Head of Sales – Player-Coach, Fleet Safety Training

Job not on LinkedIn

🔥 5 minutes ago

🇺🇸 United States – Remote

💵 $110k - $120k / year

⏰ Full Time

🔴 Lead

🤑 Sales

👻 Ghost score 0%

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Urrly

WebsiteLinkedInAll Job Openings

1 - 10 employees

🏥 Healthcare

💼 Consulting

📦 Logistics

Healthcare • Consulting • Logistics

Urrly is a healthcare recruitment agency that combines the expertise of healthcare recruiters, data scientists, and AI agents to help healthcare innovators secure exceptional talent quickly and affordably. Specializing in Recruitment-as-a-Service (RaaS) and Recruitment Process Outsourcing (RPO), Urrly streamlines the hiring process for U. S. healthcare companies by significantly reducing time-to-fill and cost-per-hire metrics. The company utilizes AI technology to automate administrative tasks and connect clients with top-tier candidates, providing a budget-friendly alternative to traditional recruiting agencies. Urrly's services cater to forward-thinking healthcare organizations looking to enhance their talent acquisition processes.

📋 Description

• Build a nationwide pipeline across public-sector and commercial accounts • Prospect, qualify, run discovery, navigate stakeholders, and close new business • Sell safety training, compliance, and software-enabled training solutions • Manage sales opportunities commonly ranging from $5,000–$20,000, with larger opportunities reaching roughly $75,000 • Engage safety, training, fleet, executive, finance, and other senior stakeholders • Develop partnerships with insurance, risk, safety, membership, and industry organizations • Represent the company at trade shows and industry events • Coach junior AEs and SDR-level talent through call reviews, deal strategy, shadowing, and feedback • Improve team qualification, objection handling, stakeholder mapping, follow-up, and close strategy • Support recovery plans for stalled and complex multi-stakeholder deals • Create a sales playbook, operating cadence, scripts, messaging, and repeatable processes • Maintain clean and accurate HubSpot data for forecasting and team visibility • Report pipeline, forecast, and revenue progress to executive leadership • Help hire and onboard future sellers

🎯 Requirements

• 5+ years of Account Executive or sales leadership experience in public-sector, government-adjacent, commercial SaaS, training, compliance, fleet, transportation, safety, risk, or another transferable B2B environment • Experience owning complex, multi-stakeholder sales cycles • Evidence of creating pipeline, advancing deals, and closing business • Experience directly managing or meaningfully coaching BDRs, SDRs, junior AEs, or early-career sales talent • Ability and willingness to sell directly while coaching others • Experience operating in a small-team, resource-conscious environment where the playbook is still being built • Comfort selling to practical operators, executive stakeholders, and finance stakeholders • Ability to work effectively in a remote environment with strong discipline around follow-through, CRM hygiene, and communication • Bachelor’s degree or equivalent college education • Willingness to travel as needed for industry events, trade shows, and key customer meetings

🏖️ Benefits

• Target OTE around $220,000 • Stretch potential around $240,000 • Travel for industry events, trade shows, and key customer meetings • Opportunity for broader sales leadership as the team scales