Executive Remote Tech Jobs in Florida (NOW HIRING)

About Us 

Activated Insights is a SaaS leader serving the long-term and post-acute care industry, one of the fastest-growing segments of healthcare. 

Founded in 2008, we provide technology, training, experience management, and reputation solutions that help care organizations improve the employee and customer experience. Today, more than 7,000 customers across 23,000+ sites of care use Activated Insights solutions, from independent providers to some of the largest multi-site care organizations in the industry. 

Our work impacts the lives of hundreds of thousands of seniors, patients, caregivers, and healthcare professionals each year.

What Sets Activated Insights Apart 

• An established leader in a growing market. We have nearly two decades of experience serving long-term and post-acute care.  

• A broad suite of solutions. Our products support employee engagement, training and education, resident and patient experience, and reputation management.  

• Experienced leadership. Our executive team brings significant experience across high-growth healthcare and SaaS organizations.  

• Strong investment backing. We are backed by an investment partner with more than 40 years of experience in healthcare.  

About the Opportunity 

We are growing our Enterprise Sales team and looking for an experienced healthcare technology seller who understands the long-term and post-acute care market. 

As an Enterprise Account Executive, you will manage approximately 300 Enterprise accounts and be responsible for both opening new opportunities and expanding strategic relationships. You'll own the full sales cycle, from prospecting and discovery through demonstration, negotiation, and close. 

You'll have support from Business Development, Marketing, Product, Customer Success, Sales Enablement, and leadership, but we are looking for someone who takes ownership of their number and is comfortable independently building pipeline. 

We are particularly interested in candidates with experience and relationships across Senior Living, Skilled Nursing, Home Care, Home Health, Hospice, and other post-acute care organizations. 

What You’ll Do 

• Develop and execute strategic account plans across a portfolio of large, multi-site healthcare organizations.  

• Generate net-new pipeline through prospecting, industry relationships, referrals, conferences, BDR support, and inbound opportunities.  

• Own the full Enterprise sales cycle from prospecting and discovery through demo, negotiation, and close.  

• Build trusted relationships with C-suite executives and navigate complex, multi-stakeholder buying processes.  

• Lead consultative discovery and tailored product demonstrations focused on customer needs and business outcomes.  

• Identify cross-sell and expansion opportunities within existing Enterprise accounts.  

• Partner with Business Development, Marketing, Product, Customer Success, and Sales Enablement throughout the sales process.  

• Maintain strong pipeline coverage, accurate forecasts, and CRM discipline.  

• Represent Activated Insights at industry conferences, customer meetings, and events.  

• Consistently achieve or exceed revenue goals.  

What We’re Looking For 

• 5+ years of B2B sales experience with demonstrated success selling SaaS, software, or technology solutions.  

• Proven experience selling into Enterprise or large multi-location organizations.  

• Direct sales experience within long-term or post-acute care strongly preferred, including Senior Living, Skilled Nursing, Home Care, Home Health, and/or Hospice.  

• Existing relationships with operators and decision-makers in the post-acute market strongly preferred.  

• Demonstrated success carrying and achieving a significant Enterprise quota, ideally $1M+ annually.  

• Experience closing six-figure, multi-stakeholder opportunities and selling to C-suite executives.  

• Proven ability to independently prospect and generate net-new pipeline.  

• Strong consultative discovery, presentation, demonstration, and negotiation skills.  

• Ability to manage longer, complex sales cycles with strong territory planning, forecasting, and CRM discipline.  

• Self-motivated, competitive, collaborative, and accountable.  

• Bachelor’s degree in Business, Marketing, or a related field preferred.  

• Approximately $1.2M annual quota  

• Approximately 300 assigned Enterprise accounts  

• Typical Enterprise opportunities of $100K+, with larger strategic opportunities reaching $500K+  

• Mix of net-new and expansion/cross-sell  

• BDR support with an expectation of independent pipeline generation  

• Uncapped commission opportunity  

• Approximately 25–40% travel 

Schedule 

• Full-time, 40 hours per week 
• Monday–Friday 
• Travel expectations: 25-50% for onsite client visits, conferences, and industry events 
• Fully Remote