Director, Engineering - Business Applications

The Director, Engineering - Business Applications is responsible for leading the Business Applications group, overseeing the design, architecture, and delivery of high-quality software solutions that power our internal operations. The scope of this job includes strategic oversight and hands-on management of critical business applications such as Salesforce, Oracle Fusion Financials, DocuSign, and their associated integrations with third-party systems. This Director will lead, mentor, and inspire a team of engineers and technical experts, driving both technical and operational excellence, fostering a collaborative and results-oriented environment, and proactively managing key stakeholder relationships across the organization.

Key Responsibilities:

• Work closely with senior leadership to define the long-term technical vision and roadmap for the business application landscape, ensuring alignment with overall company goals and operational efficiencies.

• Develop strategic proposals for major initiatives related to business system enhancements, new application rollouts, and complex integrations to gain executive approval and drive execution.

• Influence business leaders across departments (Finance, Sales, Marketing, People & Talent, Legal, Client Experience) on key initiatives and projects, ensuring that business application solutions effectively meet organizational needs and drive business success.

• Lead, mentor, and inspire multiple engineering teams focused on internal business applications by fostering a culture of collaboration, innovation, and accountability.

• Develop a strong, high-performing team by identifying growth opportunities, providing clear direction to engineering managers and senior engineers, and supporting their professional development.

• Be hands-on in understanding the technical details and architectural nuances of our core business systems, providing expert guidance and ensuring best practices are followed.

• Oversee the end-to-end execution of major technical initiatives related to business applications, ensuring timely, high-quality delivery that meets functional and non-functional requirements.

• Collaborate effectively with business stakeholders, process owners, and other IT departments to align goals, solution features, and timelines to deliver cohesive, scalable, and reliable business solutions.

• Identify and proactively mitigate risks in both technical and operational areas specific to business application environments, ensuring system stability, data integrity, and compliance.

• Act as a key point of contact between the business applications engineering teams and executive leadership, proactively communicating project status, risks, and successes.

• Provide clear insights into technical decisions and their potential business impact, translating complex technical concepts into business-friendly terms for diverse audiences.

• Cultivate strong, collaborative relationships with cross-functional business partners, understanding their challenges and proactively proposing technology solutions.

• Leverage AI tools and platforms as an integral part of daily responsibilities to enhance decision-making, streamline workflows, optimize business application performance, and drive data-informed outcomes.

• Stay abreast of industry trends and emerging technologies in enterprise business applications, cloud platforms, and integration strategies to continuously improve our internal systems.

• Perform other job duties as assigned, contributing to the overall success of the technology organization.

Required Qualifications:

• Bachelor's degree in a related field or equivalent work experience
• At least 8-10 years of related work experience
• At least 4-5 years of Management work experience
• Proven experience leading and managing engineering teams focused on enterprise business applications.
• Deep functional and technical understanding of major business systems like Salesforce, Oracle Fusion (or similar ERP/Financials), and document management systems (e.g., DocuSign).
• Strong background in designing, implementing, and managing integrations between disparate business applications.
• Demonstrated ability to think strategically, develop long-term roadmaps, and translate business requirements into technical solutions.
• Excellent leadership, mentorship, and team-building skills with a focus on empowering individuals and fostering a positive work environment.
• Exceptional communication and interpersonal skills, with the ability to influence and collaborate effectively with technical teams, business stakeholders, and executive leadership.
• A proactive, hands-on approach to problem-solving and an ability to dive into details when necessary.
• Experience with Agile development methodologies.

Preferred Qualifications:

• Healthcare industry experience

Job Expectations:

• Willing to work additional or irregular hours as needed
• Must work in accordance with applicable security policies and procedures to safeguard company and client information
• Must be able to sit and view a computer screen for extended periods of time

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WellSky is where independent thinking and collaboration come together to create an authentic culture. We thrive on innovation, inclusiveness, and cohesive perspectives. At WellSky you can make a difference.

WellSky provides equal employment opportunities to all people without regard to race, color, national origin, ancestry, citizenship, age, religion, gender, sex, sexual orientation, gender identity, gender expression, marital status, pregnancy, physical or mental disability, protected medical condition, genetic information, military service, veteran status, or any other status or characteristic protected by law. WellSky is proud to be a drug-free workplace.

Applicants for U.S.-based positions with WellSky must be legally authorized to work in the United States. Verification of employment eligibility will be required at the time of hire. Certain client-facing positions may be required to comply with applicable requirements, such as immunizations and occupational health mandates.

Here are some of the exciting benefits full-time teammates are eligible to receive at WellSky:

• Excellent medical, dental, and vision benefits
• Mental health benefits through TelaDoc
• Prescription drug coverage
• Generous paid time off, plus 13 paid holidays
• Paid parental leave
• 100% vested 401(K) retirement plans
• Educational assistance up to $2500 per year