Vice President of Innovative Technology (IT)

Every great brand has a heartbeat you can feel… and a nervous system you don’t see.

Ours runs on connection, creativity, and a whole lot of behind-the-scenes brilliance.

We’re looking for a Vice President of Innovative Technology who doesn’t just keep the lights on, but understands how the whole house hums. Someone who sees technology not as a support function, but as a force multiplier for optimism, growth, and smarter ways of working.

This role is part strategist, part translator, part builder… and part explorer of what’s possible. You’ll help us thoughtfully weave AI into the way we work, not as a buzzword, but as a practical teammate, automating the repetitive, accelerating insight, and giving our people more space to do the work that actually matters.

You’ll turn complexity into clarity. You’ll make systems talk to each other (nicely). You’ll help our teams spend less time wrestling with tools and more time creating, connecting, and contributing in meaningful ways.

You’re the kind of person who can zoom out to see the big picture, then zoom all the way in to fix what’s slowing us down. Curious about AI. Grounded in reality. Optimistic about what humans can do when technology does its part.

Here, we believe optimism is a choice, and great technology is how we scale it.

After years of steady leadership, our current VP of IT is retiring, leaving behind a strong foundation and a team ready for what’s next. This isn’t a rebuild, it’s a handoff. A chance to step into something solid and help shape where it goes from here.

Got you curious?

IMPORTANT DETAILS

• This application requires a significant commitment to answering specific questions. You may want to compose your answers outside of this app and paste them once you're satisfied with your composition, spelling, grammar, and tone. We can't consider incomplete applications.
• Our market-based compensation strategy determines base pay for our jobs. You can use any of the publicly available tools to predict what you might earn here. All permanent roles are eligible for an annual bonus based on company performance, to which you will make a significant contribution.
• This role is based in Hudson, NH and Boston, MA. You'll work on-site Wednesdays and Thursdays each week.
• Everyone who applies will get a response from a human. Although we love and use AI regularly, you're about to put a lot of heart and skill into this application and deserve a human response. You'll get one. If you don't answer the questions or meet the requirements below, you'll get a swift and kind rejection.

Pay Transparency:
We post our jobs on a collection of sites. Not all of them portray accurate information about our compensation ranges. For years, we've used a market-based approach to determine starting pay for all roles at Life is Good. We encourage you to explore reputable salary calculators like Salary.com or PayScale and, using accurate data for the apparel industry, this job (from the job description), our company size (under 300 people), location (Boston), and the required experience for this role (10 years or less), you will see the pay range for this role.

Requirements

• You have at least 10 years of relevant IT experience, with at least 7 years in a leadership role that includes managing people and projects
• You have significant hands-on technical experience with SAP S4/Hana
  (Finance, WMS, Manufacturing, and EDI), Windows, MS Office 365, Mac OS, Virtualization, and Cloud Platforms
• You have experience gained from using and implementing B2B, B2C, EDI and other third-party systems
• You are an expert at managing regulatory compliance
• You excel at directing and supervising IT staff, building teams, developing IT policy and procedures, and implementing business productivity tools
• You have direct experience developing policies, procedures, and documentation governing best practices for operating an effective IT function
• You have successfully developed an enterprise-wide technology roadmap, including integrating SaaS used by cross-functional groups
• You have proven experience in solving complex problems for individuals or teams. You have experience with analyzing and identifying the strengths and weaknesses of options and exercising critical thinking, problem-solving, and judgment skills

Now let's get to the job!

YOUR OBJECTIVE

You lead the vision, management, and execution of the Life is Good technology ecosystem and build an IT foundation that is secure, scalable, and ready for what’s next. You ensure technology doesn’t just support the business—it moves in sync with it, translating company goals into systems that enable speed, security, clarity, and growth. You are a champion of AI adoption, identifying opportunities to automate, augment, and accelerate work across the organization.

YOUR JOB

Lead SAP Strategy and Execution

• Own the performance, optimization, and evolution of the SAP ecosystem (S/4HANA Finance, WMS, Manufacturing, and EDI)
• Drive enhancements and implementations, upgrades, and integrations that connect front-line operations to financial and operational insight
• Ensure SAP reflects how the business actually runs—from production floor to customer delivery- and how it will run in the future

Lead a High-Performing IT Team

• Lead the team across infrastructure, applications, security, and support
• Oversee the management of our PLM system (Centric)
• Oversee the management of our iPaaS (Boomi)
• Oversee the management of our IaaS solutions (Azure and AWS)
• Oversee the management of our network and private cloud hosting
• Oversee the management of our business productivity suites (e.g. Microsoft O365 & Adobe Creative Suite)
• Oversee Desktop and Production support
• Oversee the management of our Reporting systems (Snowflake, Power BI, & ETL/ELT)
• Balance long-term transformation with reliable day-to-day operations
• Create clarity in priorities, accountability, and service delivery
• Ensure that clear documentation is created and maintained for all systems and procedures.

Champion AI Adoption and Intelligent Automation

• Identify and implement AI-driven solutions that improve efficiency, decision-making, and employee experience
• Partner across functions to embed AI agents into workflows in ways that are practical and easily adopted
• Establish and maintain governance and guardrails for responsible and secure use of AI
• Stay ahead of emerging technologies and translate them into real business value

Own Security and Risk

• Ensure effective cybersecurity practices, data integrity, and regulatory compliance
• Anticipate and mitigate risk across systems, vendors, and processes
• Partner Across the Business

• Lead IT Steering Committee meetings quarterly with key stakeholders to prioritize development efforts
• Partner with the eCommerce Technology team to plan and execute joint projects
• Collaborate with the Business Units, Finance, Operations, Product, People and Culture, and Legal
• Translate business needs into practical, effective technology solutions

HOW YOU SHOW UP

• You believe passionately in our mission and the Life is Good Superpowers
• You are skilled and comfortable working independently and as part of a team of dynamic creative professionals
• You are known for your ability to give and receive feedback thoughtfully and constructively
• You consistently demonstrate an optimistic demeanor
• You are known as a natural leader who delivers results and helps your team do the same
• You have the desire and ability to think and act both strategically and tactically
• You have successfully cultivated highly collaborative internal and external relationships
• You speak and write clearly, simply, and succinctly
• You successfully persuade and educate both technical and non-technical employees at all levels

WHEN YOU'LL KNOW IT'S WORKING

• You and your team meet your annual goals
• You are considered a cultural leader to the Innovative Technology team at Life is Good
• You and your team have provided users with the tools they need to be successful
• Our President and Co-founders trust you to be proactive about IT solutions to business challenges
• You are a sought-after brand, cultural leader, and role model
• Company leaders and managers know how to gain technology insights and information needed to run their business units and departments

Benefits

Our community is full of green space, outstanding food, and entertainment options.

We’re located in beautiful, scenic Hudson, New Hampshire, where we've built a brand new headquarters. We offer an on-site gym with showers, top quality Medical, Dental, Vision, Flexible Spending Accounts, Life, AD&D, Short and Long-Term Disability, 401(k) with a match, Paid Time Off (PTO), 10 paid holidays, Good Vibes Time (we pay you to volunteer for the non-profit cause of your choice) and Family Time. You’ll be involved in growing our social mission through the Playmaker Project.

Life is Good is an equal opportunity employer and does not discriminate against otherwise qualified applicants on the basis of race, color, religion, national origin, ancestry, sex, age, mental or physical disability, pregnancy, sexual orientation, gender orientation, or expression, marital status or veteran status, or any other legally protected characteristic under applicable federal or state law.