CHIEF TECHNOLOGY & INTELLIGENCE TRANSFORMATION OFFICER
About LuxuryEstateWith 550,000+ luxury properties across 120+ countries and 1.8M monthly visitors, LuxuryEstate is the world's largest marketplace for $1M+ real estate. We connect 18,000+ elite agencies with global buyers seeking exceptional properties.We're in transformation mode. Under new CEO leadership, we're repositioning from property aggregator to premium intelligence platform—and technology is our competitive advantage.
The MandateWe need a Chief Technology & Intelligence Transformation Officer (CTITO) to architect and execute a complete technology overhaul. This is not optimization. This is reinvention.You'll partner directly with the CEO (strategy, positioning, KPIs) and CTO (execution, engineering) to rebuild our technology foundation and embed AI-driven intelligence across every touchpoint.Reporting: CEOLocation: Remote (European time zones) or Rome or Lisbon.Type: Full-time, Executive LevelStart: Q******
What You'll Drive
1. Strategic Transformation (30%)Translate business repositioning into concrete technology roadmapTransform technology from cost center to growth engineAlign platform investments with revenue accelerationDefine AI-native product strategy for premium differentiationPresent to board and key stakeholders quarterly
2. AI-Heavy Product Pivot (30%)Embed AI across the entire value chain:Content intelligence: Auto-enrichment, scoring, quality assessmentListing insights: Pricing analytics, market trends, comparative intelligencePersonalization: Smart search, recommendations, buyer-agent matchingLead optimization: Scoring, routing, conversion predictionAgent tools: Performance dashboards, market reports, content generationBuild differentiated capabilities competitors can't replicate. Establish data as strategic asset through governance, pipelines, ML infrastructure.
3. Architecture Overhaul (25%)Execute modernization across:Cloud-native infrastructure: Scalable, cost-efficient, resilientModular design: API-first, microservices where neededData architecture: Real-time pipelines, warehouse, ML opsPerformance: Observability, monitoring, optimizationTechnical debt: Structured reduction through phased migrationRationalize legacy systems. Build for rapid experimentation and premium UX.
4. KPI-Driven Engineering (15%)Embed business metrics directly into product and architecture:Real-time dashboards: traffic quality, conversion, engagement, revenuePerformance feedback loops between usage and strategyShift from vanity metrics to business-outcome engineeringInstrumentation and analytics infrastructureA/B testing framework for continuous optimization
Who You Are
Experience Required15+ years technology leadership (CTO, Chief Architect, CPO, CDO level)Proven turnaround experience: Modernized underperforming digital businessesAI/ML productization: Shipped ML-powered products at scalePlatform modernization: Led cloud migrations, architecture overhauls (€M+ initiatives)Marketplace/SaaS background preferred (real estate tech, media platforms, or similar)
Core CapabilitiesSystems architect: Deep expertise in scalable, modern architecturesAI strategist: Understand ML/AI beyond buzzwords—know how to productizeProduct thinker: Balance technical excellence with business outcomesKPI-driven: Obsessed with measurable impact, not just technology eleganceLeader & executor: Strategic vision + hands-on ability to unblock teamsStakeholder manager: Align CEO, CTO, Board, engineering, product
Personal TraitsBuilder with turnaround DNA: You've rescued and rebuilt beforeComfortable with ambiguity: Thrive in transformation, not steady-stateExecutive presence: Can present to board and inspire engineering teamsPragmatic visionary: Bold ideas grounded in execution realityBusiness-first technologist: Revenue and margins matter as much as architecture
Success Metrics ****** Months)
Technology FoundationModernized, cloud-native architecture deployedTechnical debt reduced by 60%+Platform performance improved 3x (speed, uptime, scalability)Development velocity increased 2x
AI IntegrationAI-powered features driving 30%+ engagement liftContent intelligence operational across all listingsPredictive analytics informing pricing and lead scoringData infrastructure supporting real-time ML models
Business ImpactTechnology directly attributable to revenue growthPremium positioning validated through product differentiationKey KPIs (conversion, engagement, retention) improved 40%+Technology recognized by board as central growth lever
OrganizationHigh-performance transformation culture embeddedEngineering and product teams upskilled in AI/MLClear 3-year technology roadmap with quarterly milestonesVendor/partner ecosystem optimized
Why This Role is Unique
Scope & AuthorityShape the future of a globally recognized luxury platformDirect partnership with CEO on company strategyExecutive mandate to redefine technology, data, AIControl significant budget and technology decisions
Transformation ScaleOne of the most ambitious AI pivots in luxury digital550k+ properties, 120 countries, 18k+ agenciesGreenfield opportunity within established brandImmediate impact on $M+ revenue business
Career-Defining OpportunityLead a complete platform reinventionBuild AI-native capabilities from scratchTurnaround story you'll showcase for yearsPath to Chief Product & Technology Officer or COO
Compensation & BenefitsBase Salary: Commensurate with experience and track record. We're looking for proven transformation leaders and will compensate accordingly for the right profile.Premio: Up to 30% of base tied to transformation milestones and business KPIs (conversion improvement, platform modernization progress, AI feature adoption, technical debt reduction)Benefits:Flexible remote work (office in Rome or Lisbon)Technology budget for tools, conferences, learningHealth insurance (location-dependent)
How to ApplySend your CV with subject line \"CTITO - [Your Name]\":Resume/CV highlighting leadership experienceCover letter (max 750 words) addressing: Your most significant technology transformation and resultsHow you've productized AI/ML at scaleWhy LuxuryEstate's transformation excites youYour approach to the first 90 days (high-level)
Final NoteThis role is for builders who've done it before.If you want to optimize an existing architecture ? this isn't it.If you want to reinvent a platform at global scale ? let's talk.We're not looking for perfect. We're looking for proven.
Ready to architect the future of luxury real estate intelligence?