Jane Cannone

JANE CANNONE Norfolk, VA 23507 ▪- ▪-▪ Linkedin.com/in/janecannone Bachelor’s degree–qualified, multi-award-winning senior leader of software project and operations management with 20+ years of executive leadership experience, including oversight and development of teams of 20+ employees. Proven track record of scaling organizations ranging in size from 25 to 500 employees, building high-performing teams, and transforming product development lifecycles into strategic, cost-efficient engines for growth and innovation. Adept at engaging stakeholders, influencing board-level decisions, and aligning technology initiatives with long-term business strategy to drive profitability and market competitiveness. ACCOMPLISHMENTS AND EXPERIENCE Dominion Dealer Management System, Norfolk, VA (a subsidiary of Dominion Enterprises, formerly TraderOnline.com) Vice President Product Management & Product Operations -) I built and led three cross-functional teams, driving execution and professional growth while directing roadmaps for vendor and auto manufacturer integrations and owned client service tool initiatives to enhance scalability and customer experience. Prioritized business development projects for maximum sales impact and customer retention. Created and facilitated quarterly product review sessions to drive strategic alignment, create cross-functional transparency, and organization-wide visibility into roadmap progress and future initiatives. ●​ Received Accountability Award for leading hands-on execution of critical security infrastructure projects, ensuring on-time delivery and compliance for 120+ customers. xTuple, Norfolk,VA (Enterprise Resource Planning, acquired by CAI Software in 2022) Chief Technology Officer -) In this role, I built, scaled, and mentored a multidisciplinary team of more than 10 product managers, developers, DevOps engineers, and QA professionals, fostering a culture of accountability and high-performance delivery. I spearheaded the roadmap and led the end-to-end migration of a legacy desktop application to a scalable SaaS platform, driving modernization and positioning the business for long-term growth. Additionally, I served as project lead for the design and implementation of a client onboarding wizard, which streamlined setup for new customers and accelerated time-to-value. ●​ Directed product development, strategic initiatives, and budget management that fueled organizational growth and played a pivotal role in the successful PE-backed acquisition of xTuple in July 2022. Homes.com, Norfolk, VA (a subsidiary Costar and prior of Dominion Enterprises, formerly TraderOnline.com) Executive Director of Project Management & Technology Operations -) Director of Project Management & Technology Services -) I strategically built and led a high-performing team of 20+ project managers, team leads, QA engineers, analysts, and technical support specialists, driving cross-functional collaboration and Agile delivery to achieve organizational objectives. I oversaw large-scale site redesigns for a real estate brand website attracting over 15 million monthly views, as well as multi-million-dollar monthly revenue-generating ad products, ensuring alignment with business strategy and customer experience goals. When operational challenges arose within Customer Service, I temporarily assumed oversight of additional 15+ managers and leads, implementing solutions that stabilized operations, optimized team performance, and aligned outcomes with broader business goals. Additionally, I consolidated fragmented QA and analyst teams into a unified, high-efficiency unit, introducing automated testing processes that enhanced product quality, accelerated delivery, and supported scalable, long-term growth. ●​ Promoted to Executive Director of Project Management & Technology Operations, reflecting demonstrated leadership, operational excellence, and strategic impact. ●​ Awarded to the limited and selective President’s Club -) for a third time. Technical Support Manager -) At Homes.com, I established the company’s first internal Technical Support team, serving as the primary liaison between internal stakeholders and external customers to enhance sales enablement, improve customer satisfaction, and increase product adoption. I designed and implemented streamlined support processes that accelerated issue resolution and improved the efficiency of the development pipeline. Working closely with Sales, Customer Service, and Engineering teams, I prioritized and escalated technical issues to ensure timely resolution while integrating feedback into ongoing product improvements. By monitoring key performance metrics, I was able to identify trends, recommend process enhancements, and reduce resolution times, thereby elevating the overall customer experience. Additionally, I recruited, trained, and mentored technical support staff, building a high-performing team capable of supporting both internal operations and external client needs. ●​ Promoted to Director of Project Management & Technology Services in recognition of outstanding leadership and execution skills, leading