An intimate retreat for female business owners centered around mentorship, skill sharing, deep dives into business strategy, and the holistic needs of women.


The Huddle gives women the space and mentorship to take their business to the next level combined with the intimacy and pampering of your very best, well deserved, girlfriend retreat. Real-life support networks are focused around business strategy and continue beyond the four-day retreat.

Unlike other retreats, we keep it small and all inclusive in a private, beautiful home—with no more than 15 women attending. By curating the right group along with a seasoned entrepreneur, venture capitalist, and professional business/life coach, we match attendees’ skills with the skills they need, while remaining intimate and focused for every woman attending.

The Huddle has three main components: skill shares, hot seat peer mentoring sessions, coaching,  and self care activities. Each day the retreat strikes a balance between these three components. Skill shares help each attendee share their professional expertise with the group. Hot seat peer mentoring harnesses the collective brilliance of the group with the help of a seasoned entrepreneur and venture capitalist to strategize, knowledge share, and brainstorm solutions to business challenges.

Private life coaching sessions help create a personalized path for the holistic health of you and your business. Wellness and self care are woven throughout each day.

Activities like private yoga, meditation, hiking, massages, poolside relaxation, facials, and delicious family style meals occur in the intimacy of a home setting.

Admission by application only.


The Huddle was a big turning point for me as a business owner. I developed relationships with amazing fellow entrepreneurs that has added so much support to my business life. I also walked away feeling more empowered, more sure of what I wanted, and a better game plan for how to reach my business goals and dreams.

— Whitney, Sonnet James

I’ve been to so many workshops, conferences, and mastermind groups, but nothing quite like The Huddle. The weekend was so thoughtfully planned and well-executed—imagine the best girls' weekend ever coupled with some serious business strategy and mentoring from the most dynamic women. I came away feeling inspired and fired up to take my business to the next level. Could not recommend more highly!


{virtual} Huddles

Let’s come together in Huddle-style solidarity focusing on the resources and support you need today. Right now is an unprecedented and challenging time with the threat of COVID-19 to our communities and businesses. We’d love to offer you, our Huddle community, some virtual support from some incredible business mentors and coaches. Over the next few days check back for more updates on new classes and workshops. xoxo

Below you’ll find a list of FREE {virtual} Huddle classes and workshops over this next month. Everyone is invited. Register at the links below each class to get a reminder. Mark your calendars and join us when class begins:


HUDDLE HAPPY HOUR.  Come join fellow Huddle Alumni and others in the Huddle community on Thursday nights 8pm PST with your favorite quarantini drink for connection and community. Join here when it starts, no sign up required.

PAST WORKSHOPS: (replay any of them here)

How to Position and Pivot as a Business Owner with Priscilla Vega
Group Coaching to get Grounded in Anxious Times with Monique Shields
How to Support Your Community Through Instagram with Natasha Samuel
How to Adjust Your Content Marketing During COVID-19 with Jessica Thiefels
Developing an Abundance Mindset in Business with Miranda Andersen
Replace Overwhelm with Self Love and Inner Peace with Ele de Posson
How to Find Your Focus in Business and Get Clarity with Omaily Lucas
Updated 2020 Calendaring, Forecasting and Small Business Assistance during COVID-19 with Jill Dempsey


Tuesday April 7th 9-10am PST. Sign up here.
Best known for her 3-day workweek, Cailen has been featured in Business Insider, Huffington Post and Inspired Coach Magazine among many others. In this Virtual Huddle Workshop, you’ll learn how to create a feel-good schedule for you, your business + your family. Covering topics: getting work done with the kids at home, handling homeschooling + business building, prioritizing your time + become more efficient.

Thursday April 9th 11am PST. Sign up here.
Now, more than ever, leading through and navigating change requires an awareness of who you are, what your strengths are and how to support yourself and your team through uncertainty. As lifelong planners, seasoned entrepreneurs, and emerging conveners, AnneMarie Schindler and Melissa Stewart, who co-founded Ivy.Ly are driven to help organizations and individuals conduct more holistic planning and growth.

Wednesday April 22nd 1pm PST. Sign up here.
What if you could let go of the guilt, frustration, and disappointment that you feel when procrastinating and start feeling accomplished, proud, and focused? During this session, learn exactly why you procrastinate (spoiler alert: it’s not because you’re lazy or unmotivated), and how to stop procrastination in its tracks by implementing a focused, deep work practice. Certified Life Coach Cristina Roman will be doing live coaching on the call, so prepare to get vulnerable!


