About the Client

Our client is a premium financial services and business consulting firm. They specialise in tailored financial forecasting and strategic planning for SMEs with up to $10M USD in annual revenue.

Lookahead is a people-first firm. They combine sharp strategy with a warm approach to help clients grow their businesses—and they’re looking for someone who shares that mindset.

About the Role

We’re hiring a Customer Success Representative to help manage the client experience from first touch to long-term engagement. You’ll play a vital role in supporting the executive team, coordinating onboarding, overseeing client billing and contracts, and keeping customer relationships strong through thoughtful workflows and communication.

You’ll report directly to the Executive team and work across multiple functions, ensuring nothing slips through the cracks when it comes to delighting clients and keeping operations running.

Responsibilities

Client Experience & Engagement

Manage client onboarding, acting as the first point of contact for new clients.
Coordinate and schedule regular check-ins and touchpoints with existing clients.
Create and manage customer engagement workflows, including nurturing sequences and feedback loops.
Handle client appreciation programs (gifts, swag, etc.) to reinforce positive relationships.

Sales & Admin Support

Build sales proposals and support deliverables for prospective clients.
Support the executive team with administrative tasks and internal organisation.

Contracts, Billing & Collections

Oversee client contract management, from signing to renewal.
Track billing cycles, issue invoices, and follow up on collections with care and professionalism.

Qualifications

Previous experience in customer success, account management, or executive support roles.
Excellent English written and verbal communication skills (near native)
Strong organisational skills and attention to detail.
Comfortable using tools like Google Workspace, CRM systems, and basic workflow automation.
Able to manage multiple projects independently and communicate clearly with clients and internal stakeholders.

Employment Benefits

Private health insurance
Flexible holiday policy
Company-provided computer with 24/7 IT support
Paid candidate referral program
Direct exposure to successful entrepreneurs, executives, and international clients
Ongoing support and professional development through Connect Macedonia
Flexibility to work remotely