Chief Data and Technology Officer

The Trousdale; Northern (KY); Hybrid; USD 250,000 - 355,000; Full time

Benefits offered by this job

Financial Security

Total Wellbeing

A Place Where You Belong

Job summary

Eskaton seeks a Chief Data and Technology Officer (CDTO) to lead the enterprise digital, data, AI, integration and technology-enabled transformation. This senior role reports to the President & CEO and collaborates with the Senior Team to align strategy with operations and resident experience.

The CDTO will embed core values, foster a high-performance culture, and guide the organization through a scalable technology roadmap, governance, and measurable benefits.

Qualifications

• Significant progressive leadership across digital strategy, enterprise technology and data/analytics.
• Experience with enterprise data governance, analytics, integration and responsible AI.
• Bachelor’s degree in a relevant field; advanced degree or executive experience preferred.

Responsibilities

• Develop digital experience roadmap, standards and co-design with residents and staff.
• Govern data governance, quality, privacy, architecture and common definitions; enable dashboards and predictive insights.
• Lead responsible AI initiatives with guardrails for privacy, ethics and risk.
• Establish enterprise integration roadmaps across resident, clinical, workforce, finance and ops systems.
• Drive organizational transformation with change management and accountability.

Skills

Strategic leadership

Cross-functional collaboration

Enterprise technology

Data analytics

AI governance

Education

Bachelor’s degree in a relevant field

Advanced degree or executive experience (preferred)

Tools

Enterprise data governance

Analytics platforms

Job description

Description

Make a Real Difference, Every Single Day

As a nonprofit leader in aging, Eskaton helps people live well, longer — with trusted guidance at every stage. We believe aging should be a vibrant,supported,and celebrated journey, not an experience to face alone. For over 55 years, Eskaton has been a cornerstone of Northern California,growinga network of 23 communities dedicated to older adults and the people who care for them. When you join us,you'renot just starting a job.You'restepping into a career where your work createsa realimpactonpeople's daily lives and strengthening the communities we call home.

We Invest in You (Because You Invest in Others)

We know that to take great care of our residents, we must take great care of you. We are genuinely committed to your health, your happiness, and your future.That’swhy we offer:

• Financial Security: Competitive pay and a 401K matching program to help you plan for your own future.
• Total Wellbeing: Comprehensive benefits that support your physical and mental health.
• A Place Where You Belong: We celebrate diversity and equity across the entire aging spectrum, ensuring every team member feels seen and valued.

Our DNA (Core Values)

We’relooking for people whoalignwith our mission and want to grow with us. The successful candidate combines enterprise judgment, technical fluency,humilityand a growth mindset; translates complexity into clarity; leads through influence; builds trust; and visibly models Eskaton’s core values and high-performance culture:

• Welcoming: Creates warmth, belonging and psychological safety; listens first, invites diverse perspectives and designs with residents, teammembersand operational leaders.
• Bring (Y)our Best: Setshigh standards, comes prepared with data and options, communicates clearly and follows through on commitments.
• Empowerment: Clarifies expectations and decision rights, removes obstacles, shares information and trusts others to own outcomes.
• Growth: Seeks feedback, learns continuously, adapts, solvesproblemsand raises the bar through measurable improvement.

Essential Job Functions

The Chief Data and Technology Officer (CDTO)isresponsible for advancing Eskaton’s enterprise digital, data, artificial intelligence (AI), integration,innovationand technology-enabled transformation agenda. Reporting to the President & CEO and serving on the Senior Team, this leader connects strategy, people, operations, experience, data and technology to simplify how Eskaton works, strengthen resident and team member experiences, improve decision-making and build a scalable foundation for future growth.

The CDTO leads with a human-centered design mindset and embeds Eskaton’s core values—Welcoming, Bring (Y)our Best, Empowerment and Growth—into how priorities are set, decisions are made and change is led. The CDTO advances a high-performance culture grounded in belonging, clarity, accountability, collaboration, candid feedback, continuouslearningand disciplined follow-through, ensuring solutions are useful, intuitive, accessible, integrated, secure and adopted and that digital investments produce measurable organizational value.

Digital Experience & Human-Centered Design

• Develop the multiyear digital roadmap and human-centered design standards; engage residents, team members and operational leaders in co-design,pilotsand testing.
• Establish enterprise data governance, ownership, quality, privacy,architectureand common definitions; advance reliable dashboards,analyticsand predictive insights.
• Govern responsible AI use cases that reduce administrative burden and improve service,qualityand productivity, with clear guardrails for oversight, privacy, security, ethics,accuracyand vendor risk.

Integration, Interoperability & Enterprise Architecture

• Create the enterprise integration roadmap and standards across resident, clinical, workforce, financial, operational, sales and communication platforms.
• Reduce fragmented systems, duplicateentryand reconciliation;establishscalableplatform,interface,vendor,lifecycleand due-diligence playbooks for growth.
• Lead a disciplined innovation pipeline toidentify, test, measure and scale practical technologies that strengthen wellbeing, health span, connection, independence, learning,engagementand workforce effectiveness.

