Director of Enterprise Implementation

HotSchedules; Austin (TX); Hybrid; USD 120,000 - 160,000; Full time

Benefits offered by this job

Unlimited PTO

Medical, Dental, Vision Insurance

401k Match

Parental Leave

Laptop and equipment

Job summary

HotSchedules in Austin, Texas, is seeking a Director of Enterprise Implementation to lead large-scale customer implementations across their back office solutions. The successful candidate will develop high-performing teams, ensure project delivery, and collaborate across functions.

The role demands strong judgment and operational skills, with responsibilities for managing complex implementations and driving continuous improvement. The position offers unlimited PTO and comprehensive health benefits.

Qualifications

• Proven ability to lead and develop teams while meeting high expectations.
• Experience managing contracts and ensuring successful delivery against agreements.
• Strong understanding of customer buying and implementation cycles.

Responsibilities

• Lead and develop the enterprise implementation delivery team.
• Own delivery and revenue realization for all U.S. enterprise implementations.
• Manage scope, change orders, and execution against contracts.
• Identify opportunities to streamline implementations.
• Partner with cross-functional teams to inform product and strategy.

Skills

Operational leadership

Enterprise customer and contract acumen

Delivery and risk management

Technical depth

Cross functional influence

Continuous improvement

People leadership

Education

8+ years in implementation leadership in enterprise SaaS

Job description

Position Overview

The Director of Enterprise Implementation leads all U.S. enterprise customer implementations across Fourth's back office solutions (Workforce Management and Inventory Management). In this critical role, you own the end to end delivery motion for the largest, most complex, and highest value customers. You are accountable for ensuring implementations meet contractual timelines, stay within scope, and deliver measurable customer value.

You will build and scale a high performing implementation team, establish delivery standards and processes, and drive continuous improvement across people, systems, and tooling. You manage scope execution and change orders to ensure enterprise engagements deliver against contracted commitments.

This is a strategic operations role that requires balancing delivery excellence with cross functional partnership. You\'ll work closely with Product, Engineering, Sales, and Customer Success to surface implementation challenges, identify product gaps, and help shape the evolution of Fourth\'s solutions and delivery model. You\'ll also own the integration and scaling of tools, automation, and analytics to accelerate implementations and improve outcomes.

This role requires strong judgment, operational discipline, technical depth, and the ability to lead and drive results in a hospitality tech environment.

Primary Responsibilities

• Lead, hire, develop, and retain the enterprise implementation delivery team. Set clear expectations, establish accountability, and drive results.
• Own delivery and revenue realization of all U.S. enterprise implementations. Identify and mitigate risks, manage escalations, and resolve customer issues.
• Ensure SOWs are achievable from a delivery perspective. Manage scope, change orders, and execution against contracts.
• Establish implementation standards, processes, and playbooks. Identify improvement opportunities and drive continuous adoption.
• Forecast and manage team capacity and resource allocation across the enterprise portfolio.
• Identify opportunities to streamline implementations through tools, automation, and process improvements. Own evaluation, adoption, and scaling of solutions that reduce manual work and accelerate delivery.
• Partner with Product, Engineering, Sales, and Customer Success to surface implementation gaps, inform product roadmap, and align on enterprise strategy.
• Establish reporting and metrics for project health, team performance, and operational efficiency.

Key Skills and Competencies

• Operational leadership: Proven ability to set standards, establish processes, and drive a team to meet them. Comfortable holding people and customers accountable. Direct, clear communication about expectations and outcomes.
• Enterprise customer and contract acumen: Understanding of complex B2B customer buying, implementation cycles, and how to structure contracts and SOWs to align delivery capability with customer expectations.
• Delivery and risk management: Proven track record delivering large, complex programs on time and within scope. Strong judgment about identifying and mitigating delivery risks.
• Technical depth: Understanding of integrations, data flows, system architecture, and configuration. Ability to make tradeoff decisions that balance quality with timeline.
• Cross functional influence: Ability to influence and align peers without direct authority. Comfortable escalating appropriately. Works well with Product, Engineering, Sales, and other functions.
• Continuous improvement: Driven to identify inefficiencies and build better processes. Willing to test, learn, and scale what works.
• People leadership: Ability to hire, develop, and hold accountable. Comfortable making tough decisions about talent and performance.

Preferred Experience and/or Qualifications

• 8+ years in implementation leadership, program management, or operations roles in enterprise SaaS or adjacent industries
• Proven track record managing and scaling teams of 5+ people, including direct hiring and development
• Experience delivering large scale customer implementations in complex, high stakes environments
• Strong technical background in integrations, data architecture, and system dependencies
• Background in hospitality, retail, payroll, POS, or adjacent industries strongly preferred
• Experience managing contracts, SOWs, and scope in professional services or customer delivery contexts
• Experience leading process improvement and establishing scalable delivery frameworks
• Comfort with data analysis and translating metrics into business decisions
• Experience partnering with Product and Engineering teams to inform roadmap

Environmental and Physical Demands

• Prolonged periods of computer-based work
• Ability to travel onsite and perform light physical tasks related to training

Travel Requirements

• 15-20% travel, primarily for internal onsite activities

Fourth Benefits

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

Remote Employment

Remote employment limited to: AZ, CA, CO, CT, DC, FL, GA, ID, 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

Equal Opportunity Employer

Fourth is an Equal Opportunity Employer. All qualified applicants will receive consideration without discrimination because of sex, gender identity, gender expression, sexual orientation, marital status, race, color, age, national origin, military status, religion, disability, or any other legally protected status.