Head of Technical Success

Pinpoint; Remote; GBP 80,000 - GBP 120,000; Full time

Job summary

A high-growth HR tech company is seeking a Head of Technical Success to lead the newly established function. This role involves overseeing technical delivery to enterprise customers and managing technical teams to ensure quality and efficiency. Essential qualifications include substantial experience in customer-facing technical roles and understanding of B2B SaaS products. You're expected to build strong customer relationships and improve operational excellence. A remote role with strong growth opportunities, focused on hands-on delivery and team management.

Benefits

Comprehensive healthcare

Unlimited holidays

Mental health support

Retirement contributions

Remote-first work environment

Equity participation

Fully paid parental leave

Learning budget

Qualifications

• Extensive experience in technical roles like Solutions Engineering or Technical Account Management.
• Experience in startup or scaling environments, capable of building structure from scratch.
• Direct accountability for delivery quality and customer escalations.

Responsibilities

• Oversee Technical Account Management function and build the team.
• Manage customer-facing technical teams and ensure quality configurations and integrations.
• Act as a technical counterpart to Sales and Customer Success.

Skills

Customer-facing technical experience

Experience in B2B SaaS

Understanding of APIs and integrations

Leadership in technical teams

Operational delivery skills

Job description

Head of Technical Success

Department: Engineering

Employment Type: Full Time

Location: United Kingdom

Reporting To: VP of Engineering

Description

Hi I’m Dom, VP of Engineering at Pinpoint.

We’re a high-growth HR tech company building software that helps in-house recruitment teams attract, hire, and onboard the right talent. We have a mature product, strong product–market fit, and a growing base of enterprise customers.

As the business has grown, more and more critical technical customer work has landed outside any clear owner. That work spanning delivery, integrations, data, and customer-facing enablement like career sites currently sits across multiple teams and often ends up with the CTO or VP of Engineering.

This is where you come in. We’re establishing Technical Success as a dedicated function for the first time, and we’re hiring a Head of Technical Success to own it end to end.

From day one, you'll manage two teams (4 direct reports today), Technical Account Management and Careers Site Support, and bring them together under a single operating model. You'll own technical customer outcomes across delivery and enablement, overseeing Technical Account Management, which handles implementations, integrations, data work, and complex escalations, and Careers Site Support, which builds and maintains customer-facing career sites used by Sales and customers.

You’ll act as the primary escalation point for complex technical issues, unblock Sales and CS, protect Engineering from ad-hoc work, and turn what is currently fragmented into something predictable, scalable, and trusted.

The fine print (but a bit more exciting):

• This is a remote role based in the UK, with occasional in-person meetups
• Our product is deep, flexible, and genuinely complex; you’ll need to understand APIs, integrations, data flows, and system constraints under the hood
• While we’re PE-backed, we operate with bootstrapped discipline — you’ll be expected to scale impact through process, tooling, and prioritisation rather than just adding headcount
• You’ll spend a meaningful amount of time in the weeds early on, earning credibility by doing the work alongside your team
• This role will not suit someone who prefers strategy, architecture, or advisory work over hands-on delivery and operational ownership
• Success in this role is measured by clear ownership of Technical Success, reduced CTO and VP Engineering involvement in day-to-day customer work, faster and more predictable onboarding, strong trust from Sales and CS, and clear visibility into quality, throughput, and team capacity.
• Our values actually matter here. We hire people who reflect them in how they work, collaborate, and make decisions

About the Role

• Oversee the Technical Account Management (TAM) function day-to-day and build the function from the ground up
• Own the quality and consistency of enterprise configurations, integrations, and technical delivery
• Join complex customer calls when deep technical context or escalation is required, particularly around configuration, integrations, or platform behaviour
• Act as the technical counterpart to Sales, CS, Implementation, and Developer Support
• Drive the move toward self-service over time by identifying repeat work and reducing Engineering dependency

• Lead and manage the Careers Site Support team responsible for customer- and sales-facing career sites
• Ensure career sites are delivered on time, maintained consistently, and support Sales and CS effectively
• Own enablement workflows that support new deals, onboarding, and ongoing customer success
• Identify opportunities to improve efficiency and operational excellence across career site work, including proposing tooling, automation, or structural changes as the function matures

