Sales Manager, Insurance Technology (USA - Remote)

Hospitable

7d • $106,045 - $133,893 • Remote

About The Position

Hospitable has established its own licensed insurance agency, Align Insurance Services, which is already a leader in AI-driven insurance. This role involves leading high-impact business consultation calls with short-term rental operators, guiding them on entity setup, owner's dwelling and liability insurance, and reservation-level protections. The sales experience is delivered through an interactive, tech-driven, in-product SaaS demo powered by AI. The Sales Manager will lead a team of licensed Property and Casualty (P&C) producers, utilizing Hospitable's existing customer base and targeting the broader market across the full sales cycle: outbound prospecting, lead generation, deal creation, and closing. The ideal candidate is a sales leader with SaaS experience, and while insurance experience is a plus, it is not a strict requirement. Hospitable will sponsor P&C licensing after hiring. The company is remote-only but requires this role to be based in the United States.

Requirements

• 5+ years of sales leadership experience, ideally running quota carrying teams through full sales cycles, from outbound and lead generation through close.
• Genuine enthusiasm for technology and software, with a desire to sell through a platform, use AI tools daily, and understand how technology enhances sales organizations.
• A track record of hiring, developing, and retaining sales talent.
• Comfort designing and running commission plans that effectively motivate behavior.
• Must be based in the United States.

Nice To Haves

• Insurance or P&C background.
• Experience selling insurance policies.

Responsibilities

• Lead the team responsible for outbound prospecting, lead generation, deal creation, and closing across both the Hospitable customer base and the open market.
• Achieve sales quotas.
• Provide daily coaching to sales representatives, working directly in deals to improve team performance and foster a culture of continuous improvement.
• Oversee the use of Hospitable's property protection dashboard to help customers configure coverage layers, starting with business entity setup and progressing to best practices for property and business protection.
• Manage a team that operates as a broker, providing objective recommendations while also selling Hospitable's proprietary insurance products.
• Recruit, hire, and manage internal sales talent and third-party labor arrangements.
• Design and manage commission programs to motivate producers and drive performance.
• Build a positive and engaging sales floor culture that supports career growth within the team and the wider company.

Benefits

• Healthcare (including EPO, PPO and HSA)
• 401(k)
• 35 days off per year (including public holidays)
• Parental leave
• Complimentary mental health and emotional support through Spill
• Peer recognition platform with virtual coins redeemable for gift cards, donations, or monetary rewards
• Company equity through RSUs
• Sponsorship for P&C license after starting

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed