Jane Cannone | Freelancer Resume

JANE CANNONE Professional Summary Results-driven operations and workforce leader with 10+ years of experience managing remote and cross-functional teams, optimizing service delivery workflows, and driving enterprise initiatives across technology, operations, and corporate functions. Proven ability to lead distributed staff, strengthen client relationships, and implement processes that improve efficiency, accuracy, and scalability. Skilled in operational governance, resource and workforce planning, performance management, and risk mitigation. Experienced in developing SOPs, refining tools and workflows, and building high-performing teams that deliver consistent, high-quality results. Recognized as a trusted partner to senior leadership, translating strategic goals into actionable plans, improving reporting and decision-making, and enhancing organizational transparency, communication, and resilience. Technical Skills ● ● ● ● Atlassian/JIRA/Confluence Azure DevOps MS Project/MS Suite Google Workspace ● ● ● ● Monday.com Hubspot Salesforce CRM Work History Dominion Dealer Management System, Norfolk, VA (a division of Dominion Enterprises, formerly TraderOnline.com) Vice President Product Management & Product Operations (October 2022-July2025) ● Directed cross-functional program teams across Product, Operations, and Technology to deliver enterprise-scale initiatives on time, within budget, and in alignment with strategic goals and compliance requirements. ● Developed and implemented standardized project management frameworks, KPI dashboards, and governance controls to enhance performance tracking, resource optimization, and visibility across complex program portfolios. ● Led the integration of data-driven reporting and automation tools to streamline program execution, strengthen schedule adherence, and improve operational efficiency and decision-making across delivery phases. ● Recognized with the Accountability Award for leading critical client programs and enterprise initiatives, ensuring high-quality, on-time delivery that drove measurable ROI and reinforced brand strategy alignment. xTuple, LLC, Norfolk,VA (Enterprise Resource Planning, acquired by CAI Software in 2022) Chief Technology Officer (November 2021-September 2022) ● Built and led a high-performing program management and operations organization, establishing standardized delivery frameworks that ensured on-time, on-budget execution and seamless collaboration across multiple business and technology initiatives. ● Directed enterprise-wide process improvement and workflow modernization programs to streamline project intake, prioritization, and execution, driving greater efficiency and alignment with strategic objectives. ● Implemented automated resource planning, workflow management, and performance reporting systems, reducing project cycle times by 40%, improving transparency, and strengthening stakeholder communication and satisfaction. ● Developed and enforced governance, KPI tracking, and risk management frameworks, integrating budget oversight and portfolio monitoring to enhance forecasting accuracy, operational control, and measurable program outcomes. ● Partnered with executive leadership on strategic modernization and M&A readiness initiatives, aligning technology, scalability, and resource planning with corporate growth and profitability objectives that led to a PE-backed acquisition. Homes.com, Inc., Norfolk, VA (a division of Costar and prior of Dominion Enterprises, formerly TraderOnline.com) Executive Director of Project Management & Technology Operations (April 2017-October 2021) ● Built and led a 20+ member cross-functional program management team, establishing standardized operational frameworks that strengthened collaboration, accountability, and on-time, on-budget delivery across multiple enterprise programs. ● Directed complex, multi-phase strategic initiatives requiring coordination across design, operations, compliance, and stakeholder groups, ensuring alignment with organizational objectives, regulatory standards, and KPIs. ● Standardized enterprise project workflows and implemented data-driven program management frameworks, improving visibility, resource utilization, and execution consistency across diverse business portfolios. ● Partnered with executive leadership to design and implement governance structures, financial tracking, and risk management processes, enhancing forecasting accuracy, portfolio oversight, and executive reporting capabilities. ● Championed adoption of digital project management and automation tools, reducing cycle times by 30% while improving operational efficiency, quality assurance, and transparency across all delivery phases. ● Promoted to Executive Director for leadership in scaling project management operations, mentoring high-performing teams, and delivering measurable impact across digital and enterprise portfolios. ● Recognized three times with President’s Club awards for driving operational excellence, data-informed decisions, and transformative client campaign outcomes. Homes.com, Inc., Norfolk, VA (a division of Costar and prior of Dominion Enterprises, formerly TraderOnline.com) Technical Support Manager (September 2015-April 2017) ● 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. ● Designed and implemented streamlined support processes that accelerated issue resolution and improved the efficiency of the development pipeline. ● Created and analyzed key performance metrics to identify trends, recommend process enhancements, and reduce resolution times, thereby elevating the overall customer experience. ● 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 -). Homes.com, Inc., Norfolk, VA (a division of Costar and prior of Dominion Enterprises, formerly TraderOnline.com) Senior Technical Project Manager (June 2013-September 2015) ● Directed branding product initiatives that drove significant annual revenue through strategic execution and seamless cross-functional coordination. ● Led the development of a high-impact real estate lead product, generating $12 million annually while enhancing engagement for agents and brokers. ● Managed 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. ● Promoted to Technical Support Manager for leadership and ability to collaborate across technical and business teams. ● 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. Homes.com, Inc., Norfolk, VA (a division of Costar and prior of Dominion Enterprises, formerly TraderOnline.com) Product Manager (March 2010-June 2013) ● 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. ● Recognized for performance and organization with promotion to Senior Technical Project Manager. Certifications & Training ● Certified Scum Master Education Bachelor of Arts University of Virginia, Charlottesville, VA Major: Government & Foreign Affairs Minor: Sociology Volunteer Work Carolina Boxer Rescue (2020-present) ● Volunteer/Foster Academy of Music, Norfolk, VA (2022-present) ● Board Member ● Agile