Cocktails & Conversations

Cocktails and Conversations is more than just a networking event—it’s a celebration of women supporting women, where business dreams and friendships are built side by side. This gathering brings together female entrepreneurs to connect, learn, and grow in an atmosphere of warmth and empowerment. While you enjoy delicious, locally crafted meals and shop from other amazing women-owned businesses, you’ll also have the chance to engage in meaningful conversations that go beyond the surface. Our expert “conversation starters” lead thought-provoking discussions on topics that matter most to entrepreneurs—everything from scaling your business to work-life balance—fueled by questions submitted by the attendees, making each conversation feel personal and real. 

What sets Cocktails and Conversations apart is its focus on community. It’s not just about exchanging business cards—it’s about building lasting connections and learning from one another’s experiences. Here, you’ll find a space where vulnerability and authenticity are celebrated, and you leave feeling inspired, supported, and ready to take your business to the next level. This isn’t your typical networking event—it’s a genuine opportunity to connect, learn, and grow with women who truly understand the entrepreneurial journey.

Our Signature Event 

Small Group Coaching

Our Small Group Coaching Program is designed to empower female entrepreneurs and business professionals at every stage of their journey. This intimate coaching experience brings together a dynamic mix of women to connect, learn, and grow in a collaborative environment.

Through expert-led sessions and peer support, participants will tackle key business challenges, develop actionable strategies, and gain the tools to thrive in today’s competitive market. Whether you’re looking to refine your vision, build your brand, or scale your business, our program provides tailored guidance and practical insights to help you succeed.

With a focus on education, masterminding, and community-building, this program is perfect for modern female entrepreneurs who want to level up their business while forming lasting connections with like-minded women. Join us to gain clarity, confidence, and a roadmap to achieve your goals—all within the supportive network of Women in Business CT.

While the Women in Business CT Membership offers broad access to networking events, workshops, and community-building opportunities, the Small Group Coaching Program takes things a step further with a focused and personalized approach.  

This program is designed for women who are ready to dive deeper into their business goals, tackle challenges head-on, and receive tailored guidance in a small, intimate setting. Unlike the membership, which emphasizes community-wide engagement and resources, the coaching program is highly interactive and outcome-driven, allowing participants to work closely with industry experts and like-minded peers 1 one 1 to create actionable strategies for growth.  

Think of it as the next level—where collaboration, accountability, and transformation meet. The coaching program provides more 1-1 hands-on support and detailed action plans, ensuring participants leave with clarity, confidence, and tangible results. It’s perfect for those seeking a more customized experience while still benefiting from the Women in Business CT network.