Director, Direct Agent Life Insurance Sales (D2C, Inside Sales)

Director, Direct Agent Sales About Ladder We saw a problem within the life insurance industry: getting covered took too long, involved too much paperwork, and required too many in-person meetings with sales agents. Having lost his father at a young age, our CEO, Jamie, was determined to make it easier for people to get the coverage they needed to provide for their families. So, we got to work.

We developed a method of real-time underwriting leveraging AI and, in doing so, reduced the months-long process of applying for life insurance to minutes. ), loved by users (check out our Trustpilot or Google reviews) and prolific ($74 billion+ in coverage provided).

About The Role

As the Director, Direct Agent Sales, you will serve as the architect and strategic leader of our high-volume, inside D2C agent sales and operations organization. This is a high-impact, "player-coach" leadership position designed for revenue operators who can balance front-line execution with corporate scale. You will oversee the complete sales pipeline, build the foundational operational framework for a rapidly expanding team, and directly influence our cross-functional product and marketing roadmaps to optimize unit economics and conversion velocity.

Please note, this is a remote role based in one of the 23 States Ladder is currently hiring in - AZ, CA, CO, CT, FL, GA, IA, KS, MA, MD, MN, NC, NH, NJ, NV, NY, OH, OR, PA, TX, VA, WA, WI. Please note, Ladder is not currently sponsoring or transferring OPT or H1-B visa's.

What You’Ll Do

Leadership Scaling: Build, scale, and inspire a team of licensed sales and operations professionals. Establish clear performance metrics, KPIs, and cultural accountability. Sales Architecture Playbooks: Design, implement, and continuously refine scalable playbooks, advanced scripting, and rigorous coaching rhythms (including call shadowing, systematic reviews, and certifications) to maximize conversion rates.

Operational Backbone Ownership: Command the end-to-end operational workflow—including state licensing compliance, complex suitability parameters, premium structures, and agent commission architecture.

Requirements

for our quoting engines, electronic applications (e-apps), and post-issue servicing. Growth and Go-To-Market Alignment: Tighten the loop between inbound marketing lead quality and agent sales execution to accelerate consumer conversion funnels. Hands-on Execution: Actively operate as a premier player-coach; maintain an active life insurance producer license to take live calls, manage pipelines, and lead by example on the floor from day one.

Experience Required Proven Scale Leadership: 7+ years of total experience in sales, account management, or customer-facing environments within the life insurance ecosystem. 3+ years of experience leading inside sales and operations teams in a D2C environment, with a reputation for hiring top talent, building effective playbooks, and rapidly improving performance. C.

Must be up to date with all NAIC guidelines. Analytical Command: Mastery of modern CRM data architecture, telephony infrastructure, revenue forecasting, and rigorous pipeline management. Startup Agility: Exceptional communication skills coupled with a tech-forward, high-bias-for-action mindset built to thrive within a highly disruptive, agile startup culture.

S. time zones.

What We Offer

Ladder is highly collaborative and fun.

Perks

and

Benefits

that reflect ou