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Enterprise Sales Executive

Naylor LLC -
Remote

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Job Details

Full-time

Qualifications

5 years
Senior level
Communication skills

Full Job Description

Naylor Association Solutions is seeking a Senior Sales Executive to own new business growth and account expansion for HealthCareerCenter.com (HCC) and our network of 200+ healthcare association job boards across the National Healthcare Career Network. HCC connects healthcare employers to a highly targeted, association-driven audience of clinicians and healthcare professionals, while our association-powered career centers extend that reach deep into every corner of the healthcare ecosystem.

This is a role for a self-starter who thrives in outside sales, consultative selling, and building relationships from scratch. You will not simply take orders — you will identify markets, craft outreach strategies, and build a repeatable sales motion that drives job posting and digital media revenue across hospital systems, health centers, physician groups, and other healthcare employers. The goal is clear: grow job posting and media sales by positioning HCC and our association network as the go-to recruiting and branding channels for healthcare organizations.

Key Responsibilities

New Business Development

Proactively prospect and qualify new healthcare employer accounts, including hospital and health systems, community health centers, large medical groups, and healthcare staffing firms.
Build and manage a robust outbound pipeline through targeted email, phone, LinkedIn, events, and partner referrals, with a focus on net-new logo acquisition.
Conduct high-impact discovery calls and meetings to understand hiring needs, candidate profiles, and recruitment challenges, then translate those into tailored job posting and media solutions.

Job Posting & Network Sales

Position HCC and our 200+ association job boards as a unified, extended-reach solution that delivers targeted access to physicians, nurses, allied health, and other healthcare professionals.
Sell single and multi-post packages, duration-based postings, and subscription/job slot solutions that align with employer hiring volumes and budget.
Lead consultative conversations on network distribution, helping employers understand how jobs will flow across HCC and association sites to maximize qualified applicants.

Digital Media & Employer Branding

Package and sell digital media solutions that complement job postings, including banner ads, featured employer profiles, newsletter placements, and sponsored content across HCC and partner job boards.
Educate clients on how to use brand campaigns, talent pipelines, and content marketing to attract passive candidates and build long-term awareness in key clinical specialties.
Collaborate with marketing and product teams to refine inventory, positioning, and pricing for new advertising and sponsorship offerings as they come to market.

Territory & Relationship Management

Own a defined book of business and territory plan, including target accounts, outreach cadences, and revenue goals by segment.
Build trusted, long-term relationships with talent acquisition leaders, HR executives, and recruitment marketing stakeholders at key healthcare accounts.
Serve as a strategic advisor, regularly reviewing performance, sharing insights, and recommending optimizations to job posting mix and media campaigns.

Collaboration & Feedback Loop

Partner closely with association relations and partner success teams to coordinate employer outreach that supports association career center revenue goals.
Provide structured feedback from employers on product gaps, pricing, and competitive dynamics to inform HCC and network roadmap decisions.
Work with marketing to develop sales enablement content, case studies, and campaigns that support pipeline generation and deal progression.

Sales Process, Forecasting & Performance

Own the full sales cycle from initial outreach through proposal, negotiation, and close, ensuring a disciplined approach to CRM hygiene and deal management.
Maintain accurate pipeline and forecast reporting, including deal probabilities, timelines, and risk, with clear communication to leadership.
Track and report on key performance metrics such as new logo acquisition, job posting volume, average deal size, renewal and expansion rates, and total booked revenue.

Success Looks Like

Consistent attainment and outperformance of quarterly and annual new business and total revenue targets for HCC and the association job board network.
A growing portfolio of strategic healthcare employer accounts using HCC and the network as a primary channel for clinical and non-clinical hiring.
Increased average deal sizes through multi-site, multi-product solutions that combine job postings with digital media and employer branding.
Strong, referenceable relationships with talent acquisition leaders who view you as a trusted partner rather than a transactional vendor.
A disciplined, scalable outbound sales motion that can be replicated and expanded across territories and verticals.
Clear, data-driven visibility into pipeline health, campaign performance, and product-market fit for job posting and media offerings.

Qualifications

5–8 years of quota-carrying B2B sales experience, with a track record of success in outside sales, new business development, or enterprise/strategic accounts.
Experience selling recruitment solutions, job boards, HR tech, digital media, or talent acquisition services strongly preferred.
Demonstrated success building and closing net-new business, including prospecting into cold accounts and navigating complex buying groups in HR and talent acquisition.
Strong consultative selling skills, with the ability to diagnose hiring needs, quantify business impact, and propose multi-product solutions.
Comfort discussing digital media concepts (impressions, CTR, conversions), talent funnels, and recruitment marketing KPIs with both marketing and HR stakeholders.
Data-driven approach to sales, with fluency in CRM systems, pipeline management, and sales performance analytics.
Excellent communication, presentation, and negotiation skills, with the ability to tell a compelling story and lead strategic conversations with senior decision makers.
Genuine self-starter who is energized by building, experimenting, and iterating in a high-growth environment with evolving products and playbooks.
Experience selling into healthcare organizations or associations is a significant plus.

Naylor Association Solutions is an equal opportunity employer and is committed to hiring a diverse workforce.

Quick Apply

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