Boss Lady Events, Workshops, and Networking
Connect. Learn. Grow Together.
Boss Lady is committed to connecting entrepreneurs, professionals, and community leaders with opportunities to learn, collaborate, and make a greater impact. Explore upcoming events, workshops, educational programs, and community initiatives where you can gain practical insights, build meaningful relationships, and discover resources to help you move forward in business and in life.
Time for the Talk - July 14, 2026
On July 14, join us for an evening of meaningful conversation during Time for the Talk, a free community event focused on helping families prepare for the important conversations surrounding aging, caregiving, and planning for the future. Through a panel of trusted professionals and community leaders, you'll gain practical guidance on navigating decisions before a crisis arises and learn why these conversations are easier—and more effective—when they happen early.
This special event also celebrates the launch of Cheri Hudgins' new workbook, Time for the Talk, designed to help families confidently begin conversations they've often delayed for too long. Whether you're caring for aging parents, planning ahead for yourself, or simply want to be better prepared, you'll leave with practical tools, valuable resources, and greater peace of mind.
The Sandwich Generation: Are Employers Ready? - August 13, 2026
Today's workforce is increasingly made up of employees balancing careers while caring for aging parents and, in many cases, raising children at the same time. This growing "sandwich generation" faces unique challenges that affect not only families, but also workplace productivity, employee well-being, and organizational success. This event explores how employers can better understand and support the realities their workforce is navigating every day.
Join business leaders, HR professionals, caregivers, and workplace experts for a practical conversation about creating healthier, more supportive work environments. You'll gain valuable insights into caregiver-friendly policies, workplace flexibility, available resources, and strategies that help organizations retain great employees while strengthening families and the communities they serve.
When Home Becomes a Decision - September 24, 2026
For many families, deciding what to do with a longtime home is one of the most emotional and complex parts of the aging journey. Whether you're considering downsizing, planning for long-term care, or helping a loved one transition to the next stage of life, these decisions often involve financial, legal, and family considerations. This event is designed to help you navigate those conversations with greater confidence and clarity.
Join experienced professionals as they discuss practical topics including selling a home, estate planning, Medicaid considerations, aging in place, caregiving resources, and making informed housing decisions. You'll leave with valuable information, trusted community resources, and a clearer understanding of the options available to help your family plan ahead with peace of mind.
Sundowner's Blues: Understanding and Managing Behavior Changes in Later Life - October 9, 2026
Behavior changes associated with dementia and other age-related conditions can be confusing, stressful, and emotionally overwhelming for both families and caregivers. This event provides practical guidance for understanding sundowning, recognizing concerning behavior changes, and responding with greater confidence, compassion, and knowledge. You'll gain a clearer understanding of why these behaviors occur and how to better support those experiencing them.
Join healthcare professionals, behavioral health experts, and experienced caregivers as they discuss dementia, mental health, crisis recognition, communication strategies, and caregiver support. Whether you're caring for a loved one, working in healthcare, or simply preparing for the future, you'll leave with valuable resources, practical tools, and renewed hope for navigating these challenges together.
Time for the Talk Caregiver's Conference - November 5, 2026
Caring for a loved one can be one of life's most meaningful responsibilities, but it can also be physically, emotionally, and mentally demanding. The Time for the Talk Caregiver's Conference is a full-day experience created to educate, encourage, and equip family caregivers, healthcare professionals, and community members with the knowledge, resources, and support they need to care for others while caring for themselves.
You'll explore the complete Time for the Talk educational series through expert-led panels, interactive discussions, and practical workshops. Discover valuable community resources, learn effective caregiving strategies, connect with others on a similar journey, and leave with renewed confidence, practical tools, and the encouragement to continue making a lasting difference in the lives of those you love.
Home for the Holidays - December 10, 2026
The holidays bring families together, making them one of the best times to have important conversations about the future. While these discussions can feel difficult, they also create opportunities to better understand one another, make thoughtful plans, and ensure loved ones' wishes are known before a crisis arises. This event will help you approach these conversations with confidence, compassion, and a practical plan.
Join community leaders, healthcare professionals, and special guests from the Sunday Dining Room Conversation Podcast for an evening of honest dialogue and practical guidance. Together, we'll explore topics such as caregiving, financial and legal planning, managing family expectations, and preserving meaningful traditions while preparing for the future. You'll leave equipped with conversation starters, trusted resources, and greater peace of mind for the holiday season and beyond.
Time for the Talk Educational Series 2026
The July event is just the beginning. Throughout 2026, the Time for the Talk Educational Series will bring together local experts, healthcare professionals, financial advisors, legal professionals, caregivers, and community organizations to address many of the most important issues families face as loved ones age. Each event focuses on a specific topic while providing practical education, trusted resources, and opportunities to connect with others navigating similar challenges.
Upcoming sessions include scam awareness, caregiving in the workplace, downsizing and housing decisions, dementia and behavioral health, caregiver wellness, and preparing families for difficult conversations before the holidays. Every event is free and open to the community because informed families make better decisions—and those conversations today can create greater confidence and peace of mind for tomorrow.