Thursday, April 10, – Friday, April 11, 2025
Wisdom House Retreat and Conference Center, Litchfield, CT
If you’ve ever asked, “Am I enough?” or “Why does this feel so hard?”, Boldly You is your answer. This isn’t just another event – it’s a movement to help you take center stage in your life and career, unapologetically.
Join Coach Jackie, your host, and guest speakers, Leslie Gomez and Mary Carangelo, for a one or two-day experience like no other, nestled in the serene beauty of Litchfield, CT during the rejuvenating season of Spring.
💡 Are entrepreneurs, leaders, or professionals ready to amplify their voice.
💡 Struggle with imposter syndrome or feel hesitant to share their achievements.
💡 Want to build a powerful presence in their industry without compromising their authenticity.
💡 Are tired of waiting for recognition and ready to claim it for themselves!
✨ Break free from societal narratives that tell you to stay quiet.
✨ Reframe self-promotion as an act of service to those who need your skills and perspective.
✨ Boost your confidence to showcase your talents in a way that feels authentic and exciting.
✨ Learn practical tools to advocate for yourself without second-guessing or self-doubt.
Coach Jackie Ross is a Career Coach for Women Leaders, credentialed by the International Coaching Federation. She’s a Certified Positive Intelligence Coach with training in Leadership Development and Mental Fitness. Jackie is the author of the book Manage UP! The Ultimate Guide to Managing Your Manager and a professional speaker and presenter.
Since 2013, she’s been helping ambitious women entrepreneurs and professionals fuel their careers with purpose and passion.
As a seasoned photographer and coach, Leslie has dedicated her career to helping businesswomen stop hiding and start showing up. Her empowering methods will teach you how to shine confidently in front of the camera, making your presence unforgettable. Whether you need to update your professional headshot or create a personal brand that truly reflects your energy, Leslie’s expertise will inspire you to embrace the spotlight with ease.
Mary is not just a stylist – she’s a fashion therapist with a gift for helping women rediscover their confidence and true style. Her passion lies in aligning your outward appearance with the brilliance that already exists within you. Through her guidance, you’ll learn how to dress with purpose, radiate authenticity, and show up as your most vibrant self every day.
The core of the summit is a life-changing day on Friday, April 11th, 2025. In addition, for a limited number of attendees, you’re invited to take in the depth and breadth of this journey with a special pre-summit dinner and/or an optional overnight stay at the Wisdom House Retreat & Conference Center on Thursday, April 10th.
Early Bird (On Sale until Feb 22): $347
Regular: $397
Early Bird (On Sale until Feb 22): $417
Regular: $467
Early Bird (On Sale until Feb 22): $627 – $677
Regular: $677 – $727
Friday April 11, 2025
Registration at 8:30 am, Event 9:00 am – 4 pm EST
Wisdom House Retreat and Conference Center, Litchfield, CT
Includes a continental breakfast and full nutritious lunch.
The “Boldly You! Shine without Apology Summit” is designed to empower women entrepreneurs and professionals by guiding you through a transformative journey of self-discovery and actionable goal-setting.
The serene and picturesque Wisdom House Retreat and Conference Center offers a tranquil setting perfect for reflection and growth. Participants are greeted with a continental breakfast, allowing for casual networking and a relaxed start to the day. The welcoming ceremony sets a positive and inclusive tone, fostering a sense of community among attendees.
The morning session introduces an exploration of your Zone of Genius, helping you identify and harness your unique strengths for success. We’ll dive into recognizing and overcoming limiting beliefs and saboteurs that hold you back, empowering you to design your life with confidence. Reclaim your boldness as we address self-doubt and share strategies for cultivating an unshakable sense of self.
Leslie’s session, Building a Strong Personal Brand, is all about unlocking the secrets to crafting a brand identity that truly represents the authentic YOU. As a branding expert, Leslie will guide you through uncovering the key elements of a compelling personal brand and show you how it can propel your entrepreneurial success to new heights. 🚀✨
Reignite Your Unique Value:
Gain clarity on your unique passions and strengths, and discover how to align them with your career or business goals to create a more fulfilling and meaningful path forward.
Build Unshakable Confidence:
Overcome self-doubt and fear of judgment by learning strategies to silence your inner critic and step into every opportunity with authenticity and self-assurance.
Master the Art of Self-Promotion:
Develop tools to share your story and achievements effectively, without feeling boastful or uncomfortable, so you can confidently advocate for yourself and your work.
Create a Personal Action Plan:
Leave with a tailored playbook designed to help you implement what you’ve learned, set achievable goals, and take purposeful steps toward your vision.
Foster Meaningful Connections:
Build lasting relationships with like-minded women who inspire and support you, creating a powerful community to cheer you on as you move forward boldly.
