Fifth Dimension AI
Role Overview
We’re looking for a Head of CX to build and run our post‑sales operation at enterprise scale. Someone who builds systems while executing flawlessly on our most complex accounts. You’ll transform bespoke implementations into repeatable delivery, create onboarding that drives adoption, build support that scales, and establish account management processes that capture expansion. You’ll coach a cross‑functional team (Solutions, Account Manager, Customer Success) to operate independently while personally demonstrating excellence on our most strategic relationships. This is a player‑coach role for someone who’s built technical delivery operations from scratch at early‑stage startups. You’ll own the full post‑sales P&L: implementations, onboarding, support, renewals, expansion and the revenue growth targets that come with it. You must have experience scaling delivery operations in complex technical products, be comfortable managing across US/UK time zones, and thrive in ambiguity. If you need structure and perfect information before moving, this isn’t for you. About Fifth Dimension
Fifth Dimension has built an agentic AI operating system for real estate’s ‘money teams’, the investors, lenders, and asset managers who move billions. Our AI agents handle the data‑heavy workflows that consume 60% of these professionals’ time, delivering high accuracy while integrating seamlessly into existing file systems and data sources. We’re scaling rapidly, working with leading firms across the US, UK, EU, and APAC. Our values center on speed, directness, and exceptional execution. We’re mental‑health conscious, collaborative, and focused on building products that genuinely transform how professionals work. What You’ll Do
Build Delivery Operations at Scale
Transform our bespoke implementations into repeatable frameworks that let us onboard enterprise clients every week. Create onboarding programs that drive rapid adoption, build support that scales efficiently, and design account management processes that systematically capture expansion. You’ll make smart trade‑offs between customer requests and engineering capacity, directing technical resources to deliver brilliantly. Lead Cross‑Functional Delivery Teams
Manage Solutions and AM/CS teams across US and UK, coaching them to handle complex implementations and strategic accounts independently. Your success is measured by what your team can do without you, building the leverage that lets junior team members handle work that previously required senior intervention. Create capacity planning frameworks that let us scale predictably. Own Strategic Relationships & Revenue Growth
Step into the most complex enterprise accounts ($1M+) and demonstrate how it’s done. Navigate C‑suite relationships, drive expansion conversations, and build business cases that justify account growth. Handle difficult escalations that require senior presence and drive NRR >140% through delivery excellence, not just relationship management. Execute & Project Manage Technical Delivery
Jump into implementations when complexity demands it. Coordinate delivery across Solutions, engineering, and client stakeholders while creating clear scoping processes that set expectations before work begins. Triage ruthlessly; decide what needs custom work versus what can be templated versus what we push back on. Be the intelligent filter between “customer wants it” and “engineering builds it.” Fix operational problems directly when it’s faster than delegating. Who We’re Looking For
Built and scaled technical delivery operations:
Proven experience taking implementation, solutions, or professional services from chaotic to systematic; you’ve created frameworks that made delivery repeatable. Post‑sales systems builder:
Created scalable onboarding programs, training frameworks, and support operations; you know how to move clients from purchase to active usage to expansion. Enterprise delivery excellence:
Successfully delivered complex technical implementations for $1M+ enterprise accounts; can navigate complex organizations and project‑manage multi‑stakeholder rollouts. Cross‑functional team leadership:
Managed delivery teams that include Solutions, Customer Success, Account Management, and Support. Technical fluency:
Delivered products requiring real customization; comfortable translating between technical and business audiences; can triage work to create leverage versus technical debt. Relationship builder:
Built C‑suite relationships by delivering brilliantly; can have strategic expansion conversations and handle difficult escalations with senior stakeholders. Early‑stage startup/scale‑up experience:
Comfortable with ambiguity, autonomy, and rapid change; has built systems while executing at speed. Grit and bias to action:
Runs at problems; bias to action in difficult situations; doesn’t wait for perfect information or permission. People development:
Demonstrable experience coaching teams to operate independently; builds leverage through others, not just personal execution. NY‑based, in‑office 3 days/week, willing to travel regularly in US (25%) and semi‑regularly internationally. Compensation
We’re building something extraordinary, and we want extraordinary people. Our benefits package goes beyond the standard startup offering, from tailored support for life’s challenges (IVF, gender‑affirming care, ADHD diagnosis, and more) to meaningful parental leave. Salary: $160,000 – $200,000 annually Meaningful equity (standard vesting schedule) 2% company‑sponsored 401(k) contributions Company‑sponsored healthcare, dental, and life insurance Unlimited PTO $100 monthly well‑being budget Enhanced parental leave $1,000 annual training budget
