AI in Senior Living Sales and Marketing: Key Trends to Watch in 2026
AI in Senior Living Sales and Marketing: Key Trends to Watch in 2026
A new webinar for executives, administrators, directors and other care leaders at senior care and LTC facilities.
Presented December 17, 2025
Jordan Mabry, Enterprise Account Executive, Marchex
Michael Pittore, Co-CEO of Agemark Senior Living
Ashley Gloystein-Klatt, Vice President of Marketing & Communications, Agemark
Paige Cerulli, Author & Editor at I Advance Senior Care


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AI is no longer a futuristic concept—it’s becoming a 2026 reality for senior living sales and marketing teams. Communities that begin adapting now will be better positioned to grow occupancy, meet rising family expectations, and stay ahead in a competitive market.
In this webinar, industry experts will discuss the top AI trends transforming senior living sales and marketing. You’ll hear how forward-thinking organizations are using AI to better understand family needs, boost occupancy, and increase sales and marketing effectiveness.
What you’ll learn:
- How AI search is changing consumer behavior—and how communities can capture attention through AI search results
- The most promising applications of AI in senior living that forward-looking communities are beginning to explore
- How AI call insights can help sales and marketing teams understand families’ needs more deeply
- Balancing efficiency with empathy when testing AI call agents
- Common pitfalls to avoid when piloting or scaling AI in senior living
Your Presenters
Cara Cassner
Director of Marketing
The Kendal Corporation
Cara Cassner is Director of Marketing at The Kendal Corporation, a nonprofit senior living organization. She brings more than 15 years of marketing experience, including over a decade with Kendal, and holds an MBA with a concentration in digital marketing. Cara has led system-wide marketing technology initiatives and introduced AI-driven strategies to enhance sales and occupancy. She is committed to applying marketing toward social good and advancing Kendal’s mission of serving older adults.

Jordan Mabry
Enterprise Account Executive
Marchex
Jordan Mabry is an Enterprise Account Executive at Marchex, partnering with senior living operators to strengthen inquiry workflows, improve attribution clarity, and convert more prospects into tours and move-ins. He works closely with multi-community providers to identify where opportunities are gained or lost across the phone channel and applies AI-driven call intelligence to improve follow-up, reduce missed revenue, and bring visibility to marketing performance. Jordan’s focus is helping operators make faster, data-backed decisions that support occupancy growth and create a more consistent experience for residents and families.

Michael Pittore
Co-CEO
Agemark Senior Living
Michael Pittore began full-time with Agemark in 2015. He focuses on business development related to acquiring, financing and capitalizing new projects, as well as exploring new strategic partnerships in operations and marketing.
Prior to working for Agemark, Michael spent eight years in real estate investment banking at Deutsche Bank and Goldman Sachs in both Europe and the USA. He holds a bachelor’s degree in Engineering from Cornell University.

Ashley Gloystein-Klatt
Vice President of Marketing & Communications
Agemark Senior Living
Ashley Gloystein-Klatt joined Agemark as National Marketing Director in 2019 and was promoted to Vice President of Marketing & Communications in early 2022. She directs all company branding and marketing initiatives and oversees strategic marketing for each of Agemark’s resident communities. Before Agemark, Ashley spent more than 15 years in marketing director roles in collegiate athletics, quick service restaurants, and also worked as an agency marketing strategist where she spearheaded marketing plans and campaigns for athletic teams, credit unions, hospitals, restaurants, and entertainment venues, among other retail clients. She holds a bachelor’s degree from the University of Nebraska-Lincoln and a master’s degree from the University of Iowa.

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