Head of Sales — Datacenter Services (Europe)

Company Overview

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're a lean, remote-first team building the infrastructure backbone of the internet.

About the Role

This is a player-coach role. You carry your own quota AND build the playbook for the team.

We need someone who can get on a call with a European enterprise IT director, speak credibly about colocation and smart hands services, close the deal — and then turn around and show our SDR exactly how they did it.

The current sales situation: we have one SDR (Sadeed) who is newly ramping, and a CEO who has been the primary salesperson by necessity. You are walking into a sales function that needs structure, a playbook, and leadership. The pipeline exists — we have 4,547 DCT job postings across 2,305 cities and identified candidates for outreach. The strategy needs to be built.

Day-to-day you will:

• Own the full sales pipeline from prospecting to close

• Develop the Reboot Monkey sales playbook within your first 30 days

• Identify and pursue target accounts in DACH, Benelux, and UK markets

• Manage and coach Sadeed on outbound prospecting, qualification, and CRM hygiene

• Price deals, write proposals, and negotiate contracts

• Join technical calls with Hassan (Solutions Engineer) for complex scope conversations

• Report pipeline weekly to Michel: deals by stage, revenue forecast, activity metrics

• Build channel partner relationships with MSPs and IT consultants

What You'll Own (KPIs)

1. New MRR generated: EUR 2,000+/month (target grows to EUR 5,000+/month by month 3)

2. Sales playbook delivered: Within 30 days of start date

3. Active pipeline value: EUR 20,000+ in open opportunities

4. Client meetings held: 5+ per week

5. Team quota attainment: 80%+ monthly

Commission: 10–15% of new MRR for the first 12 months of each customer contract. Close a EUR 2,000/month colocation deal = EUR 200–300/month for 12 months.

Requirements

• 3+ years of B2B sales experience, with at least 1 year in leadership or senior IC role

• Experience selling in datacenter, hosting, cloud infrastructure, or managed services — OR strong European enterprise IT network

• Proven track record building a sales pipeline from scratch

• Comfortable managing an SDR: setting targets, reviewing calls, coaching

• HubSpot or similar CRM proficiency

• Available during European business hours (9 AM–5 PM CET)

• Fluent English. German or Dutch is a significant advantage.

Nice to Haves

• Existing network in European datacenter or managed services industry

• Experience managing a remote sales team across timezones

• Familiarity with writing RFP responses for DC services

• LinkedIn Sales Navigator experience

• Channel partner development experience

Compensation and Terms

• Monthly retainer: EUR 2,000–3,000 base depending on experience

• Commission: 10–15% of new MRR, paid monthly, for 12 months per customer

• On-target earnings (OTE): EUR 4,000–5,000/month when hitting quota

• Arrangement: Freelance / contractor — you invoice us monthly

• Hours: Full-time, 40 hours/week tracked via Hubstaff

• Performance reviews: Every 2 weeks for the first 3 months, then monthly

• Payment: Monthly, on the 5th of each month

Timezone Requirement

CET +/- 2 hours required. Client calls happen during European business hours. If you are not in a timezone that allows you to be sharp and available from 9 AM to 5 PM CET, this is not the right role.

How We Hire

1. Application review — within 1–2 business days

2. Initial video call with Michel (CEO) — 30 minutes

3. Paid trial task — 4–8 hours: write a 5-email outbound sequence targeting a European enterprise IT director, and create a mock proposal for a small colocation deal. EUR 50–100.

4. Reference check

5. Decision — within 1 week of trial

What You Are Walking Into

Honest descri