A 50+ workshop on home, health and wealth, presented by Pro Wellness Initiative, The 50+ Insider Jacksonville and Pro Wellness Support.
A panel of local experts, in one room, with a community that has your back. Whether you're in your 50s or starting to plan in your late 40s, this afternoon is for you.
Seating is limited to 50 guests so every conversation stays personal.
What We'll Decode
Four local experts, one afternoon, and the questions you've been meaning to ask.
Downsizing, right-sizing and planning where you'll live next, without the overwhelm or the regret.
Strength, energy and everyday habits that help you feel your best after 50, from people who teach it every day.
Making your savings last, the big money decisions of your 50s and 60s, and the questions to ask any advisor.
Our Mission
The 50+ Insider is building a village: local communities for adults 50 and better, launching up and down the East Coast, starting in Virginia and Florida. We believe this chapter of life deserves real connection, trustworthy information, and people in your corner.
That's why we created Stepping Into Graytness, a quarterly panel series that brings local experts, trusted businesses and our community together in one room. No sales pitches. No jargon. Just honest answers to the questions you're actually asking.
We use a panel instead of a single speaker on purpose. One presenter gives you one point of view. A panel of experts from different fields shows you the whole picture, and how your health, money and home all connect.
The Gray is Intentional, and so is the life.
From Our Community
Real people, real conversations and new friendships. Here's a look at what happens when our Jacksonville community comes together.




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November 14 Workshop Details
Four local experts on financial planning, downsizing and home, and health after 50, guided by our hosts. Bring your questions: ask out loud with our passed mic, or anonymously on a question card.
Hosted by Brandy Hollaway, Founder, and Stephanie Mooneyham, Jacksonville Community Coordinator
Where 1290 Kendall Town Blvd, Jacksonville, FL 32225
Tickets
$25 per person
Only 50 seats. Already a member? Bring your 50+ Insider Member Perks card, digital or key tag, and show it to receive partner perks.
The Quarterly Workshop Series
Stepping Into Graytness happens every quarter. Each edition brings a new panel of local experts, shaped by the questions our members ask most.
November 2026
Home, health and wealth after 50.
Tickets on saleFebruary 2027
Cognitive health, heart health, sleep, and stress.
May 2027
Estate planning, caregiving, housing options, and insurance basics.
August 2027
Strength and fitness, travel, nutrition, and staying connected.
Future themes and dates may shift as we hear from you. Experts and businesses who fit an upcoming theme are welcome to apply now.
Get Involved
Every edition is made possible by local experts who teach, businesses who serve, and sponsors who stand alongside us. Apply once for November or any future edition.
We're looking for local professionals who explain things clearly and are here to help, not to sell.
Panelists are introduced as trusted experts, featured in our newsletter and social channels, and connect with guests during the social hour.
Every table is curated. We'd rather have 20 businesses that truly serve this community than 100 that don't.
Our Community Partners receive first option on tables. We'll follow up with full vendor details after you apply.
Sponsors make each edition possible and are recognized as trusted names in our community.
Now seeking local drink sponsors for November: juice bars, coffee roasters and tea shops.
© 2025 Graytness Collective. All rights reserved. graytnesscollective.com
The gray is intentional. So is the life.
© 2025 Graytness Collective. All rights reserved. graytnesscollective.com
The gray is intentional. So is the life.