Inside Sales Representative

PointFive is a fast-growing company specializing in Cloud & AI Efficiency Management, serving notable clients like Fanatics and H&M. The Inside Sales Representative role focuses on accelerating the enterprise pipeline and managing inbound SMB opportunities, requiring strong commercial instincts and technical curiosity. Responsibilities Enterprise pipeline development Own outbound prospecting into named enterprise accounts through cold calling, email, LinkedIn, 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, FinOps 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 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 PointFive's reputation Represent PointFive at industry conferences, FinOps events, and cloud infrastructure summits — building your network and generating pipeline in the field Contribute to PointFive's market presence through social selling, LinkedIn engagement, and video outreach — we use LinkedIn video as a core prospecting channel, and you should be comfortable and confident on camera 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 Skills Bachelor's degree 1–3 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: emails and follow-ups that are clear, concise, and move things forward Familiar with CRM tools (Salesforce, HubSpot, or equivalent) and sales engagement platforms Able to work from the office 3–4 days per week and travel occasionally for conferences and events Exposure to cloud infrastructure, FinOps, DevOps, or AI workload cost management Active LinkedIn presence or comfort with social selling Familiarity with enterprise sales methodologies (MEDDIC, SPICED, Challenger, etc.) Experience selling to engineering, infrastructure, or FinOps personas For London: experience in EMEA markets; additional European language a plus Company Overview PointFive provides ongoing cloud cost savings by providing deeper detection and collaborative repair solutions It was founded in 2023, and is headquartered in New City, New York, USA, with a workforce of 51-200 employees. Its website is