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We’re looking for a Head of CX to build and run our post‑sales operation at enterprise scale. Someone who builds systems while executing flawlessly on our most complex accounts. You’ll transform bespoke implementations into repeatable delivery, create onboarding that drives adoption, build support that scales, and establish account management processes that capture expansion. You’ll coach a cross‑functional team (Solutions, Account Manager, Customer Success) to operate independently while personally demonstrating excellence on our most strategic relationships. This is a player‑coach role for someone who’s built technical delivery operations from scratch at early‑stage startups. You’ll own the full post‑sales P&L: implementations, onboarding, support, renewals, expansion and the revenue growth targets that come with it. You must have experience scaling delivery operations in complex technical products, be comfortable managing across US/UK time zones, and thrive in ambiguity. If you need structure and perfect information before moving, this isn’t for you. About Fifth Dimension
Fifth Dimension has built an agentic AI operating system for real estate’s ‘money teams’, the investors, lenders, and asset managers who move billions. Our AI agents handle the data‑heavy workflows that consume 60% of these professionals’ time, delivering high accuracy while integrating seamlessly into existing file systems and data sources. We’re scaling rapidly, working with leading firms across the US, UK, EU, and APAC. Our values center on speed, directness, and exceptional execution. We’re mental‑health conscious, collaborative, and focused on building products that genuinely transform how professionals work. What You’ll Do
Build Delivery Operations at Scale
Transform our bespoke implementations into repeatable frameworks that let us onboard enterprise clients every week. Create onboarding programs that drive rapid adoption, build support that scales efficiently, and design account management processes that systematically capture expansion. You’ll make smart trade‑offs between customer requests and engineering capacity, directing technical resources to deliver brilliantly. Lead Cross‑Functional Delivery Teams
Manage Solutions and AM/CS teams across US and UK, coaching them to handle complex implementations and strategic accounts independently. Your success is measured by what your team can do without you, building the leverage that lets junior team members handle work that previously required senior intervention. Create capacity planning frameworks that let us scale predictably. Own Strategic Relationships & Revenue Growth
Step into the most complex enterprise accounts ($1M+) and demonstrate how it’s done. Navigate C‑suite relationships, drive expansion conversations, and build business cases that justify account growth. Handle difficult escalations that require senior presence and drive NRR >140% through delivery excellence, not just relationship management. Execute & Project Manage Technical Delivery
Jump into implementations when complexity demands it. Coordinate delivery across Solutions, engineering, and client stakeholders while creating clear scoping processes that set expectations before work begins. Triage ruthlessly; decide what needs custom work versus what can be templated versus what we push back on. Be the intelligent filter between “customer wants it” and “engineering builds it.” Fix operational problems directly when it’s faster than delegating. Who We’re Looking For
Built and scaled technical delivery operations:
Proven experience taking implementation, solutions, or professional services from chaotic to systematic; you’ve created frameworks that made delivery repeatable. Post‑sales systems builder:
Created scalable onboarding programs, training frameworks, and support operations; you know how to move clients from purchase to active usage to expansion. Enterprise delivery excellence:
Successfully delivered complex technical implementations for $1M+ enterprise accounts; can navigate complex organizations and project‑manage multi‑stakeholder rollouts. Cross‑functional team leadership:
Managed delivery teams that include Solutions, Customer Success, Account Management, and Support. Technical fluency:
Delivered products requiring real customization; comfortable translating between technical and business audiences; can triage work to create leverage versus technical debt. Relationship builder:
Built C‑suite relationships by delivering brilliantly; can have strategic expansion conversations and handle difficult escalations with senior stakeholders. Early‑stage startup/scale‑up experience:
Comfortable with ambiguity, autonomy, and rapid change; has built systems while executing at speed. Grit and bias to action:
Runs at problems; bias to action in difficult situations; doesn’t wait for perfect information or permission. People development:
Demonstrable experience coaching teams to operate independently; builds leverage through others, not just personal execution. NY‑based, in‑office 3 days/week, willing to travel regularly in US (25%) and semi‑regularly internationally. Compensation
We’re building something extraordinary, and we want extraordinary people. Our benefits package goes beyond the standard startup offering, from tailored support for life’s challenges (IVF, gender‑affirming care, ADHD diagnosis, and more) to meaningful parental leave. Salary: $160,000 – $200,000 annually Meaningful equity (standard vesting schedule) 2% company‑sponsored 401(k) contributions Company‑sponsored healthcare, dental, and life insurance Unlimited PTO $100 monthly well‑being budget Enhanced parental leave $1,000 annual training budget
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