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Tom's Watch Bar

Director of Information Technology/Point of Sale

Tom's Watch Bar, Denver, Colorado, United States, 80285

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Director of Information Technology/Point of Sale Tom’s Watch Bar defines the ultimate sports‑watching entertainment experience. They are looking for an executive to lead the IT, POS, and network environments across all restaurants, the Support Center, and SIF Group offices.

Base pay range:

$115,000.00/yr – $145,000.00/yr

Position Overview:

The Director of IT/POS is responsible for day‑to‑day operational management, maintenance, and reliability of Tom’s Watch Bar’s IT, POS, and network environments. This role ensures all systems function effectively, issues are resolved quickly, vendors are managed tightly, and the business has dependable technology to operate smoothly.

The position requires a hands‑on leader comfortable working independently, troubleshooting directly, and managing multiple external vendors while supporting a fast‑growing restaurant organization.

Roles & Responsibilities

Oversee daily performance, uptime, and functionality of all restaurant IT systems.

Manage and support POS (Toast/Brink), including menu updates, configuration changes, troubleshooting, and integrations.

Own network health across all locations, including switches, access points, firewalls, and connectivity.

Monitor and manage infrastructure performance, proactively resolving issues before they disrupt operations.

Oversee desktop and device management, including computers, tablets, printers, and peripherals.

Maintain and enforce network, communication, and platform security standards.

Manage and coordinate PCI compliance, ensuring all restaurants meet requirements and documentation is maintained.

Source, evaluate, onboard, and oversee third‑party vendors supporting:

Network equipment and services

Infrastructure projects

Managed Wi‑Fi partners

Security monitoring tools

Low‑voltage contractors

Ensure all vendors meet expectations for response times, SLAs, security, performance, and deliverables.

Review invoices, control costs, and evaluate vendor performance regularly.

Manage the restaurant Help Desk, ensuring timely resolution of tickets, escalations, and trends.

Analyze Help Desk data to provide recommendations for reducing repeat issues.

Serve as the escalation point for complex restaurant IT, POS, or network issues.

Support operators by being accessible, responsive, and proactive about upcoming needs or system impacts.

Lead all IT components of new restaurant openings, including:

Network installation and testing

POS installation, programming, and validation

KDS configuration

Low‑voltage coordination

Hardware deployment and QA

Ensure all systems are fully functional before soft opening and opening day.

Perform routine system checks, updates, and patching across all technologies.

Maintain accurate documentation of networks, device inventories, configurations, and restaurant layouts.

Manage user access, permissions, and security controls across all platforms.

Support Restaurant365 and Back‑of‑House integrations as needed.

Manage IT projects such as hardware upgrades, new tool rollouts, security enhancements, and software deployments.

Keep projects on schedule and within scope.

Communicate updates clearly to operators and Support Center teams.

Track system performance, device uptime, incident reports, and technology KPIs.

Provide actionable, operational recommendations based on Help Desk and system data.

Maintain dashboards or reporting tools that help operators understand restaurant performance issues related to IT.

Qualifications

Willing and able to work daily from the Support Center and answer field needs in real‑time.

Hands‑on operational experience supporting POS, networking, and restaurant tech environments.

Strong understanding of:

Network hardware & configuration

Security tools & best practices

PCI compliance requirements

Experience sourcing, managing, and evaluating external vendors.

Organized, detail‑oriented, and able to juggle multiple concurrent activities.

Strong troubleshooting and diagnostic skills.

Excellent communication skills and the ability to explain technical concepts clearly.

Experience with Restaurant365 or similar restaurant back‑office systems preferred.

Comfortable in a fast‑paced, growing environment with shifting priorities.

Commitment to supporting our culture, acting with ownership, and being highly service‑oriented.

Benefits

Medical insurance

Vision insurance

401(k)

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