Department: B2B & Schools / HQ Operations
Reports To: Head of Planning
Works Closely With: B2B Sales, Schools Sales, Warehouse Team Lead, Finance, Planning, Product
Location: HQ - Brackengate
Employment Type: Full-time | Monday to Friday

JOB PURPOSE

The B2B Stock Controller is the HQ-based operational brain behind all B2B and Schools order fulfilment. This role acts as the critical link between account managers, planners, the warehouse outbound team, finance, and suppliers - ensuring that every order is planned accurately, tracked meticulously, and dispatched on time and in full (OTIF).

While the B2B & Schools Outbound Team Lead owns the physical execution in the warehouse, this role owns the upstream planning, system accuracy, process improvement, and cross-functional coordination that makes execution possible. Together, these two roles form a complete end-to-end B2B & Schools fulfilment engine.

KEY RESPONSIBILITIES

1. Order Planning & Pipeline Management

• Own the full B2B and Schools order pipeline from receipt through to handover to the warehouse outbound team.
• Liaise with Account Managers and School Sales to understand lead times, dispatch priorities, and client requirements.
• Use Trello and other tools to track order status, fulfilment progress, and delivery follow-ups.
• Monitor fulfilment timelines to ensure OTIF (On Time In Full) delivery across all B2B and School channels.
• Anticipate pipeline risks, flag capacity or stock concerns early, and coordinate solutions proactively.

2. Inventory Management & Accuracy

• Maintain accurate records of all B2B and Schools inventory transactions - receipts, issues, returns, and transfers.
• Monitor stock levels and ensure physical counts align with system records through cycle counts and audits.
• Investigate and resolve inventory discrepancies or variances in a timely and documented manner.
• Update inventory data in Cin7 with precision and consistency.
• Monitor popular school and B2B product stock levels and flag potential shortages or overstock risks.
• Identify slow-moving, excess, or obsolete stock and make recommendations for reallocation or disposal.

3. Stock Control & Optimisation

• Ensure optimal stock levels are maintained to meet B2B and Schools operational demands.
• Coordinate with procurement and planning teams to manage replenishment schedules.
• Oversee all B2B-related stock movement and reconciliation end-to-end.
• Process returns, damaged goods, or exchanges in collaboration with the warehouse team.
• Ensure QC standards are upheld across all inbound B2B and Schools stock.

4. System Administration & Documentation

• Accurately reflect all B2B and Schools stock movements in Cin7.
• Generate inventory and fulfilment reports (daily, weekly, monthly) for management review.
• Maintain clear documentation for all stock in/out, stocktakes, adjustments, and transfers.
• Document key procedures and continuously improve B2B order systems for future scalability.
• Operate inventory management systems and train warehouse support staff as required.
• Identify and suggest system or process improvements to enhance inventory tracking and efficiency.

5. Supplier & Fulfilment Coordination

• Coordinate with embroiderers and external suppliers for school merchandise and co-branding requirements.
• Ensure incoming and outgoing stock is logged and cross-checked against dispatch sheets.
• Communicate regularly with schools and B2B clients to confirm order expectations, timelines, and delivery details.
• Liaise with the warehouse outbound team to ensure accurate picking, packing, and dispatch execution.

6. Reporting & Process Improvement

• Provide regular reporting on order status, fulfilment rates, delays, and OTIF performance.
• Identify recurring operational issues and propose and implement process improvements.
• Implement best practices for inventory control to reduce loss, shrinkage, and human error.
• Support internal and external audits by providing inventory records and documentation as required.

SKILLS & QUALIFICATIONS

• Strong Excel and systems knowledge - particularly for inventory tracking and reporting.
• Experience in logistics, stock management, or fulfilment operations preferred.
• Excellent communication skills with strong follow-through and attention to detail.
• Highly organised - comfortable managing multiple concurrent orders and deadlines.
• Solution-driven mindset with the ability to take ownership in a fast-paced environment.
• Ability to collaborate cross-functionally and build trust with internal and external stakeholders.

PERFORMANCE METRICS

• OTIF (On Time In Full) fulfilment rate across B2B and Schools orders.
• Inventory system accuracy - reduction in stock discrepancies and write-offs.
• Order pipeline visibility - Trello board health and proactive flagging of risks.
• Speed and quality of supplier and client communication.
• Successful documentation and handover of B2B order processes for scalability.
• Cross-functional feedback from Planning, Sales, and Warehouse teams.

HOW TO APPLY

If this sounds like you, please send your CV to recruitment@oldschool.co.za with the subject line B2B Stock Controller.

Reporting To: Marketing Manager
Location: Brackengate
Work Arrangement: 3 days in office / WFH

ROLE PURPOSE

Old School is South Africa's leading premium supporters wear brand — and we are building something genuinely world-class. As we grow and launch new brands, our social media presence needs to match that ambition.

