Jessica Gammon

Jessica Gammon - |-| Cape Elizabeth, ME Innovative, data-driven marketing executive with 20+ years of experience leading cross-functional teams across edtech, SaaS, and higher education. Proven success driving revenue growth, customer engagement, and retention through integrated campaign strategy, demand generation, and lifecycle marketing. Known for combining sharp strategic vision with a bias for execution, creating scalable systems, and championing customer-centric cultures. EXPERIENCE Principal, Bluestocking Education 2013 - Present Lead strategic marketing and customer operations engagements for SaaS providers, edtech companies, and universities. Designed and implemented full-funnel demand generation strategies that increased MQL volume, resulting in the acquisition of new customers/students. Defined product strategy and GTM roadmap for digital learning portfolios; partnering with marketing, sales, retention, and finance to ensure alignment. Advised on CRM optimization (HubSpot/Salesforce) to drive segmentation, lead scoring, and nurture sequencing. Conducted competitive and market landscape analyses to identify growth opportunities and guide strategic investment and service design. Created OKR-aligned KPIs and dashboards to track engagement, lead quality, and conversion through the pipeline. Built brand architecture, marketing strategies, buyer personas, and campaign roadmaps tailored to each decision-making stakeholder set. Oversaw brand architecture, campaign calendar planning, and customer communications for multiproduct portfolios. Launched personalized, ML-informed user journeys across email and in-platform experiences to boost engagement. Instituted continuous discovery practices to inform roadmap prioritization, customer journey optimization, and value-based feature development. Director, Online Worldwide Learning, University of New England- Built and scaled a global online education division, leading strategy, marketing, and P&L accountability. Built and executed a multi-year strategic roadmap for new learning programs, guiding each from concept through accreditation and launch. Directed cross-functional teams across marketing, enrollment, instructional design, and retention functions. Built campaign and media plans across digital and traditional channels to increase inquiry and enrollment yield. Conducted market research and audience segmentation to inform targeting, content strategy, and channel selection. Implemented CRM and LMS platforms to manage the enrollment pipeline, enhance conversion tracking, and improve student experience. Guided development of communication flows to support user onboarding, retention, and satisfaction. Managing Director, Compass Knowledge Group- Senior leader responsible for the growth and profitability of a portfolio of educational partnerships. Directed a $30M+ annual business unit encompassing marketing, recruitment, retention, and instructional design. Built and scaled GTM strategy: competitive positioning, pricing, product messaging, sales tools, and campaign execution. Delivered 90% YoY NOI growth through differentiated product offerings, retention programs, and datainformed decisions. Directed full-funnel marketing, positioning, pricing, campaign design, and sales enablement for RCMfocused higher ed programs. Owned campaign ROI reporting, CPL forecasting, and attribution modeling to optimize marketing spend. Developed audience segmentation models and marketing plans to expand market share. Directed lifecycle communications that increased customer satisfaction and minimized churn. Sr. Marketing Manager, Compass Knowledge Group- Created strategic marketing plans, brand messaging, and enrollment campaigns aligned with budget cycles and personas. Conducted quantitative and qualitative market research, evaluating critical success factors such as audience size and growth potential, demand drivers, competitive landscape, product marketability, and audience addressability. Defined lead generation models and cost-per-lead (CPL) forecasting to support product development and executive decision-making. Developed forecasting models and performance analytics dashboards to track campaign ROI and inform resource allocation. Marketing Manager, Compass Knowledge Group- Led lead generation and communication campaigns to support enrollment growth. Managed media planning, campaign analysis, and marketing performance reporting. Calculated ROI, cost-per-lead, and customer acquisition metrics to improve campaign efficiency. Positioned client products in the marketplace through competitive analysis, campaign and media planning, performance analysis, and reporting. Built lifecycle communication campaigns to boost retention and customer satisfaction. EDUCATION & CERTIFICATIONS Bachelor of Science, Indiana University Certifications: Microsoft UX Design IBM Product Manager Google Analytics & Ads (Search, Display, Apps) Meta Marketing & Data Analytics