Director, Software Engineering

Posted Yesterday
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Hiring Remotely in Tampa, FL, USA
In-Office or Remote
Expert/Leader
Software
The Role
The Director of Software Engineering leads software development teams, driving AI adoption, modernization initiatives, and strategic engineering goals while ensuring high-quality deliverables and team collaboration.
Summary Generated by Built In

ConnectWise is an industry and Global leading software company with over 3,000 colleagues in North America, EMEA and APAC. As a community-driven software company dedicated to the success of technology solution providers, our suite helps over 45,000 of our partners manage their businesses better, sell more efficiently, automate service delivery, and remotely control technology so they can consistently deliver amazing customer experiences.

Our company is powered by our connections, our colleagues, and our community. And, we accept all kinds.

Game-changers, innovators, culture-lovers—and humankind.

We invite discovery and debate. We recognize key moments as milestones.

We see you and value you for your unique contributions. Our inclusive, positive culture lays the foundation to ensure every colleague is valued for their perspectives and skills, giving you the choice of how YOU make a difference.

Curious? Read this opportunity to learn how YOU can make a difference at ConnectWise!



General Summary: 

The Director of Software Engineering is responsible for leading a team of entry level to experienced professionals focused on software development to deliver the business units product according to required specifications. This role supports cross-functional teams to innovate the Software Development Life Cycle (SDLC) for proper estimations, outputs, and architecting scalable solutions.  

Essential Duties & Responsibilities: 

  • Sets goals and objectives for team members for achievement of operational results 
  • Typically manages a department or small unit that includes multiple teams - Total ticketing, PSA Foundation 
  • Experience and knowledge of AI based (Agentic) development, vision of outcome we can get from the AI development.
  • Drive adoption of AI in engineering workflows and product capabilities
  • Identify opportunities to improve productivity using automation and AI
  • Lead modernization initiatives, including API-first and platform-led architecture
  • Define and execute engineering strategy aligned with business goals and platform vision
  • Drive decisions that balance short-term delivery with long-term platform modernization
  • Partner with Product to translate business priorities into executable engineering plans
  • Leads and prioritizes the daily activities of the team 
  • Manages, mentors, and coaches to develop a collaborative and dynamic team 
  • Own delivery across multiple teams with clear accountability on timelines and outcomes
  • Establish predictable execution through metrics, governance, and operational rigor
  • Manage dependencies across domains and resolve bottlenecks proactively
  • Plans and drives high quality deliverables aligned to the organization's strategy  
  • Exhibits a high degree of creativity, latitude, and judgment  
  • Writes product requirement documents, implements and tracks development timelines, and negotiates feature sets 
  • Maintains a deep understanding of programming and coding fundamentals, architecture, and design in multiple languages.

Knowledge, Skills, and/or Abilities Required: 

  • Exceptional leadership and customer service skills 
  • Ability to address complex problems that often require extensive investigation and analysis 
  • Willingness to work in a team environment 
  • Strong organizational skills to give the team direction 
  • Professional presence suitable for interaction in meetings, in-person or via email 
  • Excellent presentation and communication skills 
  • Has a deep understanding of coding fundamentals, architecture and design in multiple languages, and technologies  
  • Knowledge of a variety of the field's concepts, practices, and procedures 
  • Ability to understand complex algorithms  
  • Advanced understanding of how a Managed Service Provider (MSP) operates from a business standpoint.

Educational/Vocational/Previous Experience Recommendations:

  • Bachelor’s degree in related field or equivalent business experience 
  • 12+ years of experience in related field 
  • 6+ years of managerial experience.

Working Conditions: 

  • Remote or Hybrid depending on location to office 
  • 10-20% travel is required (regional and international)  

ConnectWise is an Equal Opportunity Employer, dedicated to building a diverse and inclusive workforce and providing a workplace free from discrimination and harassment. ConnectWise provides equal employment opportunities to all employees and applicants without regard to race, ethnicity, color, religion, age, sex (including pregnancy), sexual orientation, gender, gender identity or expression, ancestry, national origin, citizenship status, physical or mental disability, genetic information, military/veteran status, marital status, familial or parental status, or any other characteristic or status protected by applicable federal, state and local laws.

The statements above are intended to describe the general nature and level of work being performed by individuals assigned to this job. Other duties may be assigned as needed. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions of the job and/or to receive other benefits and privileges of employment. If you need a reasonable accommodation for any part of the application and hiring process, please contact us at [email protected] or 1-800-671-6898.

Skills Required

  • Bachelor's degree in related field or equivalent business experience
  • 12+ years of experience in related field
  • 6+ years of managerial experience

ConnectWise Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about ConnectWise and has not been reviewed or approved by ConnectWise.

  • Leave & Time Off Breadth Time off is positioned as a standout part of the package, including “Flexible Time Off,” “Flex Friday’s,” and frequent references to an “Unlimited PTO” approach that is valued for flexibility.
  • Healthcare Strength Core medical, dental, and vision coverage is consistently included, with additional items like life insurance and pre-tax accounts such as HSA contributions; some descriptions also indicate a possibility of fully covered employee medical premiums in certain cases.
  • Retirement Support Retirement and longer-term financial benefits are present through a 401K/retirement plan and an employee stock purchase plan, which strengthens the overall rewards package beyond base salary.

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The Company
HQ: Tampa, FL
2,422 Employees
Year Founded: 1982

What We Do

Born out of a single software solution designed to help MSPs gain control of their help desk and billing, ConnectWise has grown into a robust platform of software built for technology solutions providers (TSPs) to run their entire as-a-service business. With products aiding in business management, remote monitoring and management, remote control and access, quote and proposal automation, and cybersecurity risk assessments, integrations with hundreds of key vendors, plus the largest and most engaged community in the industry, ConnectWise has built a platform for The IT Nation.

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