Job Description

At  Entrusted, we're more than just a restoration and reconstruction company—Entrusted is a team dedicated to growth, service, and excellence. Guided by core values including integrity, people, work ethic, and excellence, we aim to deliver unparalleled value to our clients, referral partners, and 200+ team members.
We are seeking an experienced and visionary Director of Technology to join our leadership team and drive the future of technology at Entrusted. This role exists to architect and execute Entrusted’s technology strategy—aligning systems, data, and innovation with our mission to restore lives and homes through excellence.

This is a high-impact position where you will build scalable, secure platforms, lead a high-performing tech team, and shape the future of automation, software, and infrastructure within a fast-growing organization.

Responsibilities - 

Strategic Leadership

• Create and maintain a 3-year technology roadmap aligned with Entrusted’s growth goals and core values.

• Evaluate emerging tools (AI/LLMs, IoT, field apps) and pilot solutions that enhance efficiency and client experience.

• Align all technical initiatives with company mission, service excellence, and team member enablement.

Team Development and Growth

• Build, coach, and empower a 4–7 member technology team with an emphasis on ownership, collaboration, and continuous learning.

• Lead code reviews, mentor developers, and implement agile/scrum practices.

• Create growth pathways for team members and equip them for future leadership.

Infrastructure, Development, and Security

• Design and oversee secure and scalable cloud environments (AWS/Azure).

• Ensure system reliability (≥99.5% uptime), disaster recovery, and cybersecurity compliance.

• Lead full-stack software development and system integrations across platforms (ERP, CRM, project management, etc.).

• Implement DevOps practices (CI/CD, containerization) to ensure stable deployments and releases.

Data, Automation, and AI

• Build and maintain data warehouses (Redshift, BigQuery) and dashboards for real-time business intelligence.

• Deploy automation and AI/ML models to enhance operational efficiency and predictive decision-making.

• Lead innovation initiatives that drive measurable results through integration and workflow optimization.

Operational Excellence

• Manage the technology budget and vendor relationships, ensuring cost-effective and timely delivery of solutions.

• Own the technology P&L and present roadmaps, risks, and ROI to executive leadership.

• Partner with departments to ensure all systems serve and elevate company performance.

Culture and Value Stewardship

• Champion Entrusted’s culture by modeling humility, integrity, learning, and excellence.

• Cultivate a collaborative and servant-minded environment within the technology team.

• Drive initiatives that align with our mission and support team-wide unity and innovation.

Technology Metrics

• Deliver ≥90% of roadmap milestones on time and within budget.

• Maintain ≥99.5% uptime across all core systems.

• Drive measurable efficiency gains through automation, AI, and tool optimization.

• Build and retain a high-performing tech team with low voluntary turnover.

• Present technology metrics and wins/losses to executive leadership.

  Other duties may be assigned.

Leadership Qualities - 

• Integrity: Models trustworthiness, honesty, and reliability in all interactions. Doesn't work behind backs, make excuses, or avoid accountability.
• Servant-Mindedness: Serves others selflessly, making sacrifices to support team members and company goals. Doesn't put self first or have an entitlement mentality.
• Uplifting Attitude: Maintains optimism, encourages solutions, and fosters an uplifting environment. Doesn't dread challenges or set an example of despondency. 
• Learner’s Disposition: Welcomes feedback, takes responsibility for growth, and seeks continuous improvement. Doesn't ignore or become defensive in light of feedback.
• Self-Awareness: Understands own strengths and weaknesses and is receptive to coaching to grow where needed. Isn't clueless or challenged in identifying personal areas needing growth.
• Team Player: Collaborates well with others, celebrates team successes, and builds unity. Doesn't undermine others or avoid developing others out of fear or superiority.
• Work Ethic: Demonstrates discipline, reliability, and a commitment to excellence in every task. Doesn't leave tasks half-done or complain that certain tasks aren't their job.

Qualifications - 

• Culture fit for Entrusted and alignment with our values and leadership qualities
• 7+ years in software engineering, systems architecture, or IT leadership
• 3–4+ years leading strategic technology initiatives or teams
• Experience managing cloud infrastructure, cybersecurity, and compliance
• Experience integrating ERP (Sage Intacct), CRM (HubSpot), and custom tools
• Experience building and leading automation, AI/ML, or analytics projects
• Bachelor's degree in Computer Science, Information Systems, Engineering, or related field preferred
• Certifications such as AWS Solutions Architect, Azure Architect, PMP, or CSM are a plus
• Experience in high-growth or service-based organizations strongly preferred
• Experience in a for-profit, fast-paced technology environment is ideal

Knowledge - 

• Enterprise architecture, cloud environments (AWS/Azure), and DevOps best practices
• System integration, database design, cybersecurity, and IT compliance
• AI/ML models (e.g., OpenAI, Hugging Face) and automation tooling
• Deep understanding of ERP/CRM platforms (Sage Intacct, HubSpot)
• Familiarity with the construction-tech or field-service industry is a bonus

Skills - 

• Advanced programming (Python, TypeScript, JavaScript), React, Node.js
• Agile project management and team leadership
• Strategic thinking, communication, and executive presentation
• Data analysis and performance tracking
• Budgeting, vendor negotiation, and cost optimization
• Strong organizational and operational follow-through
• Ability to establish scalable, secure, and reliable systems

Abilities - 

• Lead and grow a high-performing team through clear vision and coaching
• Balance technical depth with high-level business strategy
• Communicate clearly with technical and non-technical stakeholders
• Make thoughtful decisions in fast-moving, high-growth environments
• Serve as a unifying and strategic technical leader within the company

Compensation and Benefits - 

• 401k retirement program with company match
• Health, dental, and vision insurance
• Company-provided life insurance and short/long-term disability
• Paid vacation, sick time, holidays, and paid paternity/maternity leave
• Company-paid access to Dave Ramsey’s SmartDollar Financial Program (with 1:1 coaching)
• Gym reimbursement
• And more

Entrusted History - 

We started with humble beginnings as a small carpet cleaning company in South Florida approximately 20 years ago.

Since then, a few things have changed.

New service offerings, three growing locations in West Palm Beach, Orlando, and Houston, and thousands of clients impacted by our A+ team.

We are proud of where we have come from, and are looking forward to impacting lives for years to come.

If you are interested in learning more about how you could make a difference, apply today!

Entrusted is an Equal Opportunity Employer, drug free workplace, and complies with ADA regulations as applicable.

Job Tags

Full time, Temporary work,

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