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.

About the Role

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.

You are 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 are not reading a sales playbook — you are the playbook for this region.

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.

What You'll Do

• 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

Your KPIs

• New MRR: EUR 10,000+ new MRR per quarter within first 6 months

• Pipeline value: 3x of 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

Compensation and Terms

• 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

We are a growing company building our team. This is an early-stage hire — you will have real ownership and direct impact. You are not slotting into a legacy process; you are building the operational foundation of a global company.

Location

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

How We Hire

1. Application review — We review every application within 1–2 business days

2. Initial video call with Michel (CEO) — 30 minutes. We want to hear about your experience and how you handle real-world scenarios.

3. 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.

4. Reference check — One call with a previous employer or client

5. Decision — Within 1 week of completing the trial task

Our hiring process includes a paid trial task because we want to evaluate real work, not just interview performance. It also gives you a chance to see whether this role is the right fit for you.

Why This Role Matters

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.

Apply with: Your CV, a brief note on your datacenter/infrastructure sales experience, and examples of deals you've closed.

Requirements

• 3+ years of B2B sales experience in the datacenter, hosting, cloud, or telecommunications industry

• Deep technical understanding of datacenter services: colocation, interconnection, IP transit, smart/remote hands

• Proven track record of closing deals and hitting revenue targets — show us your numbers

• Strong network in the Americas datacenter/telecom ecosystem

• Experience with the full sales cycle: prospecting through contract negotiation and close

• Excellent written and spoken English

• Self-starter who thrives in a lean, fast-moving environment — no hand-holding

• Comfortable with CRM tools and pipeline management

Nice to Haves

• Existing relationships with carriers, hyperscalers, or enterprise IT teams in the Americas

• Experience selling in LATAM markets (Spanish/Portuguese a plus)

• Understanding of PeeringDB, IX ecosystems, and BGP routing

• Previous experience at a datacenter operator, colocation provider, or MSP

• NANOG, PTC, or capacity conference attendee/speaker