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2025 Enterprising Women

October 30 @ 10:00 am - 2:00 pm

Join us for Enterprising Women 2025: Rooted, Rising & Resilient

Celebrate the strength, growth, and perseverance of women in business at this empowering event. Connect through meaningful networking, explore a curated selection of vendors, enjoy a delicious lunch, and gain inspiration from our dynamic panelists. The day will culminate with our ALL -NEW Enterprising Women awards, honoring women who embody resilience and leadership in our community.

EVENT OVERVIEW:

Held at the Margaritaville Resort, Cape Cod. A delicious lunch will be served and you won’t want to miss out on your chance to network.

EVENT SCHEDULE:

9:30 – 10:00 AM – Registration & Doors Open
10:00 – 11:30 AM – Vendor Expo
11:30 AM – Opening Remarks & Lunch
12:00 – 12:45 PM – Panel One
12:45 – 1:00 PM – Stretch & Meditation Break
1:00 – 2:00 PM – Panel Two

Event Info – October 30, 2025
10am to 2pm

Tickets $65 Tables of 8 – $520 Vendors – $125 Vendors will be allowed to promote/sell between 10-12

EW SponsorGuide 9.22

Unfortunately, we are unable to accommodate marketing agencies as vendors for this event.

A portion of the proceeds from this event will go toward the Ellie Fund for breast cancer awareness.

Enterprising Sponsor

cape cod 5 logo transparent large e1680803687811 600x270 1

Rooted Sponsor

open cape logo

Resilient Sponsor

MelissaJPond

Sweet Sponsor

IndependenceHH

Featured Panelists

CherylJones

Cheryl Jones. M.Ed.

ThrivingWithCherylJones.com

Cheryl Jones is a global well-being leader, mindfulness expert, and spiritual counselor who helps individuals, teams, and communities thrive. With a master’s degree in allied health and exercise science, she blends mindfulness, holistic wellness, and decades of experience to foster resilience, vitality, and meaningful connection.

A trailblazer in workplace wellness, Cheryl created Aetna’s groundbreaking Healthy Lifestyle Coaching program and was named one of the 12 Most Powerful Women of the Mindfulness Movement by Mindfulmagazine.
She is also the co-founder of IGNITE CEUs, offering innovative, engaging, and restorative courses designed specifically for healthcare professionals seeking to reclaim their energy, reconnect with their purpose, and build a sustainable, meaningful career.
Through her Thrive55+ Wellness studio in Plymouth, Massachusetts—and via her books, podcast, and signature offerings—Cheryl provides practical tools that help people flourish at work, in life, and in caregiving.

PamDenholm

Pamela Denholm

Executive Director of the South Shore Food Bank

Pamela Denholm is the Executive Director of the South Shore Food Bank, where she leads a regional effort to combat food insecurity with dignity, equity, and collaboration. Described by partners as a “problem solver” with an “infectious” leadership style, Pam has transformed the Food Bank into a vital hub for distributing fresh, nutritious food to pantries across more than two dozen towns in Massachusetts. Denholm’s strategic vision and commitment to community empowerment earned her recognition as a 2025 Commonwealth Heroine by the Massachusetts Commission on the Status of Women, honoring her efforts to pull people and organizations out of silos to create a stronger, more collaborative community network.

AshleyIrene

Ashley Irene

Founder of Ashley Irene Boutique

Ashley Irene is the owner and founder of Ashley Irene Boutique, a size-inclusive fashion destination located in the heart of Mashpee Commons. With over nine years of experience in the retail industry, Ashley brings a deep passion for customer service and building meaningful connections with her community.

She is a proud graduate and mentor with EforAll (Entrepreneurship for All), where she continues to support and inspire other entrepreneurs on their business journeys. Through her boutique, which offers styles ranging from XS–3X, Ashley is dedicated to creating a welcoming and empowering shopping experience for women of all sizes.

Blending her love for retail with her expertise in social media, Ashley has built a brand that is not only about fashion, but also about inclusivity, confidence, and connection.

JillCampbell

Jill Campbell

Red Barn Productions

Jill Campbell is an award-winning documentary Director, Producer, andEditor. She began her career working at New York’s Public Theater and writing and producing plays at LaMama, the Dublin Fringe Festival, across the London fringe scene, and as a fellow at Mabou Mines. In addition to her own projects, Jill assists other filmmakers as a producer and editor working on over 15 feature and short-form documentaries that have at major festivals worldwide
including Tribeca, DOC NYC, Atlanta, Art Fifa, Montclair, Miami, Newport Beach, Full Frame, Seattle, Woodstock, Santa Barbara, Omaha,
Doc Utah, and Warsaw.

