Director Enterprise Implementation

The Director of Enterprise Solutions Delivery is responsible for leading large-scale customer onboarding and implementation programs for a portfolio of cloud-based business management solutions. This role oversees the successful deployment of software platforms for strategic clients, ensuring projects are delivered on time, within scope, and aligned to business objectives.

The position provides leadership for a team of implementation professionals while establishing scalable delivery frameworks, operational standards, and best practices. Success in this role requires balancing execution excellence with cross-functional collaboration across sales, product, engineering, and customer success functions.

The ideal candidate combines strong operational leadership, technical fluency, and customer-facing experience to drive successful implementation outcomes, improve delivery efficiency, and support long-term client satisfaction.

Location: Remote (up to 20% domestic travel)

Employment limited to: AZ, CA, CO, CT, DC, FL, GA, , IL, IN, LA, MA, MD, ME, MI, MN, MS, NC, NE, NJ, NM, NV, NY, OH, OK, OR, PA, SC, TN, TX, UT, VA, & WA

Salary: up to $215k + 15% bonus

• Unlimited PTO
  Medical, Dental, Vision Insurance
• 401k Match
• Parental Leave

• Lead, mentor, and grow a team responsible for enterprise software implementations and customer onboarding initiatives.
• Oversee the successful delivery of complex implementation programs, ensuring alignment with customer requirements, contractual obligations, and project milestones.
• Identify and mitigate project risks, manage escalations, and drive resolution of critical implementation issues.
• Evaluate project scoping and implementation plans to ensure realistic delivery timelines and resource requirements.
• Develop, document, and maintain implementation methodologies, governance processes, and delivery playbooks.
• Manage resource planning, capacity forecasting, and workload balancing across multiple concurrent projects.
• Drive process optimization initiatives through automation, technology enablement, and workflow improvements.
• Collaborate with internal stakeholders to identify implementation challenges, improve product adoption, and support future platform enhancements.
• Establish key performance indicators (KPIs) and reporting frameworks to measure project success, operational effectiveness, and team performance.
• Champion continuous improvement efforts that enhance scalability, efficiency, and customer outcomes.

• Demonstrated ability to lead large-scale software deployment initiatives in complex business environments.
• Strong project governance, risk management, and execution capabilities.
• Ability to balance competing priorities while maintaining delivery commitments.

• Experience working with large organizations and managing complex stakeholder relationships.
• Proven success in hospitality, retail, payroll, POS, or adjacent industries.
• Strong understanding of implementation life cycles, project scoping, and customer success principles.
• Ability to navigate changing requirements and manage expectations effectively.

• Knowledge of software integrations, data transformation processes, system configuration, and enterprise application architectures.
• Ability to evaluate technical tradeoffs and make informed recommendations.

• Proven ability to influence and align stakeholders across multiple business functions.
• Skilled at driving consensus and resolving challenges in a matrixed environment.

• Experience designing and implementing scalable processes and operating models.
• Continuous improvement mindset…