Location: Overland Park, KS (Kansas City Metro)
Employment Type: Full-time, In-Office
Department: Sales
Salary: Top of market base salary + equity

Steadily is hiring for a Sales Training Manager I! The Sales Training Manager I works in agent development, leads the new insurance agent training classes and teaches new hires everything they need to be successful at Steadily. They also work closely with existing agents to facilitate ongoing development including the creation and maintenance of training guides and resources.

This is a full-time, in-office position based in Overland Park, KS.

What You’ll Do

• Design and conduct new sales hire training classes, continuously optimizing and improving the content and curriculum based on success metrics.

• Directly manage new hires for several months post training during their ramping phase.

• Lead ad hoc and regularly scheduled training courses for the sales team to drive specific key performance indicators.

• Collaborate with cross functional teams to develop and improve systems that enable new hires and existing agents to be successful.

Your Background

• Experienced: You have at least 2 years of experience training and developing high performing sales teams.

• Data: You are comfortable analyzing data to determine areas of opportunity.

• Impactful: You positively drive agent behavior and make a meaningful impact on specific key performance indicators.

• Driven: You’re excited about joining a company on a crazy trajectory and aren’t afraid to work as hard as it takes to get the job done.

Licensing requirements

• You must maintain an active Property and Casualty insurance license in the core states where Steadily conducts business

Compensation and Benefits

• $120,000 base salary

• Equity in the company

• 401K

• Health, vision, and dental insurance

• Paid Time Off Policy

Location

• Overland Park, KS

• Steadily is building a workplace environment of team members who are passionate and excited to be together in person. Our office is in Overland Park, and is key to our fast-paced growth trajectory.
  In-office work schedule

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!