Head Of Technical Services Jobs (NOW HIRING)

CaptivateIQ is transforming the way companies plan, manage, and optimize sales performance. We started by revolutionizing incentive compensation management, and now we're expanding our platform to solve broader sales planning challenges. Recognized by industry analysts like Forrester and G2 and backed by top-tier investors, including Sequoia, ICONIQ, Accel, and Sapphire Ventures, we empower high-growth companies like Netflix, Figma, and Stripe with the flexibility and insights needed to drive revenue performance.

Join a talented, fast‑growing team committed to solving some of the most complex and impactful problems in sales performance management.

CaptivateIQ is seeking a Vice President of Technical Services to unify and lead Professional Services, Technical Support, and Customer Education under one strategy. This newly architected role, reporting to the SVP of Customer Experience, is central to our mission of building a truly self‑service, AI‑powered enterprise platform – and to revolutionizing how we deliver customer enablement, onboarding, and product guidance at scale.

This leader will design and scale the next generation of technical service delivery: reducing support dependency, accelerating time‑to‑value, and enabling customers to self‑solve with confidence, while maintaining world‑class enterprise delivery.

This is a fully remote opportunity.

• Innovation: Develop and champion a bold, “next‑level” vision for Technical Services that accelerates CaptivateIQ’s shift toward a fully self‑service, product‑led customer journey.
• Strategy: Craft and socialize a multi‑year roadmap spanning Customer Education, Professional Services, and Technical Support, leveraging digital‑first, AI‑powered experiences to drive scale.
• Launch self‑service experiences: customer portals, in‑product guidance, AI‑assisted support, and scalable implementation templates.

• Overhaul our education program to prioritize embedded, contextual product guidance over static content – replace traditional training models with just‑in‑time, in‑app learning and personalized content delivery.
• Expand self‑service capabilities to reduce 1:1 support volume – e.g., searchable knowledge bases, diagnostic tooling, and AI‑assisted troubleshooting.
• Define the future of Professional Services by moving beyond standard implementation delivery to flexible, templatized, and AI‑augmented frameworks.
• Continuously uplevel team members to be strategic and consultative customer partners, while automating and productizing lower‑level transactional tasks.

• Ensure rigor and leadership‑level visibility of project health and status, risks, pipeline and resourcing visibility.
• Regularly engage with customers, beyond escalation management, to form long‑term relationships with key stakeholders, understand their perspectives, and serve as an internal voice of the customer.
• Surface recurring product gaps and usage friction through frontline insights and partner with Product & Eng to influence roadmap priorities.
• Establish, monitor, and continuously evolve KPIs aligned to digital adoption, reduced ticket volume, faster implementation times, improved CSAT, and tangible customer value realization.
• Instill a culture of curiosity, ownership, and customer obsession across all Technical Services teams – foster the culture of experimentation and innovation.

• Prior VP‑level experience in post‑sales functions (Professional Services, Customer Education, Technical Support, or analogous technical/strategy roles), Product leadership, or Strategy Roles within high‑growth SaaS organizations with a technical product.
• Demonstrated history of innovation, creative problem‑solving, or executing transformational change, not just incremental improvement, within customer‑facing teams or digital product functions.
• Comfort with ambiguity and “blank sheet” problem solving; entrepreneurial drive; strong internal pitch/advocacy skills.
• Visionary leadership: able to articulate and drive a radical new model for customer enablement and serve as a north star for the team and company.
• Change orchestration: proven ability to transform teams and mindsets, a champion for experimentation, calculated risk‑taking, and celebrating fast learning cycles.
• Customer‑obsessed systems thinking: always grounding decisions in the realities of diverse customer personas and their end‑to‑end experience.
• Deep operational strength with an innovative, systems‑thinking mindset.

• Experience in digital transformation, product management, design thinking facilitation, or leading AI‑ or automation‑forward initiatives.

• Comprehensive Healthcare: 100% coverage for medical, dental, and vision for all FTEs, with roughly 75% coverage for dependents.
• Flexible Time Off: Flexible vacation days plus quarterly mental health days to ensure you have the space to recharge.
• Annual Stipends: Dedicated funds for your professional development and caretaking needs.
• Work Anniversary Bonuses: Annual bonuses to celebrate your milestones and contributions to the CaptivateIQ team that grow as your tenure does.
• Retirement Savings (US‑Only): A 401(k) plan to help you invest in and secure your future.
• Premium Tools: The latest Apple hardware to empower you to do your best work.
• Inclusive Community: Active Employee Resource Groups (ERGs) that celebrate shared identities and support our DEI goals by fostering an environment where diverse talent thrives.

CaptivateIQ participates in E‑Verify, a web‑based system that allows enrolled employers to confirm the eligibility of their employees to work in the United States.

Compensation: $225,000 – $330,000 USD per year. OTE salary range and additional equity, health benefits, and perks are part of the total rewards package. Compensation in Canada may be provided in Canadian dollars.