give these earrings to “help them feel like they are winning” at client meetings or on calls.

An LLC in Their Name

Pathe Marketing Founder & CEO Menaka Thillaiampalam would give ninety minutes with a lawyer or accountant, the filing fee, and a name they chose sitting on a certificate. After she did the same for herself, the question shifted from “What should I do next?” to “What does my company take on first?”

For the AI-Obsessed Overachiever

The woman who is building workflows in their sleep, can't stop listening to Ezra Klein's podcasts, and has too many tool subscriptions to count

WashWise Reset Spray

Carrie Collins, Founder & CEO at H.O.W., recommends giving this dry shampoo for lightly worn clothes that don’t need a full wash so they can “spend less time doing laundry and more time overachieving.”

MADE51 Peace Pencil Case

“For the woman who has automated everything, I'd actually give them something decidedly human,” says Lacey Stone, Chief Development Officer at USA for UNHCR. This case, handmade by Sudanese refugee women, is her invitation to “occasionally close the laptop, pick up a pen, and see what happens!”

SaneBox

Michelle Pecak, Founder & CEO at MY VIBE Human Design, says a SaneBox subscription has changed her life: “I’ve tried a dozen inbox services and created agents and bots, and honestly, it was too much to maintain. I trained SaneBox one time and all of my emails are sorted how I want.”

New York Times Games

NextPlay Collective Founder Singari Seshadri recommends a gift subscription to New York Times Games, including The Crossword, Wordle, Connections, and more, “because we need to exercise and maintain our cognitive abilities in an AI-obsessed world!”