About The Position

The Vice President, Enterprise Communications is a senior leadership role at the center of how GuideWell, Florida Blue, and Triple-S show up in the world — and inside our own walls. Reporting to the SVP of Communications, Marketing and Customer Experience, this leader owns the full arc of enterprise communications: how we tell our story to the media and the public, how we engage and inspire our employees, how our CEO and senior leaders show up with the audiences that matter most, and how we protect and advance our reputation when the news cycle turns difficult. This leader will inherit a talented team building toward a communications function that is data-informed, digitally fluent, AI-enabled, and authentically reflective of who GuideWell is and what we stand for.

Requirements

  • Bachelor's degree in Communications, Journalism, Public Relations, or a related field or additional related work experience.
  • 15+ years of progressive experience in corporate communications, public relations, or related disciplines, with at least 8 years in senior or executive leadership roles.
  • Experience in health insurance, health care with working familiarity of the reputational and compliance dynamics that shape enterprise communications strategy.
  • Demonstrated track record managing proactive and reactive media relations in a high-scrutiny environment, including issues management and crisis communications at enterprise scale.
  • Proven experience developing C-suite communications strategies, including CEO and executive platform development, speech writing, media preparation, and thought leadership programs.
  • Experience leading communications through significant organizational change — including executive alignment, transformation narrative development, and employee engagement through sustained uncertainty.
  • Significant experience leading employee and change communications across a large, complex workforce — with demonstrated ability to sustain engagement through organizational transformation.

Nice To Haves

  • Advanced degree
  • Familiarity with AI-powered communications tools, digital reputation management platforms, and data-driven approaches to communications planning and measurement.
  • Experience communicating across diverse audiences and markets, including Spanish-speaking and Caribbean market contexts.
  • Able to set a compelling long-term direction for the communications function while building the processes, accountability structures, and talent needed to execute it at enterprise scale.
  • A genuine love of language, storytelling, and ideas — combined with the judgment to know when to say less, the discipline to say it well, and the conviction to hold a team to the same standard.
  • Understands the difference between communications that sounds good and communications that are good — and has the instincts and courage to push for the latter, even when it's harder.

Responsibilities

  • Develop and execute a proactive CEO communications strategy — including speeches, op-eds, thought leadership, stakeholder briefings, and social and digital presence — that builds Brian Pieninck's profile as a credible, visible leader in health care and business.
  • Partner with the SVP and senior leaders across the enterprise to develop communications that reflect individual voice, advance the enterprise narrative, and strengthen credibility with internal and external audiences alike.
  • Support the development of Board-facing communications materials in partnership with the SVP and executive leadership team.
  • Own the internal and external narrative for Future Ready — ensuring that the scale, purpose, and human dimensions of GuideWell's transformation are communicated with clarity, consistency, and authenticity across every audience and channel.
  • Lead a proactive media relations strategy that builds positive coverage of GuideWell, Florida Blue, and Triple-S — elevating stories about mission, community impact, innovation, and member outcomes while reducing the organization's reactive exposure.
  • Serve as the communications lead for sensitive issues, policy developments, and reputational threats — developing response strategies, preparing spokespeople, and coordinating cross-functional response with speed and discipline.
  • Maintain and continuously strengthen enterprise crisis communications capabilities — including playbooks, spokesperson training, scenario planning, and real-time response protocols — so the organization is never caught unprepared.
  • Develop and steward the enterprise narrative architecture — ensuring GuideWell's story, purpose, and points of differentiation are expressed with consistency and conviction across all external audiences and channels.
  • Lead enterprise social media strategy and digital reputation management, with clear integration into brand and marketing efforts across the CMX function.
  • Lead internal communications strategy across GuideWell's workforce — building the content, channels, and cadences that keep employees informed, connected to the mission, and genuinely engaged — especially through periods of change.
  • Serve as the strategic communications partner for enterprise-wide transformation — developing multi-channel strategies that translate complex organizational change into clear, human, meaningful employee experience, and that sustain momentum rather than just announce milestones.
  • Partner with Human Resources and senior leadership to make GuideWell's values visible in how we communicate internally — reinforcing belonging, celebrating the people behind the mission, and ensuring culture is something employees experience, not just read about.
  • Enable managers and leaders across the enterprise to communicate effectively — developing toolkits, talking points, and cascade frameworks that ensure consistent, credible communication from the C-suite to the front line.
  • Own and evolve the master narrative that anchors communications across internal and external channels — ensuring the GuideWell enterprise story is coherent, differentiated, and grounded in mission rather than marketing language.
  • Partner closely with the VP of Enterprise Marketing & Customer Acquisition and the Senior Director of Brand & Creative to align communications tone, language, and storytelling with brand strategy and the broader member and customer experience.
  • Develop a thought leadership platform that positions GuideWell, Florida Blue, and Triple-S as credible, forward-thinking voices in health care — across media, conferences, and community engagement.
  • Ensure community investment, partnerships, and social impact efforts are communicated in ways that are authentic and meaningfully connected to our mission — not an afterthought to our marketing.
  • Develop and own the enterprise communications framework — establishing shared standards, narrative architecture, channel strategy, and measurement methodology that extend across GuideWell, Florida Blue, Triple-S, and GuideWell's portfolio of health solutions subsidiaries.
  • Serve as enterprise communications standard-setter and strategic partner for subsidiary communications leaders — enabling consistency in voice, narrative, and reputation strategy while honoring the distinct market contexts of Florida, Puerto Rico, and GuideWell's other business lines.
  • Partner with peers across the CMX Leadership Team — including the VP of Enterprise Marketing & Customer Acquisition, the VP of Enterprise Voice of Customer & Insights, and the VP of Customer Experience & Engagement — to ensure communications strategy is integrated with marketing, brand, and customer experience at every level.
  • Lead and develop a high-performing communications team spanning strategic communications, reputation management, and enterprise storytelling — recruiting, retaining, and growing talent capable of operating at the highest levels of the discipline.
  • Build AI-enabled communications capabilities — championing the responsible adoption of AI tools and data analytics to improve content quality, production speed, measurement, and audience targeting across all communications channels.
  • Establish robust measurement — implementing a data-driven approach to communications effectiveness, including media analytics, employee sentiment tracking, executive visibility metrics, and enterprise reputation monitoring.
  • Foster a culture of craft — maintaining high standards for writing, clarity, and strategic thinking across the team, while building an environment where creative ambition is encouraged and speed never comes at the expense of quality.

Benefits

  • Medical, dental, vision, life and global travel health insurance
  • Income protection benefits: life insurance, short- and long-term disability programs
  • Leave programs to support personal circumstances
  • Retirement Savings Plan including employer match
  • Paid time off, volunteer time off, 10 holidays and 2 well-being days
  • Additional voluntary benefits available
  • A comprehensive wellness program
  • Competitive pay
  • Opportunities for incentive or commission compensation
  • Regular annual reviews with pay for performance considerations for base pay increases
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service