Head of Sales — Datacenter Services; Americas

About Reboot Monkey

Reboot Monkey is a global datacenter services provider headquartered in Haarlem, Netherlands, operating 24 green-powered facilities across 6 continents.

We deliver colocation, IP transit, smart hands, remote hands, and managed datacenter services to clients worldwide. We are a lean, remote‑first team building the infrastructure backbone of the internet.

Our clients range from hyperscalers and carriers to enterprises and startups who need reliable, fast datacenter operations — 24 hours a day, 7 days a week.

We are hiring a Head of Sales for the Americas region (United States, Canada, Latin America) to own revenue generation across this critical market. This is not a corporate sales management role where you sit in meetings all day — this is a hands‑on, deal‑closing, pipeline‑building role for someone who is deeply technical and genuinely passionate about the datacenter industry.

We look for a tech nerd who understands the industry. You know what colocation means. You know why BGP peering matters. You can have a technical conversation with a network engineer about cross‑connects and then switch to a commercial discussion with a CFO about TCO.

You will own the entire sales cycle in the Americas: prospecting, qualifying, proposing, negotiating, and closing. You will work closely with our SDR team for lead generation and with our operations team for service delivery. Your success is measured by revenue — Monthly Recurring Revenue (MRR) is your north star.

• Own the Americas sales pipeline end-to-end: prospect, qualify, propose, negotiate, close
• Build and execute a regional go‑to‑market strategy for colocation, smart hands, remote hands, and IP transit
• Develop and maintain relationships with enterprise clients, carriers, hyperscalers, and MSPs in the region
• Represent Reboot Monkey at industry events: NANOG, PTC, capacity conferences
• Collaborate with SDRs on outbound targeting and campaign messaging for the Americas
• Negotiate contracts and pricing — you have authority to structure deals within approved frameworks
• Provide market intelligence: competitive landscape, pricing trends, customer needs
• Report on pipeline, forecast, and revenue monthly to the CEO

• New MRR: EUR 10,000+ new MRR per quarter within first 6 months
• Pipeline value: 3× the quarterly target always in pipeline
• Win rate: 25 %+ on qualified opportunities
• Client meetings: 20+ per month with qualified prospects
• Deal cycle:
  Average close within 45 days of qualified opportunity

• Monthly retainer: EUR 2,000–3,000 depending on experience
• Commission: 10–15 % of new MRR generated (paid monthly, uncapped)
• Arrangement:
  Freelance / Contractor — you invoice us monthly
• Hours:
  
  Full-time, 40 hours/week
• Time tracking:
  Hubstaff is required for all team members — this is how hours are verified for billing
• Performance reviews:
  Every 2 weeks for the first 3 months, then monthly. KPIs are shared upfront — no surprises.
• Payment:
  Monthly, on the 5th of each month for the previous month

Remote. Must be based in the Americas (North America, Central America, or South America) with strong overlap with US business hours.

• Application review — We review every application within 1–2 business days
• Initial video call with Michel (CEO) — 30 minutes. We want to hear about your experience and how you handle real-world scenarios.
• Paid trial task — A go‑to‑market exercise: you receive a brief on Reboot Monkey’s services and 3 target market segments — you must build a 90‑day sales plan, identify 10 target accounts, and draft outreach for 3 of them. Compensated at EUR 50–100 depending on scope.
• Reference check — One call with a previous employer or client
• Decision — Within 1 week of completing the trial task

The Americas is our largest growth opportunity. We have facilities, we have services, we have competitive pricing — we need someone who can turn that into revenue. You are not joining a large sales org; you are building it. If you crush it, you'll have the opportunity to hire your own team and scale the Americas operation.

Your CV, a brief note on your datacenter/infrastructure…