Head of Business Systems

POS360’s mission is to relentlessly pursue the success of community stores. 

For more than ten years, we’ve partnered with neighborhood stores, markets, and restaurants to understand their unique challenges and build comprehensive solutions that make a real difference. We empower them with powerful yet intuitive technology and industry-leading support they can count on. POS360’s growth is accelerating, and we’re looking to add great talent to our team to continue to build on that momentum. 

About the Role 

We are looking for an experienced, AI-forward Head of Business Systems to lead the strategy, roadmap, and day-to-day operations of POS360’s internal technology ecosystem. This role will serve as the primary owner for the platforms that power our business; including Salesforce, NetSuite, Celigo, Slack, BambooHR, and our BI platform; ensuring they operate reliably, integrate effectively, and scale with company growth. 

Reporting to the Sr. Director of Business Planning & Operations, this role is accountable for delivering against the business systems roadmap and advising on system-related tradeoffs, while partnering closely with senior leaders on prioritization and execution. 

This is a high-impact opportunity for a senior manager who thrives at the intersection of business strategy and technology, has strong execution skills in high-growth environments, and is passionate about applying AI and automation to improve how teams operate day to day 

Key Responsibilities 

Systems Strategy & Roadmap 

Own and execute the business systems roadmap, ensuring technology initiatives are aligned with company OKRs and near- to mid-term growth priorities. 

Evaluate, recommend, and implement new platforms and integrations as the business scales, building a best-in-class internal technology stack. 

Develop and maintain a systems architecture vision that eliminates silos, reduces manual work, and enables data-driven decision-making across the organization. 

Stakeholder Partnership & Prioritization 

Serve as the primary business systems partner to senior stakeholders across Sales, Marketing, Finance, Customer Experience, and People; translating business needs into clear requirements and actionable delivery plans. 

Build and manage a transparent intake and prioritization process for systems requests, balancing competing demands with business impact and resource constraints. 

Communicate roadmap status, trade-offs, and timelines proactively to executive stakeholders. 

Platform Operations & Optimization 

Oversee the administration, configuration, and continuous improvement of Salesforce, NetSuite, Celigo, Slack, BambooHR, the BI platform, and other business-critical systems. 

Ensure data integrity, security, and compliance across all platforms, establishing governance policies and best practices. 

Drive integration strategy across the tech stack, leveraging Celigo and other middleware to create seamless data flows between systems. 

AI & Automation 

Identify and implement practical AI and intelligent automation solutions to improve efficiency across core business processes, including Quote-to-Cash, Procure-to-Pay, and Hire-to-Retire workflows 

Identify high-impact automation opportunities across the Quote-to-Cash, Procure-to-Pay, and Hire-to-Retire workflows. 

Stay current on emerging technologies and proactively bring forward recommendations for AI-powered enhancements to internal systems. 

Vendor & Program Management 

Manage relationships with software vendors, system integrators, and implementation partners—negotiating contracts, holding partners accountable to deliverables, and ensuring POS360 gets maximum value from external engagements. 

Provide risk assessments and mitigation strategies for major system changes, migrations, and new implementations, ensuring business continuity throughout. 

Oversee system lifecycle management, including upgrades, decommissioning, and capacity planning. 

Team Leadership 

Lead, mentor, and develop a small team of system administrators and developers, operating as a hands-on player-coach when needed to ensure timely and high-quality delivery. 

Establish clear goals, performance standards, and professional development plans for team members. 

Foster a culture of ownership, continuous learning, and operational excellence. 

Qualifications 

Bachelor’s degree in Information Systems, Computer Science, Business Administration, or a related field. MBA or advanced degree preferred. 

7+ years of progressive experience in business systems, enterprise applications, or IT operations, including experience leading complex system initiatives and mentoring team members or project contributors. 

Proven track record at high-growth technology or SaaS companies (Series B+ or $50M+ revenue) managing complex, multi-platform environments. 

Deep hands-on expertise with Salesforce (Sales Cloud, Service Cloud, CPQ, or Revenue Cloud) and NetSuite (ERP, financials, procurement). 

Strong experience with integration platforms such as Celigo, MuleSoft, or Workato, and a solid understanding of API-based architecture. 

Experience managing or partnering closely with BI/analytics platforms (e.g., Looker, Tableau, Power BI, Sigma, or similar). 

Demonstrated ability to manage competing stakeholder priorities with diplomacy, data, and a clear decision-making framework. 

Hands-on experience implementing AI and automation solutions within business systems workflows. 

Excellent communication skills with the ability to translate complex technical concepts for non-technical audiences. 

Self-starter with a builder mentality, low ego, and a bias for action. 

Preferred Qualifications 

Salesforce certifications (e.g., Certified Administrator, Platform App Builder, or Architect). 

NetSuite certifications (e.g., Suite Foundation, ERP Consultant, or Administrator). 

Experience with BambooHR, Slack enterprise administration, or similar collaboration and HR platforms. 

Familiarity with FinTech, payments, or POS industry dynamics. 

Experience leading system migrations, large-scale implementations, or M&A technology integrations. 

PMP, TOGAF, or other enterprise architecture / project management certifications. 

Familiarity with cloud platforms (AWS, Azure, or GCP) and their role in enterprise system architecture. 

Benefits 

401(k) matching 

Dental insurance 

Health insurance 

Vision insurance 

Paid time off 

Flexible working hours 

Free on-site gym access 

Position is full-time from our Westlake Village, CA office. 

Compensation:  $140,000 - $170,000
POS360, Inc, Is A Drug Free Workplace 
Please note that POS360 is a drug-free workplace and all candidates are required to undergo a pre-employment drug screening before being fully employed. This policy is in place to ensure the safety and health of all employees. 

POS360, Inc. Is An Equal Opportunity Employer 
Equal access to programs, services and employment is available to all persons. Those applicants requiring reasonable accommodation to the application and/or interview process should notify a representative of the Human Resources Department.