Just as importantly, we need a leader who can help us mature from scrappy, do-whatever-it-takes IT into a more structured enterprise operation, without losing the urgency, ownership, and practicality that got us here.

Why this is a good job

Most IT operations roles are at companies where technology is a cost center to be tolerated. Bish's is the opposite. We're investing in a modern, AI-powered analytics platform, building applications for our stores and customer-facing tools, and embedding value-added AI capabilities throughout our sales and service platforms. The leadership here sees technology as a competitive advantage.

You'll own the operational backbone that makes all of that possible. As we acquire new stores across the country, you're the person who walks into an empty building and turns it into a fully connected, fully equipped Bish's location. That's a rare combination: enterprise scale and the satisfaction of work you can actually see and touch.

What you'll own

You'll lead a lean team that handles the entire IT operations function for the company, with select services outsourced to partners. That includes:

• Team leadership - hiring, coaching, developing, and retaining system administrators and help desk technicians.
• Cross-functional leadership - communicating technology changes, driving adoption, and partnering with departments to improve tools and processes.
• End-user support & service desk - the team that fields support calls from across all our locations and keeps people unblocked.
• Endpoint lifecycle & asset management - provisioning, staging, and fulfilling machines for replacements and new hires so equipment is ready to go on day one, plus tracking the fleet, managing inventory, and procuring hardware, software, and peripherals across all sites.
• Onboarding & offboarding - making sure new employees have what they need and departing employees lose access cleanly.
• Network & connectivity - wired, wireless, and internet across 27 dealerships, with new locations coming online regularly.
• New-store buildouts - coordinating cabling, networking, equipment purchasing, and on-site setup for acquisitions and new builds. You'll roll up your sleeves on these.
• Identity & access management - permissions, provisioning, and the move toward a more structured, enterprise-grade access model.
• System administration - our Dealer Management System (DMS), CRM, and other core business platforms.
• Cloud & M365 - administration and the operational side of our AWS and Microsoft platforms.
• Enterprise AI administration - helping manage AI platform subscriptions, user access, usage governance, and token or consumption-based spend so teams can use these tools responsibly and cost-effectively.
• Cybersecurity & compliance - patching, hygiene, and day-to-day security posture in partnership with our MSSP's SOC, plus ownership of compliance obligations like PCI DSS and the data protection practices that go with handling payment cards across 27 stores.
• Backup, recovery & business continuity - making sure the stores keep selling even when something breaks, with backup, recovery, and continuity practices you can actually count on.
• Vendor & MSP management - quarterbacking key relationships and ensuring delivery of vendor value (cybersecurity, Microsoft licensing, enterprise print, and others).
• Budget & spend ownership - owning the IT operations budget and acting as a sharp steward of company spend, from hardware and licensing to vendor contracts.
• Project management - running the big initiatives end to end: acquisitions, store buildouts, system changes, and hardware rollouts across new and existing locations.

What the first year looks like

We'll define the exact priorities together, but the first year will focus on maturing IT operations: creating clearer processes, closing gaps, and making the function more reliable and repeatable as we continue to grow. Some of what we expect:

• Get a clear, documented picture of the IT operations function as it exists today - and where the gaps are.
• Bring structure and repeatable process to the areas that have been held together by heroics, without adding bureaucracy that slows a lean team down.
• Standardize and tighten our new-store onboarding playbook so each acquisition gets faster, cleaner, and more predictable.
• Mature our access management and identity practices toward a real enterprise model.
• Strengthen our cybersecurity posture by improving operational hygiene, tightening controls, and making security practices more consistent across stores, systems, and users.
• Invest in the team - level up skills, clarify roles, and build the kind of group people want to grow with and stay on.

Experience

You don't need to check every box below, but you should recognize yourself in most of it:

• You've led an IT operations or infrastructure team, ideally in a multi-site or distributed environment. Retail, dealership, or other physical-location businesses are a strong plus.
• You're a real people leader - you've hired, developed, and retained technical talent, and people who've worked for you would line up to do it again.
• You lead beyond your own team. You can translate technology for non-technical audiences, drive adoption and training, and partner with other departments to improve how they work.
• You're genuinely technical. You can go deep on cloud, networking, permissions, and access management yourself, not just manage people who can.
• You're comfortable being both tactical and strategic in the same day. You'll set direction, and you'll also be on the ground at a new store running cable when that's what the moment needs.
• You know how to manage MSPs and major vendors and hold them accountable.
• You can build process where there's chaos while keeping a lean team fast and unbureaucratic. You understand that "more enterprise" should mean more reliable, not more red tape.
• You're a calm, credible leader people want to work for, and a clear communicator with both technicians and executives.
• You're up for travel - coordinating buildouts and acquisitions means time on the road.
• Experience standing up or scaling IT for a company going through acquisitions or rapid growth.
• Familiarity with Dealer Management Systems (DMS), Enterprise Resource Planning (ERP) systems, or Customer Relationship Management (CRM) systems.
• Hands-on M365 administration and Microsoft licensing experience.
• A security mindset and experience working alongside an MSP on cybersecurity.
• Any experience modernizing IT from "startup mode" toward enterprise maturity.

Perks

• Comprehensive benefits package including medical, vision, dental, and other supplemental coverages
• Employee discounts
• 401K matching
• Company-paid life insurance
• Gym membership reimbursement
• Opportunities for advancement
• RV Borrowing Program
• Access to a partner insurance agency for personalized quotes and coverage guidance across home, auto, RV, and specialty insurance products
• Incredible Team Culture