Sales Development Representative

InvoiceCloud•Boston, MA
•Onsite

About The Position

The Sales Development Representative plays a key role in helping InvoiceCloud grow. In this role, you’ll prospect, qualify, and create new sales opportunities by connecting with potential customers and building pipeline for the Sales team. Reporting to the SDR Manager, you’ll use a mix of inbound and outbound outreach, account-based strategies, and consistent follow-up to start meaningful conversations. This role is onsite in our Seaport Boston, MA office 4x per week. As the first point of contact, you’ll help shape how prospects experience InvoiceCloud—learning how to communicate value, build interest, and position our platform as a trusted solution for payments and digital transformation. This role is designed for early-career sellers who want real experience, strong coaching, and a clear path to becoming an Account Executive and beyond.

Requirements

  • Minimum 6 months of professional experience in sales, business development, or a customer-facing role
  • Hands-on experience or strong interest in cold calling and outbound prospecting
  • Comfort engaging prospects through phone, email, and LinkedIn at high volume
  • Ability to understand basic customer challenges and explain how InvoiceCloud can help
  • Experience working toward goals, quotas, or performance targets
  • Strong time management and organizational skills
  • Ability to operate in a fast-paced, high-growth SaaS environment
  • Coachable, motivated, and eager to build a career in software sales

Responsibilities

  • Prospect, qualify, and create new sales opportunities by connecting with potential customers and building pipeline for the Sales team.
  • Use a mix of inbound and outbound outreach, account-based strategies, and consistent follow-up to start meaningful conversations.
  • Communicate InvoiceCloud’s value clearly and confidently during calls, emails, and LinkedIn outreach.
  • Build rapport quickly, navigate gatekeepers effectively, and keep conversations focused on customer needs.
  • Generate pipeline through consistent inbound and outbound prospecting, including cold calling and outbound campaigns.
  • Execute account-based outreach strategies in partnership with Sales and Marketing.
  • Maintain a healthy pipeline through persistent follow-up and discovery.
  • Meet or exceed weekly and monthly activity and meeting goals.
  • Track and review activity and performance metrics to continuously improve results.
  • Own daily prospecting activity, follow-up, and opportunity tracking with discipline and accountability.
  • Keep Salesforce updated with accurate activity and progress to ensure strong handoff and follow-through.
  • Partner closely with Account Executives to seamlessly transition qualified opportunities.
  • Apply coaching and feedback quickly to improve skills, messaging, and effectiveness.

Benefits

  • Medical, dental, vision, life & disability insurance
  • 401(k) plan with company match
  • Flexible Time Off (FTO), wellbeing days, paid holidays, and summer Fridays
  • Mental health resources
  • Paid parental leave & Backup Care
  • Tuition reimbursement
  • Employee Resource Groups (ERGs)
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