Enterprise Sales Development Representative

PointFive•Denver, CO

1d•$85,500 - $102,000•Hybrid

About The Position

PointFive is hiring an Enterprise Sales Development Representative to build and accelerate enterprise pipeline. The role partners directly with Enterprise Account Executives to penetrate named enterprise accounts and serves as the first point of contact for inbound interest. It is intended for someone with commercial instincts who wants to grow into a full-cycle enterprise seller. The role is hybrid and requires three days in PointFive’s Denver office. Compensation includes a base salary of $60,000–$72,000 based on experience and a competitive OTE of $85,500–$102,000 with uncapped commission, plus equity.

Requirements

1–2 years in a sales or revenue-facing role, such as SDR, AE, Account Manager, or CSM.
Technically curious, with the ability 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 communication skills, including clear, concise emails and follow-ups that move things forward.
Familiarity with CRM tools such as Salesforce, HubSpot, or equivalent, and sales engagement platforms.
Bachelor's degree.

Nice To Haves

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

Responsibilities

Own outbound prospecting into named enterprise accounts through cold calling, email, LinkedIn, and other creative channels.
Build and execute account plans with Enterprise Account Executives, including researching organizations, mapping stakeholders, and sequencing outreach.
Lead early-stage discovery calls with engineering leaders, FinOps practitioners, and infrastructure decision-makers.
Meet or exceed weekly and monthly targets for qualified meetings booked and pipeline created.
Participate in deal strategy sessions, pipeline reviews, and customer-facing meetings alongside an Enterprise Account Executive, learning the full sales cycle.
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 in CRM, and share field feedback with sales leadership and marketing.