Senior Account Executive - Senior Living

Job Location:

Activated Insights - Tampa Office - TAMPA, FL 33607

Position Type:
Full Time

• Consistently exceed revenue targets through active management of a named territory and key accounts.
• Lead the full sales cycle from strategic prospecting to deal closure, including contract negotiations and executive-level presentations.
• Drive expansion opportunities through upselling, cross-selling, and deepening relationships with existing accounts.
• Act as a trusted advisor by understanding client challenges and aligning Activated Insights’ solutions to meet those needs.
• Leverage industry knowledge to anticipate market trends and position solutions proactively.
• Mentor and coach junior sales team members, sharing best practices and supporting overall team success.
• Maintain a high level of weekly activity to ensure a strong, sustainable sales pipeline.
• Collaborate closely with internal teams—Marketing, Customer Success, Product—to deliver a seamless customer experience.

• 5+ years of quota-carrying B2B SaaS sales experience, ideally selling into Senior Living, Long-Term Care, Post-Acute Care, or the broader healthcare sector at the Mid-Market and Enterprise level.
• 5+ years of experience managing complex mid-market and enterprise sales cycles within SaaS and healthcare technology environments.
• Proven history of consistently meeting or exceeding an individual annual recurring revenue (ARR) quota of $600,000+ through consultative, value-based selling.
• Experience selling to senior leadership and C-suite decision-makers, including CEOs, CFOs, CHROs, HR Vice Presidents, and Operations Executives.
• Demonstrated mastery of a standardized sales methodology (e.g., MEDDICC, SPICED, Challenger, Sandler, or similar) with a track record of conducting deep, multi-layered discovery and building compelling business cases.
• Strong ability to execute competitive displacement campaigns against established industry incumbents by leveraging precision, business impact, and learner outcomes to drive change.
• Exceptional presentation skills with the ability to command executive-level discussions and position compliance, workforce development, and employee engagement initiatives as strategic business drivers.
• Proven ability to lead full-cycle sales engagements, including strategic prospecting, discovery, solution mapping, executive presentations, contract negotiations, and deal closure.
• Highly proficient with modern sales technology platforms, including Salesforce, Linked In Sales Navigator, Outreach, CRM systems, and other sales engagement and pipeline management tools.
• Exceptional negotiation, communication, presentation, and closing skills.
• Strategic thinker with the ability to tailor solutions to customer-specific challenges and organizational goals.
• Experience mentoring or coaching sales peers is preferred.
• Growth-oriented mindset with a commitment to continuous improvement and the discipline to get 1% better every day.

• Excellent written and verbal communication skills.
• Ability to work effectively across departments to achieve shared goals.
• Skilled in building trust and rapport with internal and external stakeholders.

• Deep commitment to understanding client goals and delivering measurable business value.
• Proven history of building and maintaining strong, long-term customer relationships.

• Ability to thrive in a rapidly evolving market and adapt quickly to change.
• Creative problem-solver who develops innovative sales strategies to achieve business objectives.
• Commitment to continuous learning and applying industry insights, competitive intelligence, and market trends to sales strategies.

On-site at our Tampa, FL office.

• Prolonged periods of sitting and computer work.
• Multiple daily video meetings where web camera use is required.

• Full-time, 40 hours per week.
• Monday through Friday, core business hours of 8:00 AM to 5:00 PM local time, with flexibility for cross-time zone collaboration or critical deadlines.