SSC

Our Story

That human-to-human connection, the empathy of connecting with a live person starts with SiteStaff Chat.

Our company was built for the senior living industry, by senior living executives, to connect visitors in their moments of need with communities that truly care. What began as a mission to serve seniors has grown into a commitment across industries where compassion, trust, and understanding are essential.

At the heart of SiteStaff Chat are our live chat hosts. They are not just representatives. They are listeners, supporters, and problem-solvers. Every interaction is guided by empathy, ensuring that each visitor feels valued, heard, and respected. Over time, our hosts have become recognized experts in building genuine human connections that technology alone cannot provide.

Our ethos is a reflection of who we are and what we stand for. Empathy Starts Here. These are not just words. It is a principle woven into everything we do. For us, empathy is not optional. It is our foundation. It is a daily reminder, a challenge, and a promise to help people when they need it most, whether that is a simple question answered or a critical life decision supported.

Chat Hosts

Chat hosts are what make us special and unique in every one of our industries.

It takes a special person willing to work a job with shifts that rotate around a 24/7 schedule. Yet, most of our chat hosts have been with us since the
beginning, 15 years ago. Even the newest member of the team has been with us for over 4 years.

Our chat hosts do this job because they know they are making a difference.
They are connecting with people in their time of need. They are helping.

Other companies have tried to offer live chat on websites, but it doesn’t work for a number of reasons.

Our chat hosts have a motto amongst themselves, “Every word matters.”
They take this to heart in every chat, which makes SiteStaff Chat unique in a
world that has increasingly become digital and automated.

Real Conversations From

Real Businesses

SiteStaff Chat is always interested in exploring meaningful partnerships where we can bring added value not only to our customers but also to the people they serve. We believe that every interaction has the potential to create trust, build stronger relationships, and support business growth.

Our Live Chat and generative AI Virtual Sales Assistant are designed to do more than answer questions. They create authentic conversations that guide visitors, ease decision-making, and ultimately help turn website traffic into loyal customers. By combining the power of technology with the empathy of human connection, we ensure that every chat leaves a positive impression.



We partner with businesses to understand their goals and challenges, helping them convert leads, enhance support, and create new ways to engage their audience.

Our Team

Transforming digital interactions into measurable business success

Bill Jennings

Chief Executive Officer

Tom Donoghue

SVP Sales, Marketing and Partnerships

Michelle Korb

Chief Operating Officer

Wendi Jennings

Chief Financial Officer

Lindsi Jennings

Executive Sales Representative

Kelley Bryson

Client Success & Operations Manager

Jennifer Manmano

Director & Quality Control – Chat Host Operations

Melissa Pietkiewicz

Client Services Manager

Hannah Sherwin

Executive Sales Representative

Schedule a Demo Today!

See how SiteStaff Chat can start converting 4X more leads today!

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