Head of New Sales - Destination Solution

ABOUT DESTINATION SOLUTIONS DS Destination Solutions — an HRS Group company — is a leading travel-tech provider digitizing the European vacation-rental market. Our all-in-one platform combines a Property Management System (PMS), Channel Manager, Booking Engine, payment solutions and Revenue Management — enabling holiday-rental agencies, destinations and hosts to manage, market and sell their properties automatically across a large distribution network. - 150+ distribution channels connected - ~350 exclusive DMO portals in reach - All-in-one PMS · Channel · Booking · Payment · Revenue Management platform - HRS Group — 35+ years building the global travel ecosystem BUSINESS UNIT While HRS Corporate serves enterprises in business travel, meetings and workforce accommodation, Destination Solutions owns the leisure side: the digital marketing and distribution of vacation rentals across DACH and beyond. We run our own portals — HRS Holidays and Tiscover — and partner with tourism organizations, holiday-rental agencies and hosts. The market is consolidating, and DS intends to be visibly at the top of it. Your mission is to personally win new logos across DMOs and short-term-rental agencies — selling full-cycle, from first outreach to signature, and displacing the competition along the coast and in the Alps. Location & work model — Home-based in Germany, remote-friendly, with occasional time in the office plus 30–50% travel to customers and industry events. Being based near the German coast or in the Alpine region is a strong plus — that's where your customers are. MISSION & IMPACT Mission — As Head of New Sales, you own and accelerate DS’s new-customer growth across DMOs and STR / holiday-rental agencies in DACH+. You personally close the most strategic logos — including competitive displacements — grow a disciplined hunter team, and position DS visibly at the top of a consolidating market. You translate the DS roadmap (PMS, Channel, AI workflows) into commercial wins. This is an actively selling sales leader (player-coach), not a pure manager. Impact — You fuel DS’s growth where it matters most: net-new ARR from the accounts that define market position. Every strategic logo you close, every hunter you ramp to full quota, and every competitor base you displace compounds into DS’s lead in a market that is picking its long-term winners right now. WHAT YOU’LL OWN Personal Deal Ownership (Player-Coach) - Lead 5–10 strategic deals end-to-end yourself. - Coach the team on the remaining pipeline through structured weekly deal reviews. Buying-Center Mastery & Deal Architecture - Navigate legacy agency owners, second-generation successors and semi-political DMO committees — consultative, relationship-led, multi-year; never an aggressive push. - Structure complex term sheets (volume tiers, transaction commissions, migration credits, exclusivity, exit clauses) with CRO/CEO; protect margin and lock-in. Competitive Displacement - Build and run a named-account program against top competitors’ customer bases. - Deploy DS differentiators — 150+ channels, ~350 exclusive DMO portals, AI workflows, revenue management. Team Build-Out & Sales Cadence - Lead and scale the team from 2 to 5 Sales Managers for New Business — recruiting, ramping and developing new team members to full quota. - Establish a clear cadence: MEDDPICC (or similar), HubSpot/SF hygiene, weekly forecast, monthly QBR, alignment with HRS Group sales logic. Voice of Market & Geographic Expansion - Deliver monthly structured feedback to Product and CRO on win/loss themes, price elasticity and roadmap gaps. - Design and own the coverage model for AT and (Phase 2) neighboring regions — territory design, language coverage, partner channels. WHO YOU ARE - 6+ years in B2B SaaS sales, including ≥3 years leading a quota-carrying sales team with focus new business (≥2 direct reports). - Vertical-SaaS / travel-tech background — ideally PMS, Channel Manager, hospitality, DMO, vacation rental or OTA connectivity. Adjacent vertical SaaS selling to SMB / owner-led customers with long cycles is acceptable. - Proven track record of complex deals: multi-stakeholder buying centers personally closed new-business - Commercial fluency: you read a term sheet, model LTV/CAC payback, and negotiate against procurement as confidently as against the owner instinct of family-run customers. - A DACH network in the holiday-rental, tourism, DMO or adjacent SMB-SaaS space — ideal. - Native-level German plus business English (C1+). - Willingness to travel 50–80% to customers and industry events across the German coast, the Alpine region and Austria. - Style: consultative, patient, intellectually curious about the customer’s P&L, at ease with owner/founder dynamics — yet uncompromising on qualification and deal velocity. OUR HIRING PROCESS Recruiter Call → Hiring Manager → Panel Interview → Bar Raiser The market is consolidating. The platform is built. Now DS needs someone to close it. A platform worth selling — 150+ channels, ~350 exclusive DMO portals, PMS-to-payment coverage and AI workflows in one stack. Real differentiation, not a feature add-on. Uncapped earning potential — a 60/40 fix/variable model, uncapped, with accelerators above target. Hunter comp for a hunter role. Subsidiary agility, group backing — the focus and speed of a specialized travel-tech unit, backed by HRS Group’s 35+ years and global reach. Own the market — you build the team, shape the coverage model, and personally close the logos that define DS’s position. Ready to own new sales in the vacation-rental market? Apply now.