PayProp, a Reapit company, offers a market-leading automated rental payment and reconciliation platform for letting agents. Our technology enables agents to automate every part of the rental transaction, bringing greater transparency, control and operational efficiency to customers across the property industry.

Reapit is the original, end-to-end business technology provider for estate agencies of all sizes. For more than 25 years, we have supported sales and lettings agents in building relationships and growing their businesses through connected, secure and innovative technology.

This role sits at the intersection of PayProp’s strong market presence in South Africa and Reapit’s broader ambition to strengthen and evolve its product offering across South Africa and Rest of World markets. The role will provide visible local leadership while shaping the commercial performance, customer outcomes and strategic direction of an important growth region.

What you’ll be doing

We are looking for a commercially driven, people-focused General Manager to lead the business into the next phase of growth. This is a pivotal leadership role, based in the Cape Town / Stellenbosch area, with accountability for driving regional performance, strengthening the PayProp & Reapit proposition, aligning cross-functional teams and leading go-to-market execution.

As General Manager, you will own regional performance across sales, customer outcomes, operations and team effectiveness. You will ensure the business presents a clear and credible message to the market: PayProp is a core business and product within the Reapit group today, while the wider Reapit product and market opportunity in the region continues to evolve.

Reporting to the Reapit Chief Commercial Officer, you’ll be involved in:

Strategic Regional Leadership

- Define and execute a regional business plan that supports sustainable growth across South Africa and Rest of World markets.

- Translate global priorities into practical local execution plans across Sales, Customer Success, Support and Operations.

- Provide commercially grounded input to senior leadership, ensuring regional opportunities, risks, customer needs and market dynamics are well understood.

PayProp Commercial Growth & Market Positioning

- Lead the growth and performance of PayProp as the primary service in South Africa, ensuring the value proposition is clearly understood by customers, prospects and internal teams.

- Strengthen PayProp’s position in rental payments, reconciliation, client money management and property technology through clear commercial focus and market engagement.

Go-To-Market (GTM) Excellence

- Lead a high-performing commercial organisation across sales, customer success, support and regional operations.

- Evolve the GTM model to reflect local market dynamics, customer needs, competitor activity and Reapit’s wider product roadmap.

- Drive structured forecasting, pipeline management, performance reporting and commercial governance across the region.

Customer & Operational Excellence

- Champion a customer-first culture, ensuring customers receive a consistent, high-quality experience across the full lifecycle.

- Partner with Product and Engineering to ensure market feedback is heard, prioritised appropriately and reflected in roadmap discussions.

- Drive operational rigour across budgeting, reporting, compliance, service delivery and cross-functional execution.

Talent & Team Leadership

- Build, coach and retain high-performing teams, creating clarity of ownership and accountability across the region.

- Be a visible local leader in the Cape, helping create confidence, alignment and momentum across the South African team.

- Lead through change with credibility and care, particularly as teams navigate integration, evolving product strategy, process change and new ways of working.

Brand & Market Presence

- Be the face of PayProp and Reapit in South Africa and Rest of World markets, building trusted relationships with customers, partners and industry stakeholders.

- Represent the business at relevant industry events, customer forums and advisory boards, strengthening market voice and reputation.

- Identify strategic partnerships, commercial opportunities and market insights that support long-term regional growth.

Who we’re looking for

At Reapit and PayProp, we prioritise hiring individuals who share our values and possess the right attitudes and behaviours for success. Whilst some of the listed requirements may be important, don’t worry if you don’t meet all of them, we’d still like to hear from you.

You are an accomplished and credible General Manager with deep commercial leadership experience, ideally within B2B SaaS, vertical software, payments, proptech or technology-led businesses. You bring the confidence to lead through ambiguity, the judgement to balance current PayProp priorities with Reapit’s evolving regional strategy, and the leadership skills to build engaged, accountable and high-performing teams.

You will bring:

- Significant experience in senior commercial, general management or regional leadership roles, ideally within B2B SaaS, vertical software, payments, proptech or technology-led businesses.

- A strong track record of owning regional performance, including revenue growth, customer retention, operational delivery and team effectiveness.

- Experience leading commercial and customer teams across different geographies, cultures and reporting lines, with the ability to create alignment and momentum across distributed teams.

- Strong GTM experience across sales, customer success, account expansion, retention and operational performance management.

- Commercial confidence in forecasting, budgeting, performance reporting and using data to make informed decisions.

- An understanding of payments, rental transactions, client money management or adjacent regulated/operationally sensitive environments would be advantageous.

- The ability to represent PayProp and Reapit credibly with customers, partners, employees and senior internal stakeholders.

- High emotional intelligence, strong communication skills and a leadership style that is visible, pragmatic, inclusive and accountable.

- A willingness to be visibly present with the South African team and customers, particularly in the Cape Town / Stellenbosch area.

What your impact and success looks like

As General Manager, Rest of World, we expect your success and impact in the early stages of your career with us to look something like this:

Within 1 month:

• Build strong relationships with internal stakeholders, key customers, team leads and regional colleagues across South Africa and Rest of World.

• Develop a clear understanding of PayProp’s current commercial performance, customer health, market position, team capability and operational priorities.

• Align with the CCO, CEO and senior leadership team on immediate priorities, key risks, PayProp market messaging and success measures.

Within 3 months:

• Present a clear 12–18 month business plan for the region, with defined priorities, targets and success metrics across PayProp & Reapit growth, customer outcomes and operational effectiveness.

• Begin implementing improvements to the GTM model, customer lifecycle approach, performance reporting and regional operating rhythm.

• Identify and deliver early wins across sales execution, customer outcomes, retention, operational efficiency or team effectiveness.

Within 6 months:

• Demonstrate measurable progress against regional commercial, customer and team performance goals.

• Be recognised as a visible, trusted and commercially strong leader for South Africa and Rest of World.

• Ensure the region is well aligned with global product, marketing, finance and people initiatives, while retaining appropriate local market focus.

• Build a clear platform for future growth, including how PayProp’s current position and Reapit’s evolving regional product offering can support long-term customer value.

What’s in it for you?

We operate a Flexible Working Policy, and this role will be based in the Cape Town / Stellenbosch area, with regular connection to our local team and customers and a regular in-office presence required (we have an office in Stellenbosch). The role will also include international travel, including travel to other Reapit locations as required.

We’re offering the chance to make a meaningful impact and to play a key role in shaping the next phase of growth for this important region. You’ll be part of a supportive, ambitious and globally connected team, with the opportunity for personal growth and development. You can expect a highly competitive salary and some great benefits.

Don’t tick all the boxes? Neither do we

We care about our industry and want it to become a more inclusive and diverse place to work. So, we’re driven by hiring not only by experience and relevance for the role but by sharing our values and the right attitudes and behaviours for success.

We are committed to Equal Employment Opportunity through attracting and retaining a complementary team of employees and building an inclusive environment for all.

We feel we have an empowering environment where everyone is supported and respected, and we want you to feel this too. We welcome new ideas, thinking and approaches, whilst listening to all our employees.