IT & Strategy Manager

At The Pinnacle Companies, our success isn’t just built on the homes we design, the properties we manage, or the services we provide it’s built on our people. We are a team driven by passion, collaboration, and a shared commitment to creating exceptional experiences. As a leader in the luxury vacation home industry, we specialize in architecture, construction, interior design, property management, and vacation rentals, but what sets us apart is our culture. At Pinnacle, we believe in pushing boundaries, embracing challenges, and growing together. We balance professionalism with authenticity and confidence with humility. Success here isn’t just about business growth it’s about the relationships we build, the experiences we create, and the meaningful impact we make every day. Not everyone is meant to work here and that’s okay. Pinnacle is a place for people who take pride in their work, who bring their whole selves to the table, and who believe excellence and optimism aren’t simple acts, but daily habits. We’re looking for people who lean into challenges, own their outcomes, believe in the possible, and show up for their community. If you’re looking for a job, you’ll find thousands. If you’re looking for a place to grow, contribute, and push your own limits, you might belong here. The question is simple: Are you someone who thrives where expectations are high, accountability is real, courage is celebrated, and relationships run deep? If so, we’d love to meet you. The Role: As our IT & Strategy Manager at The Pinnacle Companies, you’ll be the strategic force behind the technology backbone that powers our entire organization. You’ll define and drive our technology and infrastructure roadmap, evaluate the platforms and tools each of our companies relies on, and help us decide what to keep, what to consolidate, and where we can get more value out of the dollars we’re already spending. You’ll partner with business leaders across all of our companies to roll out new software and to build tools of our own, including through vibe coding and other AI-assisted development, and you’ll provide light, ongoing support for the five internal AI agents we run on OpenClaw across our businesses. A smaller piece of the role covers the day-to-day fundamentals: managing on-ramps and off-ramps for new and departing employees and serving as a resource for general IT support when our team needs a hand. This position works directly with the Director of Strategy to elevate every department with smart, forward-looking technology decisions. This is an in-person role based in our Frisco office, giving you the ability to be hands-on with our infrastructure while still shaping the bigger picture. We’re looking for someone who builds relationships as naturally as they read a spreadsheet — relational enough to bring business leaders along, data-driven enough to back every recommendation, and genuinely excited about what AI can do for this business. Your ability to bridge the gap between infrastructure, IT support, and business needs will be essential to our success. Key Responsibilities: - Technology & Infrastructure Strategy: Define and drive the organization’s technology and infrastructure roadmap, evaluating the platforms, tools, and systems that form the backbone of our tech stack across every Pinnacle company. Decide what to keep, what to consolidate, and where to redirect spend to get more value out of our technology dollars. Partner with the Director of Strategy and leadership to align technology investments with business priorities across our local and remote teams. - Innovation & Development: Research, evaluate, and pilot emerging AI frameworks, platforms, and cloud technologies (e.g., Anthropic, OpenAI, Azure, AWS, GCP). Partner with business leaders to implement new software and to build tools in-house, including through vibe coding and other AI-assisted development. Provide ongoing, intermittent support for our five internal AI agents running on Ope…