Lead executive client relationships, strategic technology planning, technology assessments, and long-term roadmaps for senior living organizations. Advise executive teams on infrastructure, cybersecurity, modernization, and connected experiences while translating business goals into technology strategies. Partner with Engineering, Operations, and Sales on execution, strategic pursuits, presentations, and onboarding. Help develop and scale the company’s vCIO and technology advisory offerings.
At Dual Path Connected Solutions, we help senior living operators modernize technology across their communities through managed IT, networking, infrastructure, voice, and connected resident experiences.
For over 13 years, we’ve partnered with senior living organizations nationwide to simplify technology operations, improve reliability, and create better experiences for both staff and residents. We are headquartered in Phoenix and support clients nationwide through a highly collaborative, service-focused team.
We’re looking for a VP of Technology Strategy to help strengthen executive client relationships, guide long-term technology planning, and support strategic growth across the organization.
About the Role
This is a highly strategic, client-facing technology leadership role focused on trusted advisory relationships, technology planning, and executive engagement.
You’ll work closely with senior living operators, executive teams, and internal leadership to help clients align technology investments with operational goals and future growth.
This role is ideal for someone who combines strong technical credibility with executive presence — someone who can simplify complex technology conversations, build trust with stakeholders, and help clients make smart long-term decisions.
You’ll partner closely with leadership across Sales, Managed Services, Engineering, and Operations while helping evolve Dual Path’s vCIO and strategic advisory capabilities.
What You’ll Do
Strategic Client Leadership
Technology Advisory & Assessments
Strategic Sales Support
What We’re Looking For
Required Experience
Strongly Preferred
What Success Looks Like
Within your first year, you’ll help:
Why Join Dual Path?
Compensation & Benefits
Location
Remote — United States
For over 13 years, we’ve partnered with senior living organizations nationwide to simplify technology operations, improve reliability, and create better experiences for both staff and residents. We are headquartered in Phoenix and support clients nationwide through a highly collaborative, service-focused team.
We’re looking for a VP of Technology Strategy to help strengthen executive client relationships, guide long-term technology planning, and support strategic growth across the organization.
About the Role
This is a highly strategic, client-facing technology leadership role focused on trusted advisory relationships, technology planning, and executive engagement.
You’ll work closely with senior living operators, executive teams, and internal leadership to help clients align technology investments with operational goals and future growth.
This role is ideal for someone who combines strong technical credibility with executive presence — someone who can simplify complex technology conversations, build trust with stakeholders, and help clients make smart long-term decisions.
You’ll partner closely with leadership across Sales, Managed Services, Engineering, and Operations while helping evolve Dual Path’s vCIO and strategic advisory capabilities.
What You’ll Do
Strategic Client Leadership
- Lead quarterly business reviews and strategic technology planning sessions with clients
- Help clients build practical 12-, 24-, and 60-month technology roadmaps
- Serve as a trusted technology advisor to executive teams and IT leaders
- Translate operational and business goals into scalable technology strategies
- Provide executive-level guidance around infrastructure, security, modernization, and connected experiences
Technology Advisory & Assessments
- Participate in client technology assessments and strategic reviews
- Help shape recommendations, standards, and long-term improvement plans
- Collaborate with Engineering and Operations teams to align strategy with execution
- Support the continued development of Dual Path’s vCIO and advisory offerings
Strategic Sales Support
- Partner with Sales leadership on strategic opportunities and late-stage pursuits
- Participate in executive presentations, discovery conversations, and solution discussions
- Help communicate technology strategy in a way that is clear, practical, and business-focused
- Support client confidence throughout the sales and onboarding process
What We’re Looking For
Required Experience
- 10+ years of senior IT leadership or strategic technology consulting experience
- Strong executive communication and relationship-building skills
- Experience leading strategic technology conversations with non-technical stakeholders
- Ability to balance technical depth with business-focused communication
- Experience building technology roadmaps, assessments, or strategic recommendations
Strongly Preferred
- Senior living industry experience
- MSP or multi-client technology services experience
- Experience serving in a vCIO, VP of IT, Solutions Executive, or strategic advisory role
- Familiarity with infrastructure, networking, cybersecurity, and cloud modernization initiatives
What Success Looks Like
Within your first year, you’ll help:
- Strengthen executive relationships across key client accounts
- Establish a consistent cadence for strategic technology engagement
- Support growth through stronger executive-level sales participation
- Help evolve and scale Dual Path’s strategic advisory capabilities
Why Join Dual Path?
- Opportunity to shape technology strategy across a growing national client base
- Highly collaborative leadership environment
- Meaningful impact in the senior living industry
- Growth-oriented culture
Compensation & Benefits
- Expected Base Range: $150,000 - $200,000.
- Performance-based variable compensation. Total compensation will depend on experience, industry background, and overall alignment with the role.
- Long-term incentive structure aligned with company leadership
- Remote work flexibility
- Benefits – Medical, dental, vision, 401(k), AD&D insurance, PTO, floating holidays, and paid holidays.
Location
Remote — United States
Similar Jobs
Big Data • Fintech • Mobile • Payments • Financial Services
Lead frontend technical strategy for Affirm’s checkout decision orchestration systems. Design and architect scalable web applications, guide major technical initiatives, improve reliability and operational processes, establish engineering quality standards, collaborate with product, design, and analytics, and mentor engineers. The role focuses on building fast, clear, and reliable checkout experiences using modern declarative UI frameworks.
Top Skills:
JavaScriptReactTypescriptVue
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handle inbound calls and warm leads, consult customers on insurance needs, recommend appropriate Property and Casualty coverages, and convert prospects into policyholders. The role includes paid training and licensing support, remote work, commission opportunities, and a schedule covering four weekdays and one weekend day. Candidates need sales or service experience, strong communication and persuasion skills, PC proficiency, and the ability to obtain a Property and Casualty license.
Top Skills:
PcWired High-Speed Internet
Information Technology • Software • Financial Services • Big Data Analytics
Conduct quantitative research for investment strategies using advanced statistical and mathematical modeling, machine learning, data analysis, portfolio optimization, and algorithm development. Build predictive models and analyze price formation, risk, and financial market drivers. Collaborate with researchers, engineers, and traders to develop scalable systems and solve real-world investment problems.
Top Skills:
C++Machine LearningPython
What you need to know about the Boston Tech Scene
Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories
