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Questpro

Risk Solutions Sales Leader | Player | Coach

Questpro, Orlando, Florida, us, 32885

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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.

About The Company QuestPro 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.

Who You'll Be Calling On Target Verticals

Construction

Real Estate / Property Management

Insurance Carriers

TPAs

Self‑Insured Employers

Risk & Compliance Service Providers

Buyer Titles

Risk Manager / Director / VP

Compliance Officer / Director / VP

Legal Counsel / General Counsel

Procurement / Vendor Management / Operations Leaders

Safety / HSE Leadership

Insurance / TPA Account Managers

What You’ll Do

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.

Who You Are

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.

Why You’ll Love Working Here

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.

Related Role BDR, Account Executive – same target sales vertical

Contact Recruiter: jpomelow@questpro.com

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