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LA

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

Ladder
Posted Jun 15, 2026, 8:30 PM UTC
🇺🇸United States🏠Remote📁Sales
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Director, Direct Agent Sales Remote - United States 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. Our digital experience is quick (instant decisions!), loved by users (check out our Trustpilot or Google reviews) and prolific ($74 billion+ in coverage provided). What You’ll Do: Be a trusted advisor – Represent Ladder and guide customers through their life insurance journey with warmth, clarity, and integrity Connect with warm leads – Engage qualified inbound prospects primarily through outbound phone calls, and also via text and email Personalize coverage – Educate customers on their options and provide tailored coverage recommendations based on their personal needs Drive conversions – Help customers make confident decisions and guide them from interest to purchase Think like a customer - provide exceptional service that inspires customers to share their positive experiences with others about Ladder! Requirements: 7+ years of experience in sales, account management, or customer-facing roles within the life insurance industry. You hold a valid life insurance license in your home state, and are willing and able to become life insurance licensed in all 50 states and Washington, D.C. if you are not already. Excellent communication skills with the ability to simplify complex ideas in a clear and approachable manner. A startup mentality — flexible, curious, and energized by new challenges. Strong time management skills with a demonstrated ability to be organized and efficient. Proven ability to be self-driven and proactive, taking initiative and staying motivated without dependencies. Active listening skills with the ability to understand customer needs before offering solutions. Available to work normal business hours in one of the four mainland U.S. time zones. What we Offer Ladder is highly collaborative and fun. To support you in your role, we offer fantastic perks and benefits that reflect our mission of care and support, including: Excellent medical, dental, and vision coverage | We offer competitive healthcare, dental and vision plans for you and your family. Flexible paid time off | Take the time that you need to rest and recharge, including our week-long winter holiday closure. Stock options | We offer competitive stock option packages to participate in the success of building Ladder. A rewarding 401k match program | We'll match up to 4% of your contributions as you save for your retirement goals. Ladder Fit Program | Your health matters. That’s why Ladder provides a monthly stipend for wellness-related expenses. Paid parental leave | We think it's crucial that new parents have time to adjust to their new lives without worrying about work, so we provide all parents inclusive of birthing, adoption, or fostering ten weeks of paid baby bonding. Work-from-home flexibility and support | We recognize that everyone's homelife is different and support remote work. Upon joining, we provide a one-time remote office stipend for all team members and then a monthly stipend to cover WFH costs such as the internet. Fun company-wide events | We genuinely enjoy spending time together. That’s why we plan fun virtual events to let loose and laugh. Base pay is determined by the location where the work will be performed and is aligned to one of 3 compensation tiers, as indicated below. Base pay may vary depending on job-related knowledge, skills, experience, and business needs. In addition to the base pay range listed below, this role is also eligible for bonus, equity and benefits as shared above. Tier 1 (SF Bay Area, New York City, Seattle) $165,000 - $200,000 Tier 2 (LA, Austin, Boston, Chicago, DC, Denver, Philadelphia, San Diego) $147,000 - $175,000 Tier 3 (All other locations that Ladder hires) $138,000 - $165,000 Ladder is building a diverse team of talented and enthusiastic people. We are an equal opportunity workplace. At Ladder, differences are celebrated and supported to benefit our people, product, and community. Let us know why you're interested in this position and what unique contributions you can make to the Ladder team. We look forward to hearing from you. Research shows that candidates from underrepresented backgrounds often don't apply for roles if they don't meet all the criteria – unlike majority candidates meeting significantly fewer requirements. We strongly encourage you to apply if you’re interested: we'd love to know how you can elevate our team with your unique experience! By clicking "Submit Application," you acknowledge that you have read and agree to the Ladder Job Applicant Privacy Policy and Notice at Collection .

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