About The Position

The Senior Vice President, Technology and Enterprise Systems sets the vision for how technology creates value for associates, residents, and clients. The role monitors developments in property technology and AI and turns Avenue5’s technology stack into a clear, compelling offering and operating reality for clients, prospects, and the industry. It oversees five teams: information technology and enterprise security, property management systems, performance systems, technology administration, and emerging technology and AI. The senior vice president develops the leaders of these teams, secures the resources they need, and champions their work with senior leaders, operations, and clients. This executive sets the long-term technology vision and roadmap in alignment with business strategy, company and client needs, and growth plans. The role shapes a cohesive technology stack; communicates the business value of technology decisions; anticipates industry and market changes; evaluates emerging platforms and suppliers; and develops technology offerings and materials for client, business development, and operations teams. The position owns technology and enterprise systems budgets, investment business cases, supplier relationships, major contract negotiations, enterprise platform governance, and architectural standards. It reports on technology trends, performance, and financial results to executive leadership, and supports new business pursuits and client presentations. The role requires a regular schedule that may include work outside business hours, weekends, and non-traditional holidays, as well as 5% travel. The work environment is typically an office building. Avenue5 will make reasonable accommodations to enable individuals with disabilities to perform essential functions. The role is subject to changes in functions and tasks over the course of employment.

Requirements

  • Ten or more years of technology leadership experience spanning strategy, product, or enterprise systems, including leading multiple teams through senior leaders.
  • Bachelor’s degree in information systems, computer science, business, or a related field, or equivalent experience; the degree is preferred.
  • Strong communication, organization, professional judgment, accuracy, and cross-functional collaboration skills.
  • Strategic thinking and the ability to connect technology clearly and compellingly.
  • Technical fluency across programming, user experience, and deployment.
  • A track record of delivering projects and assignments at or beyond expectations and on deadline.
  • Flexibility and adaptability, including the ability to pivot quickly when needed.
  • Ability to build trust with executives, clients, suppliers, and industry peers.
  • Ability to develop leaders and build high-performing, accountable teams.
  • Ability to manage numerous projects simultaneously in a fast-paced environment while retaining accuracy and attention to detail.
  • Intermediate to advanced knowledge of Microsoft Office Suite, including Outlook, Word, PowerPoint, and Excel.
  • Interest in using technology to create efficiencies and generate return on investment.
  • Ability to work independently and prioritize effectively in a fast-paced environment.
  • Excellent written and verbal communication skills.
  • Excellent customer service and interpersonal skills, with the ability to relate to others.
  • Entrepreneurial mindset and ability to work independently as well as in a team setting.
  • Positive demeanor, appetite for learning, and excellent professional judgment.
  • Ability to translate business goals into functional strategies.
  • Ability to meet the role’s physical requirements, including lifting, pushing, and pulling up to 50 pounds; sitting, standing, reaching, bending, and stooping for extended periods; and required hearing and visual abilities.
  • Ability to tolerate stressful situations and work under minimal to moderate supervision.

Nice To Haves

  • Established industry presence, such as speaking at conferences, participating in industry associations (NMHC, NAA, or similar), or serving on advisory boards.
  • Background in product management, software development, or user experience design.
  • Experience writing or presenting thought leadership on technology trends.
  • Experience governing Salesforce or a comparable enterprise CRM platform.
  • Certifications and training in related fields.

Responsibilities

  • Set Avenue5’s long-term technology vision and roadmap in alignment with business strategy, company and client needs, and growth plans.
  • Shape a cohesive technology stack and recommend what to build, buy, partner on, or retire.
  • Serve as the primary technology voice on the senior leadership team and translate technology choices into business value for associates, residents, and clients.
  • Anticipate how market, industry, and technology shifts will affect property operations and position Avenue5 accordingly.
  • Track developments in property operations technology, AI, automation, resident experience, and enterprise software, and assess their implications for Avenue5 and its clients.
  • Report to executive leadership on technology trends, competitive moves, and emerging opportunities, with recommendations.
  • Scout suppliers, startups, and platforms and bring promising ideas forward for pilots.
  • Benchmark Avenue5’s technology against peers and industry leaders to identify gaps and advantages.
  • Package Avenue5’s technology stack into clear offerings showing how platforms work together for properties, residents, and clients.
  • Develop sell sheets, technology overviews, demos, and talking points for client strategy, business development, and operations teams.
  • Showcase technology results through case studies highlighting measurable outcomes.
  • Support new business pursuits and client presentations by explaining Avenue5’s technology approach to owners and prospects.
  • Partner with Technology Administration, Marketing, and Client Strategy to keep technology messaging consistent, current, and compelling.
  • Own technology and enterprise systems budgets, including annual planning, forecasting, and return on investment.
  • Build business cases for major technology investments, considering total cost of ownership, risk, and expected outcomes.
  • Identify opportunities to consolidate platforms, manage supplier costs, and reduce unnecessary expense.
  • Report technology performance and financial results to executive leadership.
  • Own strategic supplier relationships and lead negotiations for major technology contracts, setting performance, security, and cost expectations.
  • Set enterprise platform governance and architectural standards to prevent duplication and unnecessary complexity.
  • Comply with company national standards, applicable health and safety rules and regulations, and local, state, and federal laws.
  • Perform other tasks as assigned.
  • Complete and successfully pass Avenue5 Fair Housing and Preventing Discrimination and Harassment training and other assigned courses.
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