• Lead and manage a small, high-output team spanning Technical Account Management and Careers Site Support
• Unblock your team by setting priorities, and making decisions
• Hire, onboard, and develop future team members
• Define and track metrics that show quality, throughput, and efficiency
• Own capacity planning and throughput — understanding where the team is at capacity and defining how (and if) it scales
• Identify tooling gaps and build the case for investment where needed

About You

• Meaningful experience in customer-facing technical roles such as Solutions Engineering, Technical Account Management, Implementation, or Customer Engineering
• Recent and substantial experience working in a startup or early scale-up environment, comfortable building structure from scratch without the support systems of a large or highly mature organisation
• Experience managing customer-facing technical teams (e.g. Technical Account Managers, Customer Engineers, Implementation or Technical Success teams), with direct accountability for delivery quality, prioritisation, and escalations
• Experience working with complex, configurable B2B SaaS products and enterprise customers
• Strong technical fluency around APIs, integrations, and data flows in a B2B SaaS environment — enough to diagnose issues, advise customers, and identify tooling gaps (without needing to write production code)

• Technical Account Management (2 people today): owns technical delivery for enterprise customers, including configuration, integrations, complex escalations, data migrations, and ad-hoc technical requests. TAMs exist to take some technical work off the plates of CSMs and Implementation Managers and act as the first line of deep technical support.
• Careers Site Support (2 people today): Front-end developers building and maintaining customer-facing career sites for Sales prospects and customers, supporting demos, onboarding, and ongoing changes. This work is critical to both winning new deals and supporting customers post-sale.

• This role reports to the VP of Engineering
• Sitting in Engineering gives Technical Success the leverage needed to protect engineers from ad-hoc customer work over time and create clearer escalation paths

Very hands-on. You’ll be close to the work — joining customer calls when escalation or deep technical context is needed, working alongside TAMs and Careers Site Support, and getting into the details of how delivery and enablement actually happen today. This is not a strategy-only leadership role.

Your initial focus will be on understanding the product and the reality on the ground. You’ll build deep product mastery across implementations, integrations, data work, and career sites, while also getting hands-on with live customer issues, escalations, and onboarding. The goal is to develop a clear picture of what’s working, what’s broken, and where effort is being spent, and start identifying gaps in playbooks, processes, and ownership.

By this point, core playbooks should exist for the main Technical Success workstreams and common scenarios. You’ll have defined a clear operating model across Technical Account Management and Careers Site Support, built a strong understanding of the customer base (including key enterprise accounts and risk areas), and set clearer priorities for the team with better visibility into capacity and trade-offs.

Around the 90-day mark, the function should start to feel more predictable and less reactive. Team structure will be clearly defined, with hiring underway if additional capacity is needed. You’ll have delivered early wins on at-risk or high-impact accounts, and CTO and VP Engineering involvement in day-to-day technical customer work should be noticeably reduced.

Technical Success is operating as a clearly owned and trusted function. There’s visibility into customer health and delivery quality that didn’t exist before, onboarding is faster and more consistent, and Sales and CS know exactly when and how to involve Technical Success. You've earned credibility with customers, the team, and leadership by being close to the work and delivering results.

• No
• This role enables expansion through adoption, readiness, and delivery quality
• Success is measured on efficiency, predictability, and reduced friction — not revenue targets

• The team is 4 people today and operating at capacity
• Part of this role is defining the output model and planning how (and if) the team should scale over time

• You don’t need to write production code
• You do need to understand APIs, integrations, data flows, and SaaS architecture well enough to diagnose issues, make decisions, and identify tooling gaps

• Integrations (for example, calendar integrations)
• Data migrations from other ATSs
• Ad-hoc data change requests that currently require Engineering support

What We Offer

We want Pinpoint to be the best place you’ve ever worked—somewhere you feel valued, supported, and excited to grow. Here’s what you’ll get:

• Comprehensive healthcare – Excellent medical, dental, & vision coverage for you and your family
• Unlimited holidays – Take the time you need to rest and recharge
• Mental health support – Unlimited, immediate access to professional counseling via Spill
• Retirement contributions – 401k or pension contributions depending on your location
• Remote-first – Work where you’re most productive, with flexibility and trust as the default
• Equity with real upside – Share in the long-term value you help create
• Fully paid parental leave – Up to 16 weeks of paid leave for new parents
• Learning budget – Annual funds for courses, books, or anything that supports your growth

A detailed overview of our benefits can be found here.