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) New MRR generated: EUR 2,000+/month (target grows to EUR 5,000+/month by month 3) Sales playbook delivered: Within 30 days of start date Active pipeline value: EUR 20,000+ in open opportunities Client meetings held: 5+ per week 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 Application review — within 1–2 business days Initial video call with Michel (CEO) — 30 minutes 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. Reference check Decision — within 1 week of trial What You Are Walking Into Honest description: one SDR newly in role, CEO doing sales by necessity, no formal sales playbook yet, pipeline exists but is unstructured, commission structure from day one, CEO closely involved for first 30 days then steps back. If you want a role where you are the architect of the sales motion at a company with real global infrastructure, 24 facilities, established brand, and uncapped commission — this is it. Apply with: Your CV, a brief description of your most relevant sales experience (especially DC/hosting/managed services background), and your current timezone. 3+ years B2B sales, pipeline building experience, CRM proficiency, fluent English, European timezone