Pointfive

Enterprise Sales Development Representative

Boston, Remote. Posted 4 months ago

The role

The Enterprise Sales Development Representative will build and accelerate the enterprise pipeline. You will partner with Enterprise Account Executives to penetrate named accounts and serve as the first point of contact for inbound interest.

What you will do

  • Own outbound prospecting into named enterprise accounts through cold calling, email, LinkedIn, and other creative channels.
  • Build and execute account plans alongside ENT Account Executives.
  • Lead early-stage discovery calls with engineering leaders, FinOps practitioners, and infrastructure decision-makers.
  • Carry and beat weekly and monthly targets for qualified meetings booked and pipeline created.
  • Participate in deal strategy sessions, pipeline reviews, and customer-facing meetings alongside your EAE.
  • Represent PointFive at industry conferences, FinOps events, and cloud infrastructure summits.
  • Contribute to market presence through social selling, LinkedIn engagement, and video outreach.
  • Track activity, pipeline, and account progress meticulously in CRM.

Required qualifications

  • 1–2 years in a sales or revenue-facing role — SDR, AE, Account Manager, CSM, or similar.
  • Technically curious — able to learn a complex product and translate technical value into business outcomes for engineering and FinOps buyers.
  • Comfortable with cold calling and multi-channel outbound as a core part of the job.
  • Strong written communicator.
  • Familiar with CRM tools (Salesforce, HubSpot, or equivalent) and sales engagement platforms.
  • Bachelor's degree.

Nice to have

  • Active LinkedIn presence or comfort with social selling
  • Exposure to cloud infrastructure, FinOps, DevOps, or AI workload cost management.
  • Familiarity with enterprise sales methodologies (MEDDIC, SPICED, Challenger, etc.).
  • Experience selling to engineering, infrastructure, or FinOps personas.

Benefits

  • Health, dental, vision
  • equity in something early-stage and exciting
  • generous PTO
  • 401K
  • meal & commuter benefits

About the company

PointFive finds the cost buried inside enterprise infrastructure, from the cloud to coding agents. They have raised $96 million and their go-to-market team is focused on North America.

Enterprise Sales Development Representative at Pointfive | JobZoey