Risk Solutions Sales Leader | Player | Coach

Risk Solutions Sales Leader | Player | Coach

Why This Role Is Exciting

Step into a high-impact leadership role where you not only manage and coach a team of top-performing sales professionals but also personally drive net-new revenue. Perfect for entrepreneurial sales leaders who thrive on growth, autonomy, and co-creating strategy with C‑suite executives.

Quest Pro is assisting a fast-growing risk and COI management solutions provider at the forefront of modernizing compliance and risk processes for enterprise and mid‑market organizations. This is a chance to shape sales strategy and help drive company‑wide growth initiatives.

• Construction
• Real Estate / Property Management
• Insurance Carriers
• TPAs
• Self‑Insured Employers
• Risk & Compliance Service Providers

• Risk Manager / Director / VP
• Compliance Officer / Director / VP
• Legal Counsel / General Counsel
• Procurement / Vendor Management / Operations Leaders
• Safety / HSE Leadership
• Insurance / TPA Account Managers

• Lead, mentor, and develop a team of growth‑oriented sales professionals while maintaining your own quota.
• Drive net‑new business in enterprise and mid‑market accounts.
• Develop and execute territory and team strategies to maximize pipeline and revenue.
• Partner with marketing and product teams to execute targeted campaigns and solution adoption.
• Coach your team on entrepreneurial sales techniques, consultative selling, pipeline management, and closing strategies.
• Collaborate closely with C‑suite executives to co‑create company and sales strategy.
• Track and report on team and personal sales performance and forecast accuracy.
• Represent the organization at industry events, webinars, and client meetings as a thought leader.

• Proven top‑performing individual contributor in B2B SaaS or insurance/risk technology sales.
• Experienced in leading and coaching high‑performing teams.
• Comfortable in fast‑growing, entrepreneurial, startup‑style environments.
• Deep understanding of risk management, compliance, and COI processes.
• Skilled at engaging C‑level and senior stakeholders.
• Self‑motivated, results‑driven, and enjoys balancing leadership with personal sales responsibilities.
• Resides on or near the East Coast (Florida preferred), willing to travel as needed.

• Competitive base + uncapped commission / bonus plan.
• Leadership role with entrepreneurial impact — shape culture, process, and strategy.
• Opportunity to personally contribute to revenue while scaling a high‑performing team.
• Flexible work environment with remote options.
• Career progression into executive sales leadership or regional management roles.

BDR, Account Executive – same target sales vertical

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