Sales Director
Could you be our next Sales Director?
PayProp and Reapit – Who are we?
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, delivering transparency, control and operational efficiency that traditional banking and software solutions cannot match.
Reapit is the original, end-to-end business technology provider for estate agencies of all sizes. For more than 25 years, we’ve supported sales and lettings agents in building relationships and growing their businesses through connected, secure, and innovative technology.
Worldwide, Reapit technology is used by over 78,000 agents across more than 15,000 branches, managing over one million properties. Together, PayProp and Reapit empower property professionals to run smarter, more profitable businesses while delivering exceptional client experiences.
What you’ll be doing
As Sales Director for PayProp in South Africa, you will play a pivotal role in driving revenue growth, expanding market presence, and strengthening our leadership position within the property technology sector.
Reporting to the General Manager, RoW, you will lead a high-performing sales team while remaining hands-on, carrying your own strategic sales target and leading from the front.
Sales Leadership & Performance
Lead, inspire and develop a high-performing sales team, setting clear objectives and performance standards.
Develop and execute strategic sales plans to drive sustainable revenue growth and market penetration.
Conduct performance reviews, provide coaching and mentoring, and foster a culture of accountability and continuous improvement.
Build a structured, disciplined sales environment with clear pipeline management and forecasting accuracy.
Revenue Growth & Business Development
Identify and prioritise key market segments, verticals and enterprise opportunities.
Develop targeted go-to-market strategies to win new clients and expand market share.
Actively engage in strategic sales activity including prospecting, negotiation and closing high-value deals.
Own complex, multi-stakeholder sales cycles from initial engagement through to contract signature.
Industry Leadership & External Presence
Act as a visible ambassador for PayProp and within the property industry.
Represent the business at conferences, exhibitions, and key industry events.
Contribute thought leadership, panel participation and speaking engagements.
Build strong relationships with industry influencers, partners and senior decision-makers.
Be recognised as a credible voice within the sector, strengthening brand authority and market positioning.
Sales Process & Cross-Functional Collaboration
Analyse and optimise sales processes to improve efficiency and conversion rates.
Partner with Marketing, Product and Customer Success to align commercial strategy with customer needs and market trends.
Provide market feedback to inform product development and competitive positioning.
Market Intelligence & Competitive Strategy
Monitor industry trends, regulatory changes and competitor activity.
Leverage insights to refine value propositions and maintain competitive advantage.
Who we’re looking for
At PayProp, we hire people who share our values and demonstrate the right behaviours for success.
We are seeking a commercially astute, visible and results-driven Sales Director with:
Minimum 7+ years’ experience in B2B SaaS technology sales.
Proven track