The Social Media Strategist exists to own and lead social media across the Old School family of brands, ensuring each brand shows up with a distinct identity, consistent voice and a strategy that drives real business results. This role is the connective tissue between creative direction and execution — turning marketing vision into scroll-stopping content that converts.

KEY RESPONSIBILITIES

Social Media Management
• Day-to-day management of multiple brand accounts across Instagram, TikTok, Facebook and LinkedIn.
• Own and maintain forward-planned content calendars for each brand, ensuring posts are submitted for partner approval well ahead of schedule.
• Ensure every brand shows up with consistency, intention and energy across all channels.

Creative Insight & Trend Forecasting
• Stay ahead of what is working across social and paid channels — not just what is trending now, but what is about to trend.
• Identify scroll-stopping formats, hooks and content types before they peak, and feed those insights into UGC briefs and paid media creative strategy.

UGC & Content Strategy
• Manage briefs for retained UGC creators, ensuring content is aligned with broader campaign direction and directly supports paid media strategy.
• Know what hooks and formats are performing, and adapt quickly.
• Oversee EGC strategy across brands.

Paid Media Collaboration
• Work closely with the paid media team to ensure organic and paid strategies are cohesive and complementary.
• Translate organic content into effective ads and use data to drive decisions quickly, with the goal of maximising revenue through smart, informed paid media strategy.

Influencer Management
• Support the planning and execution of influencer campaigns across brands.
• Manage outreach, briefing and deliverable tracking, ensuring content aligns with brand guidelines and campaign objectives.

REQUIREMENTS

Education & Qualifications
• A relevant qualification in Marketing, Communications, Media or a related field (advantageous).

Experience
• Proven experience in social media strategy, managing multiple brand accounts simultaneously.
• Solid experience in paid media strategy with a clear understanding of how to drive revenue through social channels.
• Experience managing UGC creators and briefing content for paid use.
• Experience in influencer management from outreach through to reporting.

Skills & Competencies
• Strong analytical skills with the ability to read performance data and act on it quickly.
• Highly organised, with the ability to manage multiple brands and campaigns simultaneously without dropping the ball.
• Strong collaborative instincts — insights must flow naturally into the wider creative and paid team.
• A genuine passion for staying ahead of what is working in social and paid media.

Tools, Systems & Industry Knowledge
• Deep, up-to-date knowledge of Instagram, TikTok, Facebook and LinkedIn — including algorithm changes and emerging formats.
• Proficiency in social media management and analytics tools.
• A solid understanding of UGC and EGC strategy as it relates to paid media performance.

Essential for Success
• A passion for sport and South African culture.
• The ability to operate within a strong marketing direction and make it come to life across every channel.
• A portfolio of social media management work that demonstrates results.

HOW TO APPLY

If this sounds like you, please send your CV and your social media management portfolio to recruitment@oldschool.co.za with the subject line Social Media Strategist.

Please also fill in the application form for your application to be valid.

No agencies please.

Reporting to: Chief Technology Officer
Where: Brackengate (3 days in office and the rest WFH)

Role Purpose:
We're building the data systems that power Old School Brand - and we need the right person to help us build them well. As our Data Engineer, you'll sit at the centre of how the business sees itself: turning raw data from our core platforms into reliable pipelines, trusted dashboards, and automated reporting that teams actually use. You'll work with AI tools from day one, ship real work fast, and grow with a team that's scaling at pace. If you love building things that matter and want your work to have visible impact - this one's for you.

Key Responsibilities:

• Build and maintain data pipelines that move data from our core systems (Cin7, Shopify, and others) into our Spark Lakehouse and SQL Warehouse
• Design and deliver Power BI dashboards and reports for Finance, Supply Chain, Retail, Marketing, and Operations
• Automate manual reporting processes and replace spreadsheet-driven workflows with reliable, scheduled outputs
• Use Claude Code and AI agents daily - orchestrating repeatable workflows, building skills and agents, and shipping faster
• Own data quality end-to-end: validation, monitoring, and alerting so the business can trust what it sees

Requirements:

• A relevant qualification (BDatSci, BSc Data Science, Computer Science, Statistics, or similar) - or a portfolio that proves you can do the job without one
• Solid experience building data pipelines using ETL/ELT tools (Airbyte, Fivetran, dbt, or custom scripts)
• Strong SQL and a working understanding of data warehouse architecture
• Proficiency in Python for data work
• Hands-on BI tool experience - Power BI preferred; you've built real dashboards with proper data models, not just clicked around
• AI-native: you already use LLMs, AI coding tools, and agents in your day-to-day. This is non-negotiable
• A portfolio of things you've actually built - GitHub repos, pipelines, dashboards, automations. Show us your work

How to Apply:
If this sounds like you, please send your CV to recruitment@oldschool.co.za with the subject line Data Engineer, and fill in these forms for your application to be valid: https://forms.office.com/r/YiVYU6qhAB

Location: Brackengate, Cape Town (Hybrid: 3 days in-office and two days WFH)

Reports to: Finance Manager

About the Role

We’re looking for a proactive, detail-oriented Bookkeeper who enjoys building structure, taking ownership, and keeping the numbers clean and accurate.