Some of Jill’s recent producing credits include:Never Too Late:  The Doc Severinsen Story (American Masters, 2020). Jill has directed three feature-length documentaries, including Mr. Chibbs (Cargo Films), a 2017 Village Voice Critics’ Pick. Mr. Chibbs traces the rise and fall of NBA legend Kenny Anderson. Seat 20D (FirstRun Features) is a meditation on the healing power of self-expression that follows artist Suse Lowenstein’s journey to overcome her grief
following the murder of her son. Jill obtained her MFA from Hunter College’s IMA program, where she concentrated in documentary
filmmaking. In 2015, she was awarded a fellowship to Killer Films/Stony Brook Southampton’s 20/20/20 program and has been a Mabou Mines Resident Artist. She has served as Chair of the Producer Guild’s Documentary Salon and has been an Adjunct Professor at Purchase College and Adelphi University. Beyond the Gaze: Jule Campbell’s Swimsuit Issue is Jill’s third and most personal feature documentary. The award-winning film premiered in October 2024 at the Woodstock Film Festival, where Jill was nominated for Excellence in Directing.

BarbaraLiftman

Barbara Liftman

Family Law/Civil Litigation

Barbara Liftman has been practicing all aspects of family law, civil litigation and transactional work in Massachusetts since 1991. After fifteen years with a general practice law firm in Worcester, she has been a sole practitioner since 2006. In 2017, looking for a way to spend more time on Cape Cod and less time in Worcester, Barbara conceived of an idea that would simplify the divorce process, reduce the expense, and take the “nasty” out of divorce by helping couples who have decided to part ways amicably work out the details to dissolve their marital partnerships.

With a $19.00 dollar mailbox at Cape Space and a free Google listing, Cape Cod Uncontested Divorce was born. For one low cost, Barbara helps couples reach a full agreement, prepares all of the documents, and walks them through the court process. Demand for this unique service has been so great that Barbara now operates from six offices in Massachusetts and via Zoom. She has offices in Hyannis, Plymouth, Newton, Worcester, Springfield and Pittsfield and accepts cases from every county in the Commonwealth.

Ms. Liftman is a cum laude graduate of Brandeis University and Suffolk University Law School. She is a single parent and has first-hand experience with divorce, co-parenting, blended families and the complex emotions that go along with divorce and starting over. It is the blend of her many years of experience in the courtroom and her personal challenges that fuel her desire to help couples avoid the uncertainties, acrimony and expense that go along with contested divorce.
With all of the time she saves not arguing with other lawyers, going to court and chasing billings, Barbara hosts advanced hikes for the Cape Cod Nordic Walking group and volunteers for the Family Table Collaborative. She lives in Yarmouth Port with her two dogs, Cooper and Charly, and is renovating a cottage in the Berkshires.

TamoraIsrael

Tamora Israel

Artist, Performer, and Cultural Organizer

Tamora Israel is a happy newlywed to her amazing wife and best friend B. Dean. Tamora is a multidisciplinary artist, performer, and cultural organizer based on Cape Cod, by way of Long Island, NY. A proud washashore since 2006, she brings her talents to the worlds of poetry, theater, film, photography, graphic design, journalism, podcasting, activism, and public speaking.

She has performed, collaborated, organized and produced several live social, political, and musical events, theater productions, and art installations, and continues to serve as a vibrant force within Cape Cod’s creative and activist communities. Her recent performances include the Nantucket Poetry Festival, the Independence House International Festival, and her monthly hosted 438 Open Mic; an inclusive space Tamora hosts in partnership with Belonging Books, held at The Cordial Eye in Hyannis at 438 Main Street.

In February 2025, Tamora wrote, co-produced, co-directed, and starred in an original live theater production of, Poetry From My Brain Parts, debuting at her alma mater, Cape Cod Community College. This multidisciplinary experience combines spoken word, storytelling, comedy, R&B music, and visual art to weave a narrative of growth, self-love, activism, and U-turns. This project is headed back to the stage from March 19th-22nd of 2026 at The Cotuit Center for the Arts.

Beyond the stage, Tamora is deeply committed to civic engagement. She is a founding board member of both The Cordial Eye and Amplify POC Inc, currently she serves on The Cordial Eye Board and serves on the nominating committee for the latter, and is a new member of the Provincetown Television board.

In recognition of her artistic and community impact, Tamora was honored with the 2024 Black Excellence Award by the Massachusetts Black and Latino Legislative Caucus, celebrating her contributions to education, culture, and activism.

To learn more about her work, visit www.tamorapoetry.wordpress.com.

Ticket Checkout – Enterprising Women 2025

For table sponsorships, please reach out to Cara Cipullo at cara@capeplymouthbusiness.com. Table Sponsorships come with the following: Reserved Table of 8, Table Card w/ Logo, Logo Listing on Website Event Page/Social.

Details

Date:
October 30
Time:
10:00 am - 2:00 pm

Venue

Margaritaville Resort Cape Cod
1225 Iyannough Rd
Hyannis, MA 02601 United States
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Phone
(508) 771-3000
View Venue Website