Chief Technology Officer

Installation Made Easy, Inc• Remote, US,

4d•Remote

About The Position

Installation Made Easy (“IME”) provides software and process management that enable retailers and contractors to offer installed home improvements to homeowners in a convenient, consistent, and affordable manner. IME senior management has over 100 years of retail management and home improvement industry experience. The Chief Technology Officer (CTO) is a key executive leader responsible for defining and executing the company’s overall technology vision, strategy, and roadmap. This role will oversee all aspects of software development, infrastructure, data, security, and technology innovation, ensuring alignment with IME’s business goals and long-term growth strategy. The CTO will work closely with executive leadership, including the CEO, CFO, Department VP’s, and business leaders, to drive scalable, secure, and high-performing technology solutions. This leader will guide the evolution of IME’s platform, modernize systems where needed, and foster a high-performing, remote-first engineering culture. The ideal candidate is a strategic thinker and hands-on technology leader with a proven track record of scaling platforms, leading distributed teams, and aligning technology investments with business outcomes.

Requirements

Bachelor’s degree in Computer Science, Engineering, or related field (Master’s preferred)
15+ years of experience in software development and technology leadership
10+ years of experience leading engineering teams, including senior leaders
Proven experience in SaaS, enterprise platforms, or multi-tenant systems
Experience with Microsoft technology stack (.NET, SQL Server, Azure)
Advanced knowledge of Classic ASP
Experience with C#.Net on MVC Framework with Entity Framework
Strong background in modern software architecture (e.g., cloud-native, microservices, APIs)
Prior executive leadership experience (C-level or VP-level)
Familiarity with legacy system modernization (e.g., Classic ASP to modern frameworks)
Experience scaling technology platforms and teams in high-growth environments
Deep understanding of cybersecurity, data governance, and compliance frameworks
Experience managing remote and globally distributed teams
Strong business acumen with the ability to align technology with revenue and operational goals

Nice To Haves

Advanced Degree in Computer Science or related field
Experience in retail, home improvement, marketplace platforms, or partner ecosystems

Responsibilities

Define and execute the company’s long-term technology strategy, ensuring alignment with business objectives and growth plans
Provide executive leadership over software development, architecture, infrastructure, and data initiatives
Lead and mentor a distributed team of engineering leaders, developers, and third-party partners
Establish and enforce best practices for software development, system architecture, security, and scalability
Partner with business stakeholders to translate strategic initiatives into technology solutions and roadmaps
Oversee system modernization efforts, including cloud strategy, platform optimization, and technical debt reduction
Ensure high availability, performance, and security of all technology systems and applications
Evaluate and implement emerging technologies to maintain competitive advantage
Develop and manage technology budgets, vendor relationships, and resource allocation
Drive data strategy, analytics capabilities, and business intelligence alignment across the organization
Establish KPIs and metrics to measure technology performance and business impact
Foster a culture of innovation, accountability, and continuous improvement within a remote environment
Ensure compliance with data privacy, regulatory, and cybersecurity standards
Collaborate with cross-functional teams including Product, Operations, Finance, and Business Development
Support partnership initiatives from a technical due diligence perspective, as applicable
Perform other duties as required.

Benefits

100% remote work environment
Employer provided equipment.
Medical, dental, and vision insurance
Health savings plan includes employer contribution to health savings account.
Medical and dental flexible spending accounts
Company paid basic life, short-term disability, and long-term disability insurance.
401K plan with employer match
Company matches 100% of the first 4% of salary deferrals.
All contributions, including employer contributions, are 100% vested immediately.
Employee discount program for Electronics, Groceries, Travel, Entertainment, and more
Employee assistance program
Pay on demand.
Critical illness, hospital indemnity, group accident, and legal insurance
Paid time off.