Head of Delivery (TLR)

Remote

Full Time

Delivery

Senior Executive

Head of Delivery (TLR)

Are you an experienced leader ready to own global Tax, Legal & Regulatory delivery across SAP, Oracle & PeopleSoft? Do you thrive in complex, high-impact environments where Agile delivery, compliance, and enterprise software come together?

If you’re driven to lead global teams, shape critical regulatory outcomes, and deliver at scale in a fast-moving environment, we want to hear from you!

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About the role:

We’re looking for a Head of Delivery (TLR) to lead the global operating model for delivering regulatory updates across multiple enterprise platforms, ensuring that all statutory changes tax, payroll, HR, finance, and legal are accurately interpreted, engineered, tested, and deployed ahead of legislative deadlines.

You will oversee global Agile delivery teams, manage cross-functional governance, and ensure seamless coordination between engineering, QA, compliance, operations, and customer-facing teams.

This role combines deep enterprise application expertise, strong Agile delivery leadership, global regulatory insight, and executive-level stakeholder engagement.

What you’ll be doing:

As a Head of Delivery (TLR), you’ll be:

Leading global delivery of Tax, Legal & Regulatory (TLR) updates across SAP, Oracle, and PeopleSoft
Owning the end-to-end regulatory lifecycle from legislation monitoring to release delivery
Defining and governing global strategy, operating model, and delivery frameworks
Translating global regulatory changes into structured Agile delivery roadmaps and releases
Leading Agile development and QA teams across sprint, testing, and release management
Ensuring high-quality, on-time releases aligned to ISO9001 governance standards
Overseeing testing, regression, and release readiness across enterprise platforms
Managing customer communications, escalations, and compliance-critical deadlines
Driving delivery governance and reporting using monday.com
Supporting Sales & Marketing through RFPs, workshops, and customer engagements
Leading and developing global teams across engineering, QA, and consulting
Building scalable workforce models across employees, contractors, and partners
Driving performance, coaching, and a high-performing global delivery culture.

What we’re looking for:

To thrive in this role, you should have:

Strong leadership of global, multi-disciplinary delivery teams (engineering, QA, and operations)
Proven experience delivering TLR, statutory, or regulatory updates in SAP, Oracle, and/or PeopleSoft environments
Deep expertise in Agile delivery (Scrum/Kanban), release management, and end-to-end SDLC governance
Strong understanding of global tax, payroll, HR, finance, and regulatory compliance frameworks
Experience with enterprise-scale software delivery in governed environments (e.g., ISO9001 or equivalent)
Ability to manage complex stakeholder groups, including customers, executives, and internal teams
Commercial awareness with experience supporting RFPs, pre-sales, and customer-facing solution discussions
Strong workforce planning and resource management experience (employees, contractors, and partners)
Excellent communication skills with the ability to simplify complex technical and regulatory concepts
Proven ability to lead high-performing teams and drive continuous improvement in fast-paced global environments.

Interview process:

Our hiring process is designed to be efficient and transparent. Here’s what to expect:

Screening Call – A friendly chat with our Talent Acquisition team to get to know you and discuss the role
Hiring Manager Interview – Your chance to showcase your skills, experience, and ask us any questions about the role and team
Team Interview – Get to meet with other team members, dive into the exciting projects you’ll be working on, and experience the collaborative energy that drives our success!
Final HR Interview – A deeper conversation to understand your values, ensure a great cultural fit, and discuss the next steps.

Benefits and perks:

We offer a competitive salary and a comprehensive benefits package, including:

Competitive Salary We value your hard work with a competitive market salary and annual bonus
Medical, Dental, and Vision coverage
401K retirement savings plan
Length of Service Awards, including additional annual leave, bonuses, and paid sabbaticals
Remote Working Model – Work in a way that suits your lifestyle and enhances your productivity
Employee Assistance Program (EAP) – 24/7 confidential support and counselling services
Employee Development – A personalized competency framework with training opportunities to advance your career
Perkbox Perks – Exclusive discounts, cashback, and rewards, plus monthly Flexi Points to spend as you choose

About Support Revolution:

At Support Revolution, we help organisations break free from overpriced software support and forced upgrades, slashing maintenance costs while delivering superior service. Our mission is to empower businesses to reallocate savings into innovation, fuelling their growth.

If you’re ready to be part of a fast-growing, forward-thinking company, join us and be part of the revolution!

For more details, click here.

(Note: Support Revolution does not accept unsolicited CVs from agencies.)

By submitting your application, you consent to Support Revolution processing your personal data in accordance with our privacy policy, and for the purpose of recruitment for current and future roles. You can withdraw consent at any time.

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