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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Manager of IT and Enterprise Systems - **Company:** DRML HOLDINGS LLC - **Location:** United States (Remote available) - **Experience:** Expert - **Contract:** Permanent contract - **Skills:** Asana, Business Systems, Software as a Service, Information Technology Operations, Salesforce.Com, Software Asset Management, Enterprise Software Applications, Zapier, Figma, Interactive Whiteboards - **Published:** May 21, 2026 - **Apply:** https://www.indeed.com/viewjob?jk=458e7bd6b051cf9d ## About the Role Do you have experience in Vendor relationship management?, Do you have a Bachelor's degree?, This role is best suited for individuals who thrive in a fast-paced, entrepreneurial environment and bring a proven track record of delivering results through strong partnership and influence. * Vision - the ability to zoom out, define what "good" looks like, and clearly communicate that direction across and beyond the organization. * Strategic problem solving - the ability to translate vision into action by breaking complex opportunities or challenges into simple, executable strategies. * Grounded Leadership - the ability to lead with confidence in direction while demonstrating humility in execution, taking ownership, seeking input, and adapting as new information emerges. * Accountability and collaboration - the ability to take ownership of outcomes while motivating others to work effectively across the organization and setting clear expectations. * Grit - the willingness and ability to overcome challenges, move beyond ideas, and consistently drive results., Applicants must be legally authorized to work in the United States. HCEsquared® does not sponsor or assume sponsorship of employment visas., * Demonstrated leadership essentials as described above * 4-year degree from an accredited academic institution * 5+ years in IT project management, enterprise software administration, or technology operations * Proven ability to manage a broad SaaS portfolio - renewals, contracts, vendor relationships, license governance * Hands-on PM experience delivering software implementations on time and in scope, including change management * Hands-on Monday.com experience (configuration, automation, adoption) strongly preferred. Familiarity with Salesforce, Gong, Slack, and Miro/Figma a plus. * Experience with workflow automation tools (Zapier, Make, or similar) connecting business systems * Structured thinker - runs stakeholder interviews, maps workflows, and communicates recommendations clearly * Experience partnering with managed service providers (MSPs) * Software and IT budget management experience * Healthcare, media, or education industry experience preferred ## Description We're hiring a Manager of IT and Enterprise Systems to bring operational discipline to HCEsquared's technology stack. As a PE-backed specialty healthcare education platform expanding beyond dermatology, every new market depends on a well-governed, reliable technology foundation - and our SaaS footprint has outgrown its governance. You'll own the enterprise software portfolio, lead tool consolidation, project-manage priority implementations, and keep IT operations reliable. You'll also run a structured audit of repetitive workflows across every team to identify where automation and AI agents can cut operational burden, shaping our technology investment roadmap. The right person is equally comfortable negotiating a vendor contract, running an implementation, and interviewing a team lead about their most painful workflows. ACCOUNTABILITY * Software inventory, renewal calendar, and budget kept current * Priority implementations delivered on time and on budget * Tool consolidation drives measurable adoption gains and reduced redundant spend * Operational efficiency audit completed with a prioritized automation roadmap delivered to the CTDO * IT operations reliable - no material outages * License utilization optimized - no material spend on unused seats * Contribute to a lean, well-governed technology environment, * Own the enterprise software portfolio: Maintain an audited inventory of software and licenses, manage renewals and vendor relationships, partner with Finance on the software budget, and eliminate waste. * Lead tool consolidation and governance: Rationalize overlapping tools, set clear standards for which platforms own which workflows, and drive adoption. Monday.com is our work OS of record - consolidating onto it and integrating with Linear, Salesforce, and Slack is a near-term priority. Handoffs should be automatic, not manual. * Project-manage software implementations: Own end-to-end delivery of new rollouts - cross-functional coordination, planning, vendor management, and adoption. Several high-priority implementations with hard deadlines land in your first six months. * Lead an operational efficiency audit: Interview every team lead to map repetitive workflows (trigger, steps, owner, time, frequency), score impact vs. complexity, and deliver a ranked agent opportunity register to the CTDO. Primary deliverable in your first 90 days. * Ensure IT operations reliability: Oversee day-to-day IT - devices, access, onboarding/offboarding, security - in partnership with our MSP. * Monitor adoption and compliance: Track tool usage, flag under-utilized investments, drive corrective action, and surface optimization opportunities to the CTDO. * Be the technology partner for the business: Go-to for department leads on tool evaluations, implementations, and IT issues; represent Technology in cross-functional planning. ## Related Videos - [Delete the roles, deploy the skills](https://www.wearedevelopers.com/videos/2104-delete-the-roles-deploy-the-skills) - [HR ROBO SAPIENS: Decoding AI Agents and Workflow Automation for Modern Recruitment](https://www.wearedevelopers.com/videos/1470-hr-robo-sapiens-decoding-ai-agents-and-workflow-automation-for-modern-recruitment) - [Boost Productivity with AI: Figma & Playwright MCP Workflows - Aris Markogiannakis](https://www.wearedevelopers.com/videos/1768-boost-productivity-with-ai-figma-playwright-mcp-workflows-aris-markogiannakis) - [A Founder's Journey : From Startup Chaos to Purposeful Growth](https://www.wearedevelopers.com/videos/1926-a-founder-s-journey-from-startup-chaos-to-purposeful-growth) - [Get Your Stack Together: Building the Right Recruiting Tech](https://www.wearedevelopers.com/videos/1295-get-your-stack-together-building-the-right-recruiting-tech) - [Create a Programmatic SEO Project Using Next.js and Static Site Generation](https://www.wearedevelopers.com/videos/449-create-a-programmatic-seo-project-using-next-js-and-static-site-generation) ## Related Articles - [From developer to manager – what does it take to become an engineering manager?](https://www.wearedevelopers.com/magazine/42-from-developer-to-manager-what-does-it-take-to-become-an-engineering-manager) - [Should Tech Managers Be Developers First? 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