Account Executive – Insurance Tech

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Hospitable.com

WebsiteLinkedInAll Job Openings

11 - 50 employees

Founded 2016

☁️ SaaS

🏠 Real Estate

🛍️ eCommerce

SaaS • Real Estate • eCommerce

Hospitable. com is a provider of advanced vacation rental software designed to automate and simplify property management. It offers a comprehensive range of features including AI-powered guest communication, a unified inbox for managing bookings across multiple channels such as Airbnb, Vrbo, and Booking. com, and a channel manager for calendar synchronization. The platform also includes tools for task management, pricing synchronization, review management, and smart lock integration. Hospitable. com aims to empower property managers to efficiently run their vacation rental businesses while minimizing manual tasks and enhancing guest experiences. Users can also build direct booking websites and access valuable analytics and reporting features to optimize business performance.

📋 Description

• Run the full sales cycle with inbound STR operators — from first conversation to signed deal — across both the Hospitable platform and Align's insurance products • Diagnose how each client runs their STR business: entity structure, property count, current tools, current coverage, and where risk is being carried unnecessarily • Configure and sell Hospitable's platform to close operational gaps that create risk — guest screening, damage protection, smart lock and noise monitoring, automated messaging — reducing the client's exposure to damage and liability claims before insurance is even the topic • Once licensed, quote and present Align's insurance coverage across carrier platforms, identifying gaps in existing policies and recommending the right layered protection • Explain how ownership structure, portfolio strategy, and platform configuration all feed into the client's real risk profile — and sell against that, not a script • Support clients across short-term, mid-term, and long-term rental strategies, plus renovation projects • Build renewal pipeline by revisiting client accounts as their portfolios grow and their Hospitable usage and coverage needs change • Keep clean, accurate records in the CRM and agency management system — this is a system-of-record job, not a memory job • Complete P&C licensing within 30 days, then complete Align's carrier and product training to run insurance conversations independently • Work daily with the Hospitable product and Align's carrier network as parallel toolkits, not separate jobs

🎯 Requirements

• 1-2 years in an SDR, BDR, or closing sales role — SaaS, proptech, or insurance background all considered • Demonstrated ability to run a full sales cycle, not just generate or qualify leads • Comfortable learning a technical software product (Hospitable) well enough to configure it live with a client, not just describe it • Strong verbal and written communication — you can explain a product feature and an insurance exclusion in the same call without losing the client • Able to work independently and manage a full pipeline in a remote environment • Must be U.S.-based and available during standard U.S. business hours across multiple time zones • Willing and able to obtain a P&C insurance license within 30 days of start (Align covers study materials and exam costs) • Able to pass required background check • Preferred Skills & Experience • Prior experience selling to real estate investors, property owners, or STR operators • Familiarity with short-term rental operations — guest management, damage protection, smart home devices • Understanding of how LLCs and other entity structures affect liability • Experience with CRM or agency management platforms (HubSpot, Applied Epic, HawkSoft, EZLynx, or similar) • Comfortable in AI-enabled workflows and fast-moving tool stacks

🏖️ Benefits

• Weekly pay • Monthly sales bonus opportunities • Next day pay with DailyPay • Health/Dental/Vision benefits • 401K Program with matching • Paid Time Off • Paid Holidays • Mobile Reimbursement • Scholarship opportunities for employees and direct family members • Employee Assistance Program • Leadership Development Program • Established inbound client pipeline through Hospitable's real estate investor network • Full-desk ownership — you run discovery through close, not a slice of the funnel • Licensing support and paid study time to get your P&C license in your first month • Access to a carrier network and specialized insurance solutions • Path to specialize in a high-growth niche at the intersection of proptech and insurance