About the Company
Stakeholders VR is a PE-backed vacation rental management company that acquires and consolidates property management companies across the US. We're closing our first tranche of 20 acquisitions — and with them, we're inheriting 20 different IT environments with no unified standards, no centralized security, and no visibility into what's running where.
About the Role
We're hiring a Director of IT Operations to build our IT function from the ground up. You'll stand up Mission Control's internal IT, then turn your attention to the bigger challenge: assessing, standardizing, and securing IT infrastructure across a rapidly growing portfolio of acquired companies. You'll do this with a small team, a lot of autonomy, and an expectation that AI is your default tool — not an afterthought.
Responsibilities
- Mission Control IT: Select the tool stack for a fully remote corporate team — productivity suite, video conferencing, password management, device management, onboarding/offboarding — and roll it out. This is a finite project that you'll knock out in your first 60–90 days, not an ongoing timesink.
- IT assessment across the portfolio: Gain access to every acquired company's IT systems and run a structured audit of their infrastructure — DNS, email, identity management, security, devices, networking. Figure out what's working, what's a risk, and what needs to change. Then do it again, faster, as each new tranche of acquisitions closes.
- IT standards and remediation: Define the portfolio-wide standards for IT infrastructure and build remediation plans to bring acquired companies into compliance. Own the roadmap for how we eventually centralize — but drive adoption through influence and partnership with PMC leaders, not top-down mandates.
- Vendor consolidation: Establish preferred vendors across common IT functions and migrate companies over where it makes sense. When 20 companies are using 15 different solutions for the same problem, you'll bring that to a manageable number.
- Audit readiness: Be the IT point person for PE and 3rd party audits, ensuring the portfolio meets compliance requirements as we scale.