In this episode, Matt sits down with Katherine Pack to explore what it really takes to sell into senior living today. Katherine explains why so many vendors miss the mark: they bring in aggressive, feature-first playbooks from other industries without taking the time to understand the culture, language, and emotional reality of senior living. Her core message is simple but powerful: this is an industry built on trust, and vendors have to lead with heart, curiosity, and real understanding of people.
Katherine also shares how the senior living buyer has changed over the last few years. After a wave of rushed technology adoption and poorly implemented tools, operators have become far more intentional. Buying decisions now involve more stakeholders, more scrutiny, and better questions, which means vendors need to earn trust through transparency, preparation, and consistent follow-through.
The conversation also dives into what modern sales excellence looks like in this space. Katherine makes the case that being human and being operationally strong are not opposites. The best vendors pair relationships with structure: thoughtful discovery, disciplined follow-up, honest communication, and a clear understanding of who they are serving. If you sell into senior living, this episode is a strong reminder that the human touch is not a soft skill here — it is the strategy.
Guest bio
Katherine Pack is a senior living technology sales leader and former VP of Sales with more than a decade of software sales experience. She entered the senior living space in 2020 through an operator-built enterprise software company, where she developed a strong understanding of how providers evaluate, implement, and use technology in real-world settings.
Timestamps
02:42 — Katherine’s path into senior living and how an operator-built software company shaped her view of the industry.
04:59 — What vendors get wrong about selling into senior living and why “heart” matters more than a generic sales playbook.
07:19 — Why the best outreach feels personal, informed, and persistent without becoming annoying.
09:44 — How the senior living buyer has evolved and why decision-making is now more intentional and team-based.
13:50 — Why relationships still need structure, process, and disciplined follow-up to work.
16:06 — Honesty, transparency, and why overpromising is one of the fastest ways to lose trust.
24:48 — How sales and marketing can better align around buyer language, qualified leads, and personalization.
29:41 — Conference strategy, follow-up discipline, and getting more ROI from events.
37:27 — Katherine’s advice to her younger self and why senior living became such a meaningful fit.