Job Description

VP, Technology

  • United States
  • Full-Time

True Classic is seeking an experienced and passionate super-star to lead our technology function. True Classic launched in late 2019 and has grown to become one of the hottest direct-to-consumer men’s apparel brands in the market, continuing to experience rapid growth despite changes to digital advertising and the macroeconomic environment. As such, this individual should be a true self-starter who can roll his/her sleeves up and dive right in. This individual will have extensive experience across all aspects of direct-to-consumer technology with excellent leadership, project management and organizational skills. As VP, Technology, you will play a critical role in shaping and executing our technology strategy, overseeing front-end technology, back-end technology, business intelligence, and IT systems. You will be responsible for leading a team of talented professionals and driving innovation to ensure our company remains at the forefront of advancements in direct-to-consumer technology.

At True Classic, we are a virtual first company that values flexibility, collaboration, and innovation. While we do have a headquarters located in Calabasas, CA for employees who prefer in-person interaction, we also embrace the benefits of a remote work environment. As such, this specific position is open to remote candidates who possess the necessary skills, experience, and dedication to contribute to our team’s success. Join our dynamic team and help us shape the future of our company from wherever you are!


  • Technology Strategy Development
    • Develop and execute a comprehensive technology strategy aligned with the company’s overall business objectives
    • Identify and evaluate emerging technologies and trends, providing recommendations on potential implementation to enhance business processes, improve customer experience, and drive growth
    • Proactively identify and pursue opportunities to leverage the latest and greatest generative AI models to improve our operational efficiency, enhance our customer experience, and drive profitable growth.
    • Stay abreast of industry trends, emerging technologies, and best practices to continuously enhance our competitive edge and automate our operations.
  • Front-End Technology Oversight
    • Oversee and optimize the performance, functionality, and integrity of our website and mobile app
    • Guide cross-functional collaborations with the design, content, brand, marketing, and customer support teams to create an exceptional digital experience for our customers
    • Manage the development team and external agencies to execute web development, conversion rate optimization (CRO), quality assurance (QA), and search engine optimization (SEO)
    • Manage Google Analytics and take charge of ideation, development, testing, and measurement of CRO tests
  • Back-End Technology Oversight
    • Lead the design, development, and maintenance of scalable, secure, and efficient back-end systems and infrastructure
    • Collaborate with cross-functional teams to ensure seamless integration of front-end and back-end technologies, optimizing system performance and reliability
    • Manage all existing backend systems, including Shopify, NetSuite, 3PL WMS, etc.
    • Plan for and onboard any new systems required for ongoing business operations or to support growth initiatives
    • Own and streamline all operations and financial processes within back-end technology stack, including but not limited to shipping, fulfillment, inventory management, returns, invoicing, payment processing and revenue accounting
    • Identify, scope and deliver any new integrations required to support existing business or growth initiatives
  • Business Intelligence Strategy
    • Define and execute a robust business intelligence strategy, leveraging data analytics, reporting tools, and visualization techniques to provide actionable insights for decision-making and strategic planning
    • Lead and manage a team of data analysts to analyze and interpret large sets of data, including data from various sources and platforms, with a focus on leveraging data from our data provider, Source Medium
    • Identify, prioritize and execute strategic analyses impacting key performance metrics across all business functions, including finance, operations, supply chain, product creation, marketing, customer experience, retail, marketplaces, international, etc.
    • Build and maintain in-depth dashboards with clear, easy-to-read visuals for all cross-functional partners
    • Own development and execution of strategic analyses
    • Drive data-driven decision-making processes across the organization
  • IT Systems Management
    • Oversee the management and maintenance of IT systems, infrastructure, and networks, ensuring their reliability, security, and compliance with industry standards
    • Develop disaster recovery plans and ensure business continuity in case of system failures or security breaches
  • Team Leadership and Management
    • Build and lead a high-performing technology team, including front-end and back-end developers, business intelligence analysts, and IT professionals
    • Provide guidance, mentorship, and professional development opportunities to foster a culture of innovation, collaboration, and continuous learning
  • Collaboration and Communication
    • Foster effective collaboration and communication channels with key stakeholders, including executives, department heads, and external partners
    • Provide regular updates on technology initiatives, project progress, and resource allocation to ensure alignment and transparency
  • Budgeting and Resource Allocation
    • Collaborate with the executive team to establish technology budgets and effectively allocate resources to support strategic initiatives
    • Monitor and manage technology-related expenses, ensuring cost-effectiveness and ROI


  • 15+ years experience running e-commerce direct-to-consumer technology operations
  • 10+ years of experience in front-end technology management
  • Proven experience in managing web and mobile application development
  • Strong knowledge of Conversion Rate Optimization, Quality Assurance, and Search Engine Optimization
  • Proficiency in Google Analytics and data analysis tools
  • 10+ years experience running/optimizing backend operations systems and processes, including a track record of work with logistics partners and a strong understanding of order fulfillment and inventory management processes
  • 10+ years experience running/optimizing backend financial systems and processes, with a strong understanding of accounting rules and how to apply them in NetSuite
  • 10+ years experience running/optimizing business intelligence systems and processes, including a strong understanding of relational databases and SQL
  • Strong expertise in front-end and back-end technologies, including web development frameworks, programming languages, and cloud platforms
  • Deep expertise in both operations and finance sides of backend systems, specifically in Shopify, NetSuite and Celigo
  • Demonstrated experience in business intelligence strategies, data analytics, and reporting tools
  • In-depth knowledge of IT systems, infrastructure, and security best practices
  • Bachelor’s degree in computer science, engineering, or a related field (Master’s degree preferred)
  • Strategic mindset with the ability to translate business objectives into actionable technology initiatives
  • Excellent project management and organizational skills, including the ability to drive ideas from concept to completion, to quickly overcome obstacles/roadblocks, and to multi-task and balance multiple projects/priorities
  • Excellent communication and interpersonal skills, with the ability to effectively collaborate with diverse stakeholders
  • Entrepreneurial spirit and interest; willing to roll-up sleeves and do whatever it takes to get to the best answer and win as a team
  • Track record of successfully leading and managing technology teams; strong leadership abilities, including mentoring, coaching, and inspiring teams
  • Ability to adapt to a fast-paced, dynamic environment and drive change effectively