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Lead quarterly business reviews and strategic technology planning sessions with clients
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Help clients build practical 12-, 24-, and 60-month technology roadmaps
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Serve as a trusted technology advisor to executive teams and IT leaders
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Translate operational and business goals into scalable technology strategies
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Provide executive-level guidance around infrastructure, security, modernization, and connected experiences
Technology Advisory & Assessments-
Participate in client technology assessments and strategic reviews
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Help shape recommendations, standards, and long-term improvement plans
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Collaborate with Engineering and Operations teams to align strategy with execution
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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
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Participate in executive presentations, discovery conversations, and solution discussions
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Help communicate technology strategy in a way that is clear, practical, and business-focused
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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
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Strong executive communication and relationship-building skills
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Experience leading strategic technology conversations with non-technical stakeholders
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Ability to balance technical depth with business-focused communication
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Experience building technology roadmaps, assessments, or strategic recommendations
Strongly Preferred-
Senior living industry experience
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MSP or multi-client technology services experience
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Experience serving in a vCIO, VP of IT, Solutions Executive, or strategic advisory role
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Familiarity with infrastructure, networking, cybersecurity, and cloud modernization initiatives
What Success Looks Like
Within your first year, you’ll help:
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Strengthen executive relationships across key client accounts
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Establish a consistent cadence for strategic technology engagement
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Support growth through stronger executive-level sales participation
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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
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Highly collaborative leadership environment
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Meaningful impact in the senior living industry
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Growth-oriented culture
Compensation & Benefits-
Expected Base Range: $150,000 - $200,000.
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Performance-based variable compensation. Total compensation will depend on experience, industry background, and overall alignment with the role.
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Long-term incentive structure aligned with company leadership
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Remote work flexibility
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Benefits – Medical, dental, vision, 401(k), AD&D insurance, PTO, floating holidays, and paid holidays.
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