Sales Development Representative

Wintermeyer Ventures; New York (NY); On-site; USD 100,000 - 200,000; Full time

Benefits offered by this job

No visa sponsorship

Job summary

Wintermeyer Ventures is seeking an energetic outbound sales specialist to drive top-of-funnel pipeline in New York City. You will target SMB engineering leaders and CTOs, booking meetings and shaping the motion toward an Account Executive path.

You will develop technical fluency in observability, Kubernetes, and AI agents to engage deeply technical buyers while collaborating with the growth team to scale outbound processes.

Qualifications

• 2+ years in sales at early-stage startups or high-performance sales teams.
• Experience selling into SMBs and startup ecosystems.
• Familiarity with developer tools, observability, and Kubernetes.
• Able to work independently with minimal oversight.
• Technical background is a plus; athletic background is a plus.

Responsibilities

• Own high-volume outbound prospecting to SMB engineering leaders and CTOs.
• Book 5+ qualified meetings per week through research and targeted outreach.
• Leverage events to convert attendees into booked pipeline.
• Build technical fluency to credibly engage deep technical buyers.
• Collaborate with growth to feed outbound workflows into automation.

Skills

Outbound sales

SMB selling

Startup ecosystem experience

Developer tools familiarity

Observability/Kubernetes

Independent work

Athletic background

Education

Computer science degree or equivalent

Tools

Kubernetes

Observability platforms

Job description

About the Role

This is a top-of-funnel pipeline generation role at a fast-growing, Series A AI infrastructure startup in New York City. You will own outbound prospecting, targeting SMB engineering leaders and CTOs, and play a direct role in fueling a sales motion that has already achieved strong ARR growth in a short period of time. It is a high-impact, high-visibility position with a clear path to Account Executive.

What You'll Do

• Execute high-volume outbound prospecting through cold calls, cold emails, and semi-automated sequences aimed at SMB engineering leaders and CTOs.
• Book 5 or more qualified meetings per week by researching accounts, crafting tailored outreach, and A/B testing messaging continuously.
• Leverage creative top-of-funnel events such as CTO dinners and sponsored experiences to convert attendees into booked pipeline.
• Develop technical fluency in observability, Kubernetes, and AI agents to engage credibly with deeply technical buyers.
• Collaborate with the growth team to feed manual outbound workflows into scalable automation pipelines and help refine the go-to-market engine.

What We're Looking For

• 2 or more years in sales roles at early-stage startups or high-performance sales cultures, with demonstrated success in SMB selling.
• Experience selling into startup ecosystems, including accelerator-backed companies.
• Working knowledge of developer tools, observability platforms, and Kubernetes.
• Comfortable working independently with minimal day-to-day oversight.
• Competitive, scrappy, and self-motivated with strong instincts for pipeline generation.
• Technical background, such as a computer science degree or equivalent, is a plus.
• Background as a collegiate or professional athlete is a plus.
• Must have existing work authorization (no visa sponsorship available).

Compensation & Benefits

On-target earnings of $200,000, comprising a $100,000 base salary plus commission. No visa sponsorship is available for this role.

Location

On-site, five days per week in New York City, New York, United States.