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Sales Development Representative

Trustlayer

Trustlayer

Sales & Business Development
United States · Remote
USD 40k-60k / year + Equity
Posted on May 10, 2025

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