Featured Events

Join Jill Schlesinger, award-winning writer and speaker, for open dialogues about optimizing your financial health. Jill – known for her unabashed, candid approach to talking about money – will simplify business and economic concepts into understandable advice. You’ll receive answers to questions you didn’t even know you had.

Learn money management tips and a wealth of knowledge about economic trends alongside the superb services and all-inclusive amenities of our New England wellness resort in the Berkshires.

In addition to this event, you can enjoy all of the daily activities that Lenox, MA offers. Explore our sample schedule.

Jill Schlesinger, CFP®, is the Emmy-nominated and Gracie Award Winning Business Analyst for CBS News. She covers the economy, markets, investing, and anything else with a dollar sign on TV, on radio (including her nationally syndicated show, Jill on Money, which won the 2018 Gracie Award for Best National Talk Show), on the Jill on Money podcast, and on her blog of the same name.

Jill won a 2018 Personal Finance Reporting Award from the Radio Television Digital News Association (RTDNA)/National Endowment for Financial Education (NEFE), and was the recipient of the 2018 National Association of Personal Financial Advisors' Special Achievement Award, presented for significant contribution to fee-only financial planning and helping to educate consumers on the importance of having a comprehensive financial plan.

Prior to her current role, Jill was editor-at-large for CBS MoneyWatch.com, where she was responsible for video and written content and was part of the team that launched the site.

Jill spent 14 years as the co-owner of and Chief Investment Officer for an independent investment advisory firm. She began her career as a self-employed options trader on the Commodities Exchange of New York, following her graduation from Brown University. Jill serves on the board of the New York City Lesbian, Gay, Bisexual & Transgender Community Center, a home and resource hub for the LGBTQ+ community, which empowers people to lead healthy, successful lives.

Friday, June 28

6 pm – The Dumb Things Smart People Do With Their Money
Do you find yourself making mistakes with money? It’s not a lack of intelligence that causes even the most accomplished people to be their own worst financial enemies—but, rather, emotional blind spots.
Jill will discuss her book The Dumb Things Smart People Do With Their Money: Thirteen Ways to Right Your Financial Wrongs in order to help you avoid financial pitfalls.

Saturday, June 29

5 pm – The Great Money Reset
Jill’s new book, The Great Money Reset: Change Your Work, Change Your Wealth, Change Your Life is about building financial resilience and maximizing opportunities. In this session, Jill will help you understand how to kick-start a life transition without blowing up your financial life.