As our business continues to grow across multiple entities, this role will support the finance function across several businesses - helping maintain strong financial processes, accurate reporting, and well-managed books across the group.

This is a great opportunity for someone who enjoys working in a fast-moving environment and is confident managing their responsibilities independently. You’ll work closely with the finance team while owning your area of responsibility and helping build scalable finance processes as the business expands.

Key Responsibilities

Bookkeeping & Financial Administration

• Maintain accurate accounting records and general ledgers across multiple business entities.
• Process supplier invoices, payments, receipts, and financial transactions.
• Perform monthly bank, credit card, and account reconciliations.
• Manage accounts payable and accounts receivable functions.
• Assist with month-end journals, reconciliations, and preparation of trial balances.
• Maintain organised supporting documentation for financial reporting and audits.

Financial Reporting & Process Support

• Assist in preparing financial reports and summaries for management.
• Support budgeting, cash flow tracking, and financial forecasting activities.
• Help implement and improve financial processes across multiple entities.
• Investigate and resolve discrepancies in financial records.
• Liaise with external accountants, auditors, and finance partners when required.

Systems & Operational Support

• Capture and manage financial data within systems such as Xero and Cin7.
• Ensure accuracy between accounting systems and operational platforms.
• Support the finance team with data analysis and reporting preparation.
• Assist with ad hoc financial administration and operational support.

Qualifications & Experience

• Diploma or Degree in Accounting, Finance, or similar.
• 3–5 years’ experience in bookkeeping or accounting support.
• Strong experience with Xero (essential).
• Experience with Cin7 / Dear Inventory or similar inventory systems (highly advantageous).
• Experience managing accounts across multiple entities or business units is advantageous.
• Strong Excel / Google Sheets skills (reconciliations, formulas, data analysis).

Key Competencies

• Highly organised with strong attention to detail.
• Comfortable working independently and taking ownership of tasks.
• Proactive and solutions-focused when identifying issues or inefficiencies.
• Able to manage multiple priorities across different business entities.
• Reliable, accountable, and consistent in execution.
• Energetic and motivated in a fast-moving environment.

Nice-to-Haves

• Experience in e-commerce, retail, or inventory-based businesses.
• Exposure to Cin7 / Dear Inventory systems.
• Experience supporting financial reporting across multiple entities.
• Familiarity with payroll reconciliation processes or tools such as SimplePay

How to apply:

Send your CV to recruitment@oldschool.co.za with the subject line, bookkeeper and fill out this form.

Reporting to: Head of Buying

Location: Brackengate, Cape Town - Hybrid (4 days in office, 1 day remote)

Job Purpose:

We're looking for a commercially minded and creatively strong Buyer to contribute to product development within our fashion MTO (Made-to-Order) environment. This role goes beyond selection buying - it requires someone who can conceptualise, develop, and deliver product from idea to launch, balancing creativity with solid commercial judgment.

You'll be involved across the product journey: from trend interpretation and range building through to supplier management, pricing, performance analysis, and margin delivery. If you love product, thrive in fast-paced environments, and understand how to turn creative instinct into profitable ranges - this is your lane.

Key Responsibilities:

• Conceptualise and develop commercially viable fashion ranges.
• Build new and exciting product that aligns with brand strategy and customer demand.
• Contribute to product development within an MTO model (not just selection buying).
• Participate in fit sessions and assess product fit, aesthetics, and construction.
• Support and manage critical path across multiple brands.
• Analyse performance metrics and trade data to drive sales and margin growth.
• Source, negotiate with, and manage supplier relationships.
• Assist in formulating pricing strategies and managing profitability.
• Present ranges and strategies confidently to internal stakeholders.

Requirements:

Education:
• Matric essential
• Degree in Business, Consumer Science, Marketing, Fashion or similar preferred

Experience:
• Minimum 3 years' experience in a Buying role within the fashion industry.
• Some exposure to product development within an MTO (Made-to-Order) environment preferred.
• Demonstrated ability to contribute to range building from concept through to delivery.

What You'll Bring:
• A strong creative instinct with a genuine passion for product.
• Commercial awareness and solid business acumen.
• Working knowledge of garments, fabrics, and construction techniques.
• Confidence in negotiating and managing supplier relationships.
• Good project management skills and ability to juggle multiple timelines.
• A resilient, solutions-focused mindset with energy to match.
• Clear, confident communication and stakeholder engagement skills.

