Director of Inside Sales

Join to apply for the Director of Inside Sales role at Steadily Insurance Company

Location: Overland Park, KS (Kansas City Metro)

Employment Type: Full-time, In-Office

Department: Sales

Salary: Top of market base salary + equity

Base pay range: $200,000.00/yr – $250,000.00/yr

Steadily Insurance Company provided pay range

This range is provided by Steadily Insurance Company. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

What You’ll Do

• Lead the Inside Sales Team: Directly manage a team of Sales Managers who oversee Steadily’s licensed inside sales agents, ensuring high performance, sales quality and consistent execution across the entire funnel.
• Drive Sales Operations Forward: Lead the strategy and execution of sales operations for the inside sales team — lead routing and scoring, performance dashboards, reporting, and process optimization.
• Own the End-to-End Sales Performance: Set and monitor KPIs for the entire sales organization — speed-to-lead, quote-to-bind conversion, premium per policy, upsell effectiveness — and implement strategies to improve them.
• Develop Leaders: Coach and mentor Sales Managers on people leadership, performance management, and process improvement; implement consistent training and QA standards across teams.
• Forecast and Report: Build and maintain detailed dashboards and pipeline forecasts; deliver actionable insights and recommendations to senior leadership on conversion trends, agent productivity, and campaign ROI.
• Cross-Functional Collaboration: Work closely with Marketing, Insurance, technology Product teams and Client Experience to improve messaging, product competitiveness, and coverage options based on front-line feedback and data.
• Scale and Automate: Identify opportunities to automate manual workflows, enhance system integrations and improve the experience for both agents and prospects.

Your Background

• Leadership Experience: 5+ years leading high-volume inside sales organizations with direct management of Sales Managers and responsibility for sales operations.
• Sales Operations Expertise: Deep knowledge of CRM configuration (Salesforce preferred), lead scoring/routing, reporting, and process design in a high-volume environment.
• Performance Driven: Track record of exceeding quotas and improving conversion metrics across large, transactional sales teams.
• Operational Acumen: Comfortable designing workflows, setting KPIs and leveraging sales engagement tools (dialers, email automation, analytics) to drive results.
• Insurance Knowledge: Experience in Property & Casualty insurance or other regulated, complex products is a strong plus.
• People Developer: Skilled at motivating and developing both front-line managers and their teams in a fast‑growth environment.

Compensation And Benefits

• Industry leading compensation package, commensurate with experience, including equity in the company
• 401K
• Health, vision and dental insurance

Why Join Steadily

• Good company. Our founders have three successful startups under their belt and have recruited a stellar team to match.
• Top compensation. We pay at the top of the Kansas City market (see comp).
• Growth opportunity: We’re an early-stage, fast-growing company where you’ll wear a lot of hats and shape product decisions.
• Strong backing. We’re growing fast, we manage over $20 billion in risk, and we’re exceptionally well‑funded.
• Culture: Steadily boasts a very unique culture that our teammates love. We call it like we see it and we’re nothing if not candid. Plus, we love to have a good time. Check out our culture deck to learn what we’re all about.
• Awards: We’ve been recognized both locally and nationally as a top place to work. We were named a Top 2025 Startup in Newsweek, winner of Austin Business Journal’s Best Places to Work in 2025, recognized in Investopedia’s Best Landlord Insurance Companies, ranked No. 6 on Inc’s list of Fastest Growing Regional Companies, 44th on Forbes’ 2025 Best Startup Employers list, and 63rd on the prestigious Inc 5000 Fastest Growing Companies list.

We’re excited to meet you!

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