Roamly - Sales Manager, Insurtech

On-Target Earnings (OTE): $150,000

About Roamly

Roamly Insurance Group (Roamly), a wholly-owned subsidiary of Outdoorsy Holdings, Inc., is the first full-stack Insurtech for travel enthusiasts. Roamly is where the insurance industry and technology intersect to enhance the customer experience. As a disruptor in the specialty insurance space, Roamly removes traditional technology and coverage barriers by providing innovative protection for underserved markets across recreation lines and global mobility markets. For more information, visit roamly.com.

About the Role

As our Sales Manager, you will lead the closing team responsible for converting warm inbound inquiries and outbound pipelines into bound insurance policies.

You will directly manage and coach a high-volume team of licensed Insurance Account Executives (AEs). This role requires a unique mix of high-energy leadership, rigorous data tracking, and a proven track record in fast-paced, transactional Property & Casualty (P&C) sales. Your mission is to scale closing ratios and ensure the team consistently crushes its monthly revenue targets.

Key Responsibilities

• Team Leadership & Performance: Manage, mentor, and scale a high-volume team of licensed Insurance Account Executives (AEs) to meet and exceed monthly quotas.
• Deal Coaching & Conversion: Conduct regular 1-on-1s, call shadowings, and script breakdowns. Train the team on consultative sales techniques, value-based selling, and advanced objection handling.
• Pipeline & Metric Management: Closely track day-to-day metrics (close rates, talk time, average policy value, speed-to-lead) to spot bottlenecks and ensure efficient lead routing and execution.
• Cross-Functional Alignment: Work hand-in-hand with our SDR Manager and Marketing teams to calibrate lead quality, streamline high-velocity handoffs, and feedback loop data.
• Compliance & Product Mastery: Keep the team up to speed on current underwriting guidelines, multi-carrier platform updates, and compliance standards across different states.
• Culture Carrier: Drive a competitive, collaborative, and high-accountability environment where agents are excited to win together.