Bonus (nice-to-have):
• Advanced Excel and PowerPoint
• Adobe Illustrator

Let me know if you'd like the HTML version instead.

How to Apply:

If you’re ready to build product that excites customers and delivers strong margins, we’d love to hear from you. Kindly submit your CV to recruitment@oldschool.co.za with the subject line “Buyer”, and make sure you complete this form.

Role Overview

We are looking for a detail-driven and highly accountable Payroll Administrator to manage the full payroll function across our Head Office, Warehouse and Retail stores.

This role owns the end-to-end payroll process and works closely with Store Managers, Retail Managers, HR and Finance to ensure accurate, compliant and timely payroll processing each month.

The ideal candidate is structured, calm under pressure, confident dealing with queries, and comfortable operating in a multi-site retail environment.

Key Responsibilities:

• Manage the full payroll process across Head Office, Warehouse and Retail staff.
• Collect, verify and capture clocking sheets and attendance inputs from Store and Retail Managers.
• Load new employees, terminations and payroll changes onto the payroll system.
• Calculate monthly payroll accurately and ensure on-time pay runs.
• Manage and maintain the time and attendance system.
• Prepare monthly payroll reports as required.
• Submit bank payment files to Finance for payment release.
• Handle payroll-related queries from employees and managers professionally and efficiently.
• Submit statutory returns, including SARS payroll submissions.
• Ensure compliance with payroll legislation and internal company policies.
• Maintain accurate payroll records and audit trails.

Experience & Qualifications:

• Proven experience managing payroll in a multi-site environment (Retail, Warehouse and Head Office).
• Strong working knowledge of payroll systems and time & attendance platforms.
• Solid understanding of statutory compliance and payroll legislation.
• Experience independently running payroll from start to finish.
• Confident managing payroll queries and sensitive employee information.
• Matric (essential).
• Relevant degree or qualification (advantageous).

Additional Requirements:

• Finance background or experience supporting a finance function.
• Ability to assist the finance team during quieter payroll periods.
• High attention to detail and accuracy.
• Strong organisational and deadline management skills.
• High level of confidentiality and integrity.

What We’re Looking For:

• Someone who takes ownership - payroll is not a shared responsibility here.
• A problem-solver who addresses issues before they escalate.
• A team player who can build strong working relationships with managers across stores.
• A steady, reliable professional who understands that payroll accuracy is non-negotiable

How to apply?

Please send an email with your CV, matric and degree results to recruitment@oldschool.co.za and fill in this form.

Department: Planning

Reports to: Head of Planning

Role Overview

We are looking for a commercially driven Merchant to join our Planning team, taking ownership of all third-party buying activity across our portfolio of licensed suppliers and brand partners. This role sits at the intersection of buying, planning and supplier relationship management, and requires someone who can balance creative product selection with strong commercial discipline.

Key Responsibilities:

Buying & Range Building

• Manage the end-to-end buying process for all third-party and licensed brand suppliers, from range selection through to order placement.
• Build and curate balanced, commercially viable ranges that align with the overall business strategy and customer profile.
• Attend brand previews and supplier presentations to review and select seasonal product.

Planning & Trading

• Work closely with the Planning team to develop Open-To-Buy budgets for all third-party categories, ensuring spend is allocated effectively across suppliers.
• Monitor sales performance, stock levels and intake, taking corrective action where needed — including reorders, cancellations or markdowns.
• Provide regular trading updates and hindsight analysis to inform future buying decisions.

Supplier & Brand Management

• Serve as the primary day-to-day contact for all licensed suppliers and brand partners, maintaining strong working relationships.
• Negotiate trading terms, including pricing, margins, minimum order quantities, exclusivity, and delivery windows.
• Ensure all supplier agreements and licensing terms are adhered to, working with legal and compliance where necessary.
• Onboard new brand partners in line with the business's strategic direction.

Cross-Functional Collaboration:

• Partner with the Planning team on forecasting, intake phasing and markdown strategy.
• Collaborate with marketing and visual merchandising to ensure effective product launches and brand positioning in-store and online.
• Liaise with logistics and operations to manage timely delivery and resolve supply chain issues.

Skills & Experience Required

• Proven experience in a buying or merchandising role within fashion retail, with exposure to third-party or branded product.
• Strong commercial acumen with a solid understanding of margin, intake and OTB management.
• Experience managing multiple supplier relationships simultaneously.
• Confident negotiator with excellent communication skills.
• Highly organised, analytical and comfortable working to tight deadlines.
• Proficiency in buying/merchandising systems and Excel or equivalent planning tools.

*Matric and Relevant Degree.

Desirable:

• Experience working with licensed brands or IP-based product.
• An existing network of brand and supplier contacts within the fashion industry.

How to apply: Please send your CV to recruitment@oldschool.co.za and fill in this form.