Over 15 Years of Senior Living Experience

Chief Explorations Officer

As founder of The AGE-Gency, Lola leads on-the-ground evaluations for senior living communities ready to solve occupancy challenges. She uses a data-first approach to uncover what’s working—and what’s not.

Fractional Chief Marketing Officer (CMO)

Lola serves as a strategic partner for senior living operators, like Sequoia Living, who need marketing leadership without an FTE. From rebranding to sales alignment, she delivers momentum where it’s been missing.

Strategist

Lola's strategies are built on insight, not guesswork—and always with urgency in mind. She specializes in diagnosing the root of operational and revenue problems. She'll map out an executable plan for sales and ops and provide external talent when needed.

Innovative Leadership

She's helped companies reimagine aging. From award-winning fall prevention programs to VR caregiver training, Lola has been part of some of the most innovative movements in senior care such as Aging2.0, Embodied Labs, and Intel-GE Care Innovations.

Programs Developer

Lola knows innovation doesn’t always come from tech. It starts with listening. When developing programs, she listens to operators, residents, and most importantly, staff.

Media Director

Before stepping into strategy and ops, Lola produced content that told the real stories behind senior living communities. She was the person at Eskton ready for a live news interview on a moment's notice. From managing centenarian birthdays to developing social media strategies for industry conferences, Lola is connected to the industry in ways that other's just don't have the bredth, depth or history.

Film Producer and Creative Director

With a background in photography, Lola has produced films, videos, and photoshoots. Emmy-nominated documentary, "Before the Fall," aired across the nation on PBS in 2018-2019. Videos produced for Eskaton were nationally recognized receiving thousands of online views. She's led workshops on producing video content and photoshoots that stand organizations apart from their competition.

Lola's Story

While working in residential real estate from 2001 to 2009, I kept noticing a pattern: families were selling homes that had been lived in for 30, 40, even 50 years. These homes were packed to the brim with belongings, and they had no plan for how to downsize. These weren’t just moves, they were crises fueled by losing a spouse or needing care. That observation pushed me to get our team certified as Senior Real Estate Specialists (SRES), and it opened my eyes to a larger issue: most people aren’t proactive about aging. They wait until they have no choice.

I wanted to help, so I launched a downsizing company called Legacy Preservation Society and went back to school to earn a Master’s in Management with a focus on aging services.

While in grad school, I wrote my thesis, “The Secret to Aging”, centered on five key pillars: housing, healthcare, wellness, wealth management, and technology. I even built a financial calculator to estimate what someone would need to thrive in the last 20 years of life—and back in 2012, that number was $2 million. Today, it's even higher. With the average boomer holding less than $100,000 in savings, the gap is staggering.

This realization shaped the course of my career. From ombudsman work in long-term care to innovation roles in enterprise tech, I’ve kept returning to one question: how can we help people—and the communities that serve them—plan better, live better, and age with more intention?

Articles, Webinars, and Podcasts

Recent Speaking Engagements

· LeadingAge Annual Conference Boston, November 2025

· SMASH Summit Las Vegas, October 2025

· What's Next Longevity Summit Berkely, June 2025

· Good People Retreat Tempe, December 2024

· SMASH Summit Las Vegas, October 2024

Podcasts & Interviews

· Grow Your Occupancy with Julie Podewitz — Where to Wisely Put Your Marketing Dollars

· Unlock with Larry Williams — Embracing Accessibility, Diversity & AI in Senior Living Marketing

· CCR Growth with Jerry Vinci — Strategic Thinking in a Changing Senior Living Landscape

· Foresight Radio with Steve Moran — Restore and Renew to a Better You

· Bridge the Gap: The Senior Living Podcast — SMASH Summit Recap

· LTC Heroes — Improving Occupancy Rates at LTC Communities

Articles & Thought Leadership

· Senior Living Foresight — Breaking the Chrysalis

· Forbes / Next Avenue — Best Ways for Midlife Entrepreneurs to Reach Their Target Audience

Webinars & Live Sessions

· 2024 Downsizing with Matt Paxton for Allegro Senior Living

· 2024 Foresight TV Live — Self-Discovery: A Conversation with Lola Rain

· 2023 Legacy Series: Environmental Impact on Longevity for Sequoia Living

· 2023 Heart Health Series for Eskaton

· 2022 Brain Health Series with Doctor Dean Ornish for Sequoia Living

· 2022 Healthy Aging Series for Sequoia Living