Thursday, April 10, 2025
5:00 – 8:00 pm
Market Place Tavern in Litchfield Center
Includes appetizers, one full-course meal, and coffee, tea and dessert. Menu TBD.
Start your transformative journey with an intimate and inspiring evening the night before the summit! Join fellow attendees for a private dinner at the Marketplace Tavern in Litchfield Center, featuring a special discussion led by Mary Carangelo, Fashion Therapist.
Mary Carangelo, author of The Secrets in Your Closet: Style Your Confidence, will lead a powerful discussion on styling with confidence. Her unique approach goes beyond fashion advice—by transforming your wardrobe, she helps you tap into your true potential, boost your self-assurance, and create a lasting impact on your life. Mary believes that the right style can unlock a newfound sense of empowerment, enabling you to present your boldest, most authentic self to the world.
Why attend the pre-summit dinner? This dinner is more than a meal – it’s an opportunity to create lasting connections, set intentions, and step into the Boldly You experience with confidence and camaraderie.
During last October’s event, attendees who participated in the pre-retreat dinner shared how it set the tone for a deeper and more meaningful experience. They expressed feeling more connected, supported, and bonded with their fellow participants, making the next day’s workshop even more impactful.
Thursday, April 10 – 11, 2025
Includes all amenities of the full-day summit, pre-summit dinner, and overnight stay at Wisdom House Retreat & Conference Center.
Shared Room with Shared Hall Bathroom:
Early Bird (On Sale until Feb 22): $627
Regular Price: $677
Private Room with Shared Hall Bathroom:
Early Bird (On Sale until Feb 22): $647
Regular Price: $697
Private Room with Ensuite Bathroom:
Early Bird (On Sale until Feb 22): $677
Regular Price: $727
Wisdom House, located in Litchfield CT, hosts meetings, conferences, and retreats for a variety of organizations. They welcome over 500 groups annually, many returning year after year. Visitors can relax in the cloisters, reading nooks, and sun porches.
Without the interruptions of daily life or the temptation to multitask, you can fully immerse yourself in the event, maximizing your focus and engagement. Wisdom House offers a peaceful and beautiful location that has an outdoor Labyrinth, gardens, and spaces for contemplation, an art gallery and walking distance to Topsmead State Forest.
This live event offers an engaging and interactive experience that allows for hands-on learning. This practical approach will enhance understanding and retention of information, providing you with a deeper learning experience.
Attending a women-identified-only event fosters a supportive and empowering environment. It provides conditions to create a safe space to share experiences, challenges, and successes unique to women, promoting solidarity, mutual encouragement, and a sense of belonging. This exclusive focus can enhance meaningful personal and professional growth.
This live event will provide unparalleled opportunities for face-to-face networking. You can meet other entrepreneurs, leaders, potential collaborators, and like-minded individuals, and you can start to foster relationships that can lead to future collaborations, partnerships, and professional growth.
The atmosphere of this live event, set in beautiful Litchfield CT, will be inspiring. The energy of the attendees, the direct interaction with the speaker(s), and the tangible environment will create a memorable and impactful experience that is difficult to replicate online.
At this live event, you will ask questions and get immediate feedback from the facilitators. The real-time interaction can clarify doubts, provide deeper insights, and foster a more dynamic and engaging discussion.
Visiting Litchfield, CT, during the start of Spring is a perfect getaway for those seeking a blend of history, scenic beauty, and delightful experiences. Nestled in the picturesque Litchfield Hills, this charming town comes alive with vibrant spring colors, offering stunning views at every turn.
Visit Litchfield CT: scenic, historic, and lifestyle amenity-rich Litchfield, Connecticut, named a top small town destination by Smithsonian Magazine and a top 20-weekend getaway in New England by Travel + Leisure for our rich history, scenic beauty and nature preserves, outdoor activities, shopping, dining, signature community events, and great people!
You can enjoy a leisurely tour of local wineries such as Hawk Ridge Vineyard and Sunset Meadow Vineyards, where you can savor exquisite wines amidst the breathtaking backdrop of fall leaves. Indulge in exceptional dining experiences at quaint restaurants like West Street Grill, known for its farm-to-table cuisine. For outdoor enthusiasts, the area boasts numerous hiking trails, including those at White Memorial Conservation Center, providing an immersive nature experience. Whether exploring historic landmarks, like the Litchfield Historical Society, or simply taking in scenic vistas, Litchfield promises a memorable and enriching autumn escape.
Coach Jackie will provide a comprehensive list of recommended places to stay and enjoy during your venture to Litchfield Hills.
Let’s break the cycle of staying small and step into the spotlight, where you’ve belonged all along. Whether you’re a professional, an entrepreneur, or someone dreaming of taking that next big step, this retreat will give you the tools, mindset, and energy to make it happen.
©2025 Jacqueline C. Ross, LLC