Founding Enterprise Sales Leader

OllyGarden, Inc.; Northern (KY); Hybrid; USD 150,000 - 220,000; Full time

Job summary

OllyGarden, Inc. is seeking a founding enterprise sales leader in the United States to drive the entire sales cycle from prospecting to close.

You will directly access the CEO and shape the motion before scaling it, owning discovery, technical evaluations, negotiations, and procurement. You will refine ICPs, messaging, qualification criteria, and the forecast with the founders, build repeatable playbooks, and hand off wins to Customer Success while engineering owns implementation.

Qualifications

• Proven record sourcing and closing complex B2B infrastructure or developer-tools deals.
• Credibility with observability, SRE, platform and engineering buyers.
• Experience building pipeline without reliance on mature SDR/RevOps.
• US-based with access to buyers and observability/infra communities.
• OpenTelemetry familiarity and connections to observability or infra buyers.
• Experience working directly with a technical founder.

Responsibilities

• Own prospecting, discovery, technical evaluations, proof-of-value, negotiation, procurement, and closing.
• Refine ICP, messaging, qualification criteria, forecasting, and objection handling with the founders.
• Build lightweight systems and operating rhythm that future sellers can reuse.
• Hand closed customers to Customer Success while engineering owns deep technical implementation.
• Lead technical discovery and evaluations connecting telemetry quality to measurable customer outcomes.
• Close initial enterprise customers and document a repeatable, evidence-based sales playbook.

Skills

Sourcing and closing complex deals

Credibility with observability buyers

Pipeline-building without mature SDR/

US-based with access to observability/

OpenTelemetry familiarity and network

Job description

OllyGarden, Inc. is seeking a founding enterprise sales leader in the United States to drive the entire sales cycle from prospecting to close.

You will directly access the CEO and shape the motion before scaling it, owning discovery, technical evaluations, negotiations, and procurement. You will refine ICPs, messaging, qualification criteria, and the forecast with the founders, build repeatable playbooks, and hand off wins to Customer Success while engineering owns implementation.