Head of Sales — Datacenter Services (Americas)
Reboot Monkey, Staten Island, NY, United States
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.
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.
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: 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
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
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
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
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
#J-18808-Ljbffr
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.
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.
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: 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
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
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
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
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
#J-18808-Ljbffr