enterprise-wide initiatives and overseeing cross-functional teams. ●​ Awarded to the limited and selective President’s Club a second time -). Senior Technical Project Manager -) As Lead Project Manager, I directed branding product initiatives that drove significant annual revenue through strategic execution and seamless cross-functional coordination. I led the development of a high-impact real estate lead product, generating $12 million annually while enhancing engagement for agents and brokers. In addition, I oversaw cross-functional teams in the design and delivery of large-scale website and product enhancements, resulting in an increase of seven million monthly unique visitors. I also developed and implemented training programs for Sales and Customer Service teams on lead routing processes, optimizing customer connections and improving conversion outcomes. In recognition of these contributions, ●​ Awarded the President’s Club for -), the first year the company extended this honor to non-sales roles This was an exclusive recognition determined through peer-to-peer nominations, voting, and manager approval for outstanding performance and contribution. Product Manager -) ●​ Led development of a wholesale lead generation product, driving $300K+ in recurring quarterly revenue and expanding market reach. ●​ Created and launched the “Powered By” platform, aggregating listings from 130+ classified newspapers, improving data accuracy, operational efficiency, and client engagement. Military Product Group, Norfolk, VA (provider of high-quality produce to military commissaries) Marketing Project Manager I directed the end-to-end production of weekly ad campaigns across three government commissary contract zones, ensuring strict compliance with federal guidelines, contract requirements, and timely execution. Partnering closely with approved farm vendors, I analyzed product availability, negotiated pricing, and coordinated logistics to meet stringent government procurement standards. I also led the planning and execution of produce department setups for new commissary openings, managing cross-functional teams to ensure operations met government standards. In addition, I supervised and mentored marketing coordinators, providing guidance on contract compliance, task prioritization, and overall project execution. TraderOnline.com -) AutoMart.com, Norfolk, VA (a subsidiary of Dominion Enterprises, formerly TraderOnline.com) Project Manager -) I led end-to-end project management for automotive manufacturer ad campaigns, orchestrating cross-functional teams, vendor partnerships, and project timelines to ensure timely and high-quality delivery. I developed and maintained comprehensive project plans, schedules, and resource allocations across multiple concurrent campaigns, while monitoring budgets, risks, and dependencies to align with client objectives and KPIs. By facilitating clear and consistent stakeholder communications, I provided updates on progress, milestones, and potential challenges. Additionally, I streamlined campaign delivery processes, improving operational efficiency and reducing overall cycle time. Product Manager -) I hired, trained, and mentored a team of three product developers, boosting team productivity and cross-functional collaboration by 40%. I led the end-to-end development and launch of a digital platform to complement the legacy classified magazine, generating new quarterly revenue streams. ●​ Promoted to Project Manager after being recognized for implementing targeted product initiatives that increased user engagement and enhanced online lead generation and achievements. HarmonHomes.com, Norfolk, VA (a subsidiary of Dominion Enterprises, formerly TraderOnline.com) Product Developer -) I supported the development and enhancement of features for a leading real estate classified ad platform, ensuring that product initiatives aligned with both business goals and user needs. Working closely with cross-functional teams, I translated requirements into actionable development tasks and helped deliver high-quality releases. ●​ Promotion to Product Manager after being recognized for my contributions and demonstrated leadership potential. Executive Administrative Assistant (2003) I served as deputy to the Business Development and General Managers, supporting contract operations and client engagement while managing employee records, timecards, and reporting to ensure compliance with government contract requirements. I compiled, analyzed, and presented weekly business activity reports to leadership, enabling data-driven decision-making. In recognition of my performance and contributions, ●​ Earned a promotion to Product Developer within one year, recognized for exceptional organizational skills, execution excellence, and rapid learning ability. TECHNICAL SKILLS JIRA, Confluence, Azure DevOps, MS365, MS Project, Google Workspace, Trello, Monday.com, Redmine, Hubspot, Salesforce, CRM CERTIFICATIONS & TRAINING ●​ Certified Scum Master, Agile EDUCATION Bachelor of Arts Major: Government & Foreign Affairs Minor: Sociology University of Virginia, Charlottesville, VA