Head of Customer Delivery

Deliverect; Toronto; On-site; CAD 140,000 - 200,000; Full time

Job summary

Deliverect is seeking a Head of Customer Delivery for the Americas to lead large-scale enterprise implementations across North America and Latin America. You will serve as the primary delivery authority, coordinating with internal teams, regional leaders, and client executives to ensure successful go-lives and measurable business value.

You will drive AI-driven automation, establish onboarding frameworks, and build scalable processes while maintaining a focus on risk management, governance, and

Qualifications

• Bachelor’s degree in Business, IT, CS, or equivalent experience.
• 4+ years in technical implementation, professional services, or program management.
• Experience with enterprise platform rollouts across multiple parties.
• Strong API/integration fluency and multi-stakeholder credibility.

Responsibilities

• Own high-visibility enterprise implementations across NOAM and LATAM from kickoff to stabilization.
• Partner with regional leaders to standardize onboarding motions and staffing models.
• Lead AI-driven automation initiatives in delivery to cut manual work.
• Serve as senior escalation lead to unblock critical integrations and restore trust.
• Foster cross-functional alignment across Product, Engineering, Support, Sales, and Partnerships.
• Provide exec stakeholders with data-driven delivery health and risk metrics.

Skills

Executive stakeholder management

API & integrations

Cross-functional leadership

Delivery project management

Strategic planning

Travel readiness

Education

Bachelor’s degree or equivalent

Tools

Project management tools

Job description

At Deliverect, our API-first platform is revolutionizing commerce by providing a connected suite of on and off-premise solutions. We empower both the food and retail industries to expand their revenue and simplify their operations, creating seamless experiences for businesses to sell anywhere and deliver everywhere. Join us in this exciting journey, where your contributions will directly impact how businesses connect with their customers in a rapidly evolving global market.

Department Focus:

The Customer Delivery team at Deliverect is a dedicated group of seasoned professionals committed to driving unparalleled success for enterprise businesses.

Leveraging a deep understanding of large-scale needs, we craft seamless technical integration plans that streamline processes, reduce errors, and elevate operational efficiency, directly contributing to our clients’ ambitious business goals. Our holistic approach encompasses expert project management, technical proficiency, and continuous improvement, ensuring quality and mitigating risks while we collaborate closely with customers to tailor our services to their unique requirements, providing ongoing support and customization to maximize their platform benefits and achieve significant gains in customer satisfaction and ROI.

Your Impact:

As the Head of Customer Delivery for the Americas, you will lead Deliverect’s largest, most complex implementation initiatives across North America and Latin America, directly accelerating time-to-value and safeguarding enterprise revenue. Serving as the primary executive escalation point and delivery architect, you will bridge technical and operational gaps across internal teams, POS/delivery partners, and enterprise client executives to ensure predictable, high-impact go-lives. In this pivotal role, you will also harness AI-driven innovations and establish scalable onboarding frameworks that empower regional implementation teams to deliver consistent, top-tier customer outcomes at scale.

What you will do:

• Own and direct Deliverect’s highest-visibility, highest-complexity Enterprise implementation projects across NOAM and LATAM from kickoff through stabilization, serving as the primary delivery authority and managing senior executive stakeholders on all sides (approx. 30% of time).

• Partner side-by-side with regional Implementation Heads and Leads to design, standardize, and continuously refine Mid-Market and Enterprise onboarding motions, establishing repeatable playbooks, staffing models, and proactive risk-management frameworks across the Americas (approx. 25% of time).

• Spearhead the adoption of AI-driven automation tools and workflows within the delivery lifecycle to eliminate repetitive manual tasks, drastically reduce time-to-value, and enable teams to focus on complex integration engineering (approx. 25% of time).

• Act as the final senior escalation leader for high-risk projects, deploying strong judgment, urgency, and executive presence to unblock stalled integrations, resolve partner friction (POS, payment, logistics), and restore customer trust (approx. 10% of time).

• Build strong cross-functional alignment across internal Product, Engineering, Support, Sales, and Partnerships teams to resolve complex technical blockers and establish seamless internal escalation channels (approx. 5% of time).

• Provide executive leadership with transparent, data-driven visibility into delivery health, project forecasts, and risk metrics across the Americas, enabling proactive intervention before challenges impact client satisfaction (approx. 5% of time).

What you will Bring:

• Bachelor’s degree in Business, Information Technology, Computer Science, or equivalent work experience.

• 4+ years of hands-on experience in technical implementation, professional services, customer delivery, or technical program management, with a proven track record of driving large-scale, multi-party enterprise platform rollouts.

• Deep domain experience within the restaurant, food delivery, or hospitality tech ecosystem (POS systems, online ordering platforms, kitchen operations, and third-party delivery integrations).

• Proven experience establishing program governance and managing executive C-suite stakeholders during high-stakes implementations or critical escalations.

• Strong technical fluency in APIs, integrations, and multi-party software environments, enabling immediate credibility with client IT leadership and internal engineering teams.

• Excellent cross-functional leadership and persuasion skills to mobilize Product, Engineering, and external partners toward rapid resolution without direct line authority.

• Exceptional written and verbal communication skills in English, with professional fluency in Spanish highly preferred to support LATAM engagements.

• Demonstrated willingness and ability to travel across the Americas (NOAM and LATAM) as needed for key client executive business reviews or critical partner engagements.

• Prior background in top-tier technology or management consulting (e.g., Deloitte, Accenture, Capgemini, PwC) or experience scaling delivery operations within a high-growth SaaS scale-up is strongly preferred.

• PMP, PRINCE2, Agile, or equivalent program management certifications are a plus.

Join Our Innovative Journey:

At Deliverect, we’re not just building a platform; we’re redefining how restaurants and retailers connect with their customers globally. We’re looking for agile, ambitious, and resourceful team members who are excited to tackle complex challenges, take calculated risks and contribute to innovative solutions that shape the future of commerce.

What You’ll Gain by Joining Us:

Invest in Your Growth-

We provide a dedicated learning budget to help you expand your skills and knowledge in this dynamic environment.

Solve Meaningful Challenges-

Contribute to tackling some of the most significant challenges in the global tech industry, directly impacting the way businesses operate worldwide.

Drive Innovation-

Immerse yourself in a culture where innovation isn’t just a buzzword – our weekly releases and new features ensure you’re always working on cutting-edge solutions.

Collaborate with a Global Team-

Be part of a diverse, international team that values transparency, visibility, and a multitude of perspectives.

Be Part of a Unicorn-

Join a rapidly scaling SaaS unicorn at the forefront of the order management industry, where your contributions have significant impact.

Enjoy Regionally Tailored Rewards-

Our compensation and benefits packages are thoughtfully designed to reflect the unique needs of each market, ensuring you’re supported with what matters most—right where you are.

Our Commitment to Inclusion:

We are dedicated to building a diverse and inclusive workplace where everyone feels valued and has equal opportunities to succeed. We strongly encourage applications from underrepresented groups.

Important Information:

1. Fluency in English is required, with strong written and verbal communication skills being essential.

2. Applicants must possess the legal right to work in the country where the role is based, as we are currently unable to provide financial assistance for relocation or travel.

3. Please note that certain roles may require a background check as a condition of employment, and you will be informed of this during the initial screening process.

4. We strive for an efficient and objective hiring process. Please be advised that an Artificial Intelligence tool is utilized to assist in the initial screening and assessment of applications based on required skills and qualifications. This process is designed to support our recruiters and does not replace human review.

If you require any accommodations or support during the recruitment process due to a disability, please do not hesitate to contact us at [e-mail].

Ready to shape the future of commerce with us? Explore our opportunities and apply today!