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Inside Sales Representative

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Pointfive
Full Time position
Listed on 2026-07-21
Job specializations:
  • Sales
    B2B Sales, Business Development, SaaS Sales, Account Manager
Salary/Wage Range or Industry Benchmark: 70000 - 125000 USD Yearly USD 70000.00 125000.00 YEAR
Job Description & How to Apply Below

About Point Five

Point Five is the AI Efficiency OS. From the cloud to the coding agent, we’re the only platform that manages AI spend everywhere it happens.

Engineering and Fin Ops teams use Point Five to make their organizations more efficient and their cloud and AI more effective. We don’t just show what you spend. We show what you’re wasting, and we fix it autonomously. NuBank saw ROI in 10 days. Customers average 1,200%+ ROI and a 4.9 rating on G2.

Founded by the team behind Int Sights (acquired by Rapid7), Point Five recently closed a $60M Series B led by Accel, with participation from Entrée Capital and Salesforce Ventures.

The Role

We’re hiring an Inside Sales Representative to accelerate our enterprise pipeline and own our inbound SMB business. You’ll partner directly with Enterprise Account Executives to penetrate named enterprise accounts — going deeper and staying longer than a typical BDR. When SMB opportunities come inbound, you own them end-to-end.

This role is for someone with genuine commercial instincts, technical curiosity, and the hunger to grow into a full-cycle enterprise seller.

What You’ll Do Enterprise pipeline development
  • Own outbound prospecting into named enterprise accounts through cold calling, email, Linked In, and other creative channels — your goal is to open doors that weren’t open before

  • Build and execute account plans alongside your EAE partners: researching target organizations, mapping stakeholders, identifying champions, and sequencing outreach across multiple buying centers

  • Lead early-stage discovery calls with engineering leaders, Fin Ops practitioners, and infrastructure decision-makers — and advance those conversations meaningfully rather than just handing them off

  • Participate in deal strategy sessions, pipeline reviews, and customer-facing meetings alongside your EAE, contributing context and earning credit as enterprise opportunities progress and close

  • Track your enterprise activity, pipeline, and account progress meticulously in CRM — your RVP/RSD should be able to look at your accounts at any time and understand exactly where things stand

SMB ownership
  • Manage inbound SMB opportunities end-to-end: respond quickly, run discovery, demonstrate the product, handle objections, negotiate, and close

  • Build relationships with SMB buyers who may grow into larger accounts over time, treating every deal as a long‑term investment in Point Five’s reputation

Brand and market presence
  • Represent Point Five at industry conferences, Fin Ops events, and cloud infrastructure summits — building your network and generating pipeline in the field

  • Contribute to Point Five’s market presence through social selling, Linked In engagement, and video outreach — we use Linked In video as a core prospecting channel, and you should be comfortable and confident on camera

Feedback and collaboration
  • Share what you’re hearing in the field — from prospects, from competitors, from stalled deals — with your RVP/RSD and marketing so we keep improving our messaging and approach

  • Lean on your teammates: the EAEs and your manager are invested in your growth, and the best people in this role use that resource aggressively

Who You Are

The skills on a resume matter, but the traits below are what actually predict success in this role. We’re looking for people who are wired a certain way — not just credentialed a certain way.

Curious: You ask better questions than most. You want to understand how things work — your product, your prospect’s business, your industry — and that curiosity drives you to keep learning without being told to.

Hungry: You have a chip on your shoulder in the best way. You set a high bar for yourself, put in the work, and don’t need external pressure to stay motivated. You know that early‑stage, high‑growth environments reward people who outwork and out‑prepare everyone else.

Accountable: When something goes wrong, your first instinct is to figure out what you could have done differently — not to find an excuse. You own your numbers and your pipeline, and you follow through on what you say you’ll do.

Organized. You can manage multiple accounts, priorities, and work streams without dropping the ball.…

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