Director, Sales Development Representatives

Rightworks LLCNashua, NH
$150,000 - $180,000Hybrid

About The Position

Rightworks offers the only intelligent cloud purpose-built for accounting firms and professionals. Backed by award-winning support, our fully managed IT and applications ensure customers have secure, reliable, on-demand access to their technology. We provide a curated software ecosystem that simplifies the complexity of running an accounting firm or small business, supported by a community of thought leaders, peer networks, and educational resources. Our success is made possible by leveraging decades of specialized experience in leading accounting firms, SMBs and technology companies. Thousands of Firms and SMBs count on us to run their business every day. We have a great team, we’re growing fast and have a winning culture based on innovation, teamwork, and mutual respect. We are seeking a strategic and results-driven Director of Sales Development Representatives to lead our top-of-funnel pipeline generation. In this role, you will scale our SDR team, refine our outbound and inbound prospecting motions, and build a metrics-driven engine that consistently delivers high-quality leads to our Account Executives. You will act as the bridge between Marketing, Sales, and Revenue Operations. This is a remote work position / hybrid position, with 3 days per week in our Nashua, NH headquarters.

Requirements

  • 5+ years of experience in B2B sales or business development, with at least 3+ years in a management or leadership role.
  • Demonstrated success in building, scaling, and managing inside sales or SDR teams that hit or exceed quota.
  • Deep understanding of modern sales motions, including Account-Based Marketing (ABM), outbound prospecting, and inbound lead qualification.
  • Strong operational knowledge of CRMs (like Salesforce or HubSpot) and modern sales engagement tools.
  • Excellent written and verbal communication skills, with the ability to influence cross-functional teams.
  • Bachelor’s degree in Business, Communications, or a related field (or equivalent professional experience)
  • US Citizens or permanent residents authorized to work in the United States.
  • Not a resident of California, Hawaii, or Alaska.

Responsibilities

  • Recruit, hire, train, and mentor a high-performing team of SDRs and SDR Managers.
  • Develop and execute strategies to fill the sales pipeline with qualified leads, ensuring conversion rates and revenue targets are consistently met or exceeded.
  • Continuously iterate on outreach techniques, call scripts, email cadences, and qualification criteria.
  • Partner closely with Marketing to ensure lead quality and campaign effectiveness, and with Sales Leadership to align lead-to-opportunity handoff processes.
  • Track key performance indicators (KPIs) such as activities per rep, lead-to-opportunity conversion rates, and pipeline value. Provide routine reports to executive management.
  • Evaluate, adopt, and optimize sales engagement and automation tools (e.g., Salesforce, LinkedIn Sales Navigator, ZoomInfo).

Benefits

  • Competitive salaries
  • Company-paid short and long-term disability insurance
  • Life insurance
  • Generous 401K match
  • Highly affordable medical, dental, vision coverage
  • Flexible PTO
  • Numerous paid holidays
  • Paid volunteer time off
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