About Checkmate

We believe connection
should not break at scale.

A missed medication. A disengaged employee. A resident without power. A customer who quietly stops responding.

Checkmate makes meaningful change visible so teams can act earlier and with clarity.

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Why we exist
You cannot call everyone.
But everyone still needs to be checked on.

Organizations cannot manually check in with everyone they serve. Yet across industries, one truth remains.

Organizations cannot manually check in with everyone they serve. Yet across industries, one truth remains: You cannot call everyone.

But everyone still needs to be checked on.

We built Checkmate to turn structured outreach into measurable connection and actionable signals. We bridge the gap between "no contact" and "high-touch manual intervention."

Our Mission

To strengthen human wellbeing by helping organizations stay meaningfully connected through intelligent, scalable outreach.

Our Vision

A world where connection is continuous, stability is visible, and no meaningful change goes unseen.

Our approach

Our Approach to AI

Artificial intelligence is advancing rapidly, but most organizations lack the bandwidth to implement it responsibly. We make AI approachable, operational, and human-centered.

We provide the guardrails and structured logic so you can deploy enterprise-grade AI without needing an internal machine learning team. We believe:

01

AI should enhance human judgment, not replace it.

02

It should create clarity, not noise.

03

It should humanize scale, making large-scale outreach feel personal and responsive.

What sets us apart

What Makes Checkmate Different

Checkmate is not a generic chatbot. It is not passive monitoring. It is not AI for the sake of AI.

It is a proactive engagement engine that:

01

Confirms Routine

Verifies engagement through structured voice and text.

02

Detects Drift

Identifies pattern shifts and instability before they escalate.

03

Quantifies Stability

Delivers daily reporting via our proprietary Checkmate Score.

04

Empowers Teams

Provides instant alerts and full transcript visibility for rapid response.

05

Scales Effortlessly

Increases your "eyes on target" without adding headcount.

The people

Our Team

Checkmate is built by operators, product leaders, and machine learning experts who have scaled companies, led enterprise teams, and deployed AI in high-stakes environments.

Leadership
DH
Don Hunter
SaaS founder and growth leader.
BB
Bill Balderaz
Architect of machine learning and data strategy.
SR
Steve Roth
Product executive with multiple high-growth startup exits.
DR
DJ Roth
Technical product leader and systems architect.
MB
Matt Bishop
Enterprise distribution and risk strategist.
Advisors
ES
Dr. Emre Sezgin
Conversational AI and digital health researcher.
TG
Dr. Tyler Gorham
Machine learning specialist in population-scale environments.
ML
Max Littman, MHA
Systems integration and operations expert.
Our standard

The Checkmate Standard

We are building the infrastructure for proactive connection. We envision a system where:

Stability is measurable.

Alerts are meaningful.

Teams act earlier.

No one is forgotten.

Structured outreach·Measurable stability·Earlier action
Connect with us

Connect With Us

If your organization needs a smarter way to stay connected at scale, we would love to talk.

Get in Touch