June 14-17 OR June 18-21 2020


In a spacious estate tucked into the oasis of Palm Springs, we’re hosting two separate Huddles the week of June 14th. Each will take a dive deep into business strategy, skill sharing, and connecting with the guidance of our leadership teams.

NEW BUSINESS HUDDLE (June 14-17, under 5 years entrepreneurial experience) with co-founder of ShareTown Jorja Leavitt, founder of Juniper Design and Juniper Print Shop Jenny Komenda, and business coach/strategist Ariana Wolf. 3 days, 3 nights  $2800 for a double shared room (your own bed), or $3400 for a private room

SCALING BUSINESS (June 18-21, 5+ years entrepreneurial experience) with founder of Freshly Picked Susan Petersen, venture capitalist Jill Dempsey, and leadership coach from Stanford Business School Monique Shields. 3 days, 3 nights  $3200 for a double shared room (your own bed), or $3800 for a private room

Cost for either retreat is all inclusive with delicious family style meals, daily in-house wellness activities of guided yoga + meditation, in-house massage therapy, personal coaching sessions, and more.  You’ll leave with a clearer sense of direction and strategy for your business, along with an intimate support and mentorship network that extends well beyond The Huddle retreat.

By application only. When applying, you’ll self-select which Huddle (New Business or Scaling Business) feels most appropriate to your business and experience. 

One half scholarship is available with priority given to women of color or from another marginalized group. Please see application for details. 



Founders, business owners and entrepreneurs that identify as female. We're looking to curate diverse groups of ambitious business women who are looking to objectively examine their own business while addressing the holistic needs they have, and help others do the same.

The magic in The Huddle is the curated intimacy. That's why we keep these retreats small. Unfortunately because of our group size, we can't accept everyone that applies. It's crucial to curate the right group of women with a diverse background and experience, while also matching skills and needs. That being said, we REALLY want everyone to be able to experience a Huddle retreat because it's so beneficial. If we can't offer you a spot in The Huddle you're applying for, we'll add you to a priority list for future events. In the meantime, we're happy to recommend other resources and support networks to get you the help you're looking for.

It's different at every event, but here's a picture of how a typical day might play out: You wake up to a private yoga + meditation session at the gorgeous home (feel like sleeping in? no judgement!). Followed by a delicious family style breakfast. Next up, a skill share around a business topic (maybe SEO? maybe working with investors? marketing funnels?). Then a hot seat peer mentoring session where focus our energy on helping one woman's business guided by seasoned mentors. In these personalized sessions, we explore business strategy, direction, or whatever help and knowledge is most needed for that woman. Next, a break for free time. Sitting by the pool, journaling. Both a private massage therapist and a life coach offer private sessions during the free time. Lunch by the pool is followed by more hot seat and skill share sessions. After an afternoon hike, a workshop is led by our life coach. More massages and private coach sessions. A cooking lesson skill share is taught while enjoying cocktails and appetizers on the outdoor patio; followed by dinner and conversation continuing until late. Lights out. Repeat!

Huddles are intentionally intimate and always located in a private, beautiful home in a retreat-worthy location. Think the best girls weekend coupled with some serious business strategy and connection. Although the rooms and grounds are spacious, we usually don't have the type of space to accommodate completely private rooms, although this depends on the specific home. Tiered pricing may apply for private or shared rooms and availability is limited.

Stay tuned! Be sure to follow us on Instagram and sign up for our newsletter for Huddle announcements!

We strongly believe in the inclusion of ALL women. We'll be offering one half scholarship per retreat with priority given to women of color, or from another marginalized group. We're also donating a percentage of the profits from each Huddle retreat to a foundation supporting funding for women of color entrepreneurs.

There's not a right or wrong answer, and we strongly believe in self-selection (you know yourself and your business best). But in general, here are some rough guidelines to take into account: NEW BUSINESS: Under 5 years entrepreneurial experience, under $300k annual gross revenue. SCALING BUSINESS: 5+ years entrepreneurial experience, over $300k annual gross revenue. You can apply to either, although we may let you know if we think another might be better a better fit.

If something comes up and you aren't able to attend, unfortunately we cannot offer a full refund but can transfer a portion of your payment to a future Huddle within 18 months. Transfers of spots could be available on a case by case basis as we are very careful to curate the right group of experience and expertise. Our events are very small and right now we have no reason to believe we'll need to cancel the June Huddle due to COVID-19 but are monitoring the CDC carefully and are prepared to reschedule if needed. No matter what, we will implement strict sanitizing plans and healthy interaction practices between our attendees.

More Huddles announced soon!