TrustLayer is on a mission to modernize risk management through powerful, automated insurance verification. Our technology helps companies confirm that their partners have the right coverage—without the paper chase. Backed by top-tier investors and used by industry leaders in construction, property management, and insurance, we're building a smarter, more connected risk ecosystem.

And we’re growing fast.

This role is your chance to be on the front lines of that growth.

The Role

We’re looking for a motivated, methodical, and results-driven Sales Development Representative (SDR) to generate qualified meetings and fill the pipeline for our Account Executives.

This isn't a "follow the script" job. We want someone who brings their own outbound frameworks, understands how to work the system, and can demonstrate their approach to outbound success.

You’ll drive a modern multi-channel strategy—using calls, emails, social outreach, and sequences built in Outreach.io—to create real connections with prospects.

What You’ll Do

• Build and execute outbound campaigns across phone, email, LinkedIn, and more
• Bring your own tested frameworks for messaging, sequencing, and lead management—and adapt them to TrustLayer's strategy
• Book qualified meetings for Account Executives, ensuring smooth handoff and clear notes in CRM
• Drive 50–100 outbound activities daily across all channels, hitting both volume and quality metrics
• Work primarily within Outreach.io to manage sequences, templates, tasks, and reporting
• Collaborate closely with sales and marketing teams to constantly optimize messaging, ICP focus, and meeting quality
• Share best practices openly and help shape the outbound motion as we scale

You Might Be a Fit If You:

• Have 1–2+ years of B2B outbound experience in SaaS, fintech, insurtech, or tech-enabled services
• Can show us your outbound playbook (sequences, cadences, templates, strategies)
• Are an Outreach.io power user (or similar tools like Salesloft)
• Know how to create multi-touch, multi-channel campaigns that cut through the noise
• Are confident speaking with executives and can tailor messaging by persona
• Thrive in a fast-paced, remote environment with a bias toward action
• Are highly organized, coachable, and obsessed with iterating toward better results

Compensation & Benefits

• Base Salary: $40,000–$60,000 annually
• Commission: Uncapped, with top performers earning $5,000+/month
• Location: 100% remote, U.S. only
• Benefits:
• • Medical, dental, vision, 401(k)
  • Career growth paths toward closing roles
  • A team that celebrates wins and lifts each other up

Why TrustLayer

• You’ll help build the future of risk management (and risk management needs it)
• You’ll join a tech-forward, human-first team with big goals
• You’ll have autonomy to innovate, experiment, and leave your mark
• We’re remote-first and results-focused