Kellyann Erskine

About

Senior communications leader and executive, communications advisor, and speechwriter with 17+ years directing executive, internal, and brand communications for Fidelity Investments, Bose, Vistaprint, and Stonyfield Farm. Trusted advisor to division leadership within a $400M global organization, with deep expertise in change management, crisis/leadership messaging, and AI-era content strategy. Founder and principal of Cricket Hollow Press & PromptJockey, productizing AI governance and communications toolkits (including Fast Wrong and the AI Communications Playbook) and building generative engine optimization (GEO) programs, structured-data and AI-crawler-ready site architectures for citation by AI search tools.

Experience

• Founder & Principal · Cricket Hollow Press & PromptJockey2018

  Independent communications, publishing, and digital strategy practice serving Northeast Florida businesses. • Advise regional organizations on brand strategy, messaging, web presence, and content, owning strategy through execution: positioning, copy, site architecture, and launch. • Built and productized The AI Communications Playbook, a governance and communications toolkit based on the frameworks in Fast Wrong, with a companion executive workshop offering. • Designed and implemented generative engine optimization (GEO) programs: structured data, AI-crawler configuration, and AI-ready site architecture that position client content for citation by AI search tools. • Authored and published nine titles through Cricket Hollow Press, managing the full publishing lifecycle from manuscript through production, distribution, and go-to-market.

• Senior Director, Communications · Fidelity Investments2015 – 2018

  Communications lead for Global Services, a $400M operations and technology division with 10,000+ employees across India, Ireland, and China, within a 70,000-person enterprise. • Trusted communications advisor and speechwriter to the head of Global Services and his leadership team, owning leadership messaging, executive positioning, and division-wide strategy communications. • Orchestrated and delivered global town halls from Boston and on-site internationally, reaching audiences of several hundred managers at a time across Bengaluru, Dublin, and mainland China. • Led communications for a major site expansion and a division leadership transition, managing message strategy, sequencing, and executive delivery across three regions. -- 1 of 2 -- • Owned the division communications budget and channel strategy; beat employee engagement targets every year in role.

• Communications Director · Vistaprint2013 – 2015

  Brand and corporate communications for a high-growth global e-commerce company. • Owned brand and corporate communications across customer and internal channels during a period of rapid international growth. • Ran content and messaging programs supporting product launches, marketing campaigns, and leadership initiatives.

• Communications Manager · Stonyfield Farm2011 – 2013

  Brand and corporate communications for a leading organic food brand. • Managed communications across PR, internal, and consumer channels for a values-driven national brand. • Coordinated messaging across marketing, sustainability, and executive leadership teams.

• Internal Communications Manager · Bose Corporation2004 – 2011

  Promoted from Communications Specialist. Two-time Vice President's Award recipient. • Led internal communications for a full replacement of all U.S. medical plans reaching 4,900+ employees; open enrollment closed at 100% completion and earned an Innovation Award nomination. • Won executive approval for a company-wide wellness program after an initial decline, then built and led its three-year strategic rollout. • Advised and coached functional and divisional senior leaders on executive communications and messaging. • Built the "Connecting the Dots" onboarding program and site, and led rollout of a SharePoint intranet hub. -- 1 of 2 --

Education

• Northeastern UniversityGraduate Coursework, Innovation & Entrepreneurship (Graduate Coursework)
• SUNY College at BuffaloB.A., Communications & Broadcasting

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