Enterprise Transformation, Change Management & Adoption

• Lead transformation as an organizational change discipline, creating welcoming and psychologically safe engagement; defining clear outcomes, decisionrightsand ownership; empowering leaders and teams with information, authority,trainingand support; and reinforcing accountability, feedback,adoptionand continuous improvement.
• Maintain a transparent portfolio of priorities, dependencies, risks, decisions, adoptionmeasuresand realized benefits; hold leaders and vendors accountable for outcomes.

Technology Strategy, Operations & Stewardship

• Provide executive leadership for technology strategy, investments, platforms, infrastructure, cybersecurity, privacy, continuity, support services, vendorperformanceand value realization.
• Ensure digital, data, AI,integrationand technology strategy supports master planning, service models, management services, affiliations,acquisitionsand future communities; assess readiness and investment early.
• Partner with the President & CEO and Senior Team to sequence the transformation agenda and present priorities, investments, risks and progress to executive leadership and the Board.

Other Job Functions

• Models and embodies Eskaton’s core values, including:
• Creating a sense of warmth, welcoming and belonging for all
• Fostering excellence in everything we do
• Seeking consistent improvement,learningand sustainable growth
• Stepping up, takingownershipand leading with initiative
• Fullycomplies withall provisions in Eskaton’s Corporate Compliance Policy and the Health Insurance Portability and Accountability Act (HIPAA).
• Maintains attendance as outlined in Eskaton policy.
• Follows required dress code and Eskaton’s Community Appearance Standards. Maintains a professional imagetothe public and residents.
• Worksin accordance withestablished safetyguidelines;uses proper bodymechanics;follows safe work practices; wearsappropriate safetygear.

Starting annual salary ranges from $250,000to $355,000 . Factors such as scope, responsibilities, experience, education, job-related skills, internal equity, and market considerations may influence base pay.

Experience,Qualifications,Key Success Measures, & Other Requirements

Preferred Experience & Qualifications

• Significant progressive leadership across digital strategy, enterprise technology, data/analytics, integration, innovation, experiencedesignand organizational transformation, withdemonstratedcross-functional implementation,adoptionand benefit realization.
• Experience with enterprise data governance, analytics,integrationand responsible AI; senior living, healthcare, hospitality, humanservicesor another complex multi-site service environment preferred.
• Strong business and financial acumen; experience evaluating investments, vendors, operating models, risk and strategic tradeoffs and presenting decision-quality recommendations to executives and Boards;demonstratedalignment with Eskaton’s values and a high-performance culture balancing excellence, accountability, empowerment,learningand stakeholder impact.
• Bachelor’s degree in a relevant fieldrequired; advanced degree or equivalent executive experience preferred.

Success will beevidencedby measurable improvement in enterprise capability, user experience,adoptionand business value—not simply by the completion of technology projects.

Measure

Evidence of Success

Digital experience

Greater ease of use; fewer workarounds and avoidable support needs.

Leaders use consistent measures;governedAI delivers measurable value.

Core platforms exchange data effectively; duplicate entry and fragmentation decline.

Initiatives meet readiness, training, adoptionand operational targets.

Benefits & innovation

Investments and pilots show defined outcomes and evidence-based scaling decisions.

Reliable services and actively governed cybersecurity, privacy,continuityand vendor risk.

Growth readiness

Repeatable standards support affiliations, management partners,servicesand communities.

High-performing team

Values are visible in daily leadership; expectations and priorities are clear; feedback istimely; people are empowered to own outcomes; commitments are honored; and teams continuously learn,collaborateand improve.

Key Relationships

Internal:

President & CEO; Senior Team,communityand operational leaders; People & Culture; Finance; Clinical Quality; Risk/Compliance; Growth; Marketing & Brand; and enterprise support functions.

External:

Residents and families; Board and Board committees; technology,dataand cybersecurity partners; consultants; innovators; research organizations; and affiliated or managed organizations.

Role Distinction

This is not a traditional information technology leadership position. The CDTO serves as Eskaton’s enterprise integrator for digital experience, trusted data, responsible AI, interoperability,innovationand technology-enabled change—ensuring that technology is a strategic capability that improves how people experience Eskaton and how the organization performs.

Welcomeevery voice. Bring our best. Empower ownership. Grow through learning. Deliver measurable transformation.

Work Conditions & Physical Requirements:Requirements are subject topossible modificationtoreasonably accommodateindividuals with disabilities.Notify the Human Resources team to request any accommodation(s) to perform any of the essential functions of this position.

Light Work

Exerting up to 20 pounds of forcefrequently, and/or a negligible amount of force constantly to move objects.If the use of arm and/or leg control requires exertion of forces greater than that of sedentary work and if the worker sits most of the time, the job is considered light work.

Application Requirements

Applicants must submit a cover letter outlining how their experience, skills, and qualifications align with the key responsibilities and requirements of this position.

The final candidate must successfully pass Eskaton's post offer, pre-employment testing which includes a criminal background check, drug test, TB screentestand health screen.All new hires arerequiredto sign an arbitration agreement as a condition of employment.

Eskaton is an Equal Opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, gender identity, sexual orientation or protected veteran status.

#ZR

Equal Opportunity Employer This employer is required to notify all applicants of their rights pursuant to federal employment laws.For further information, please review the Know Your Rights notice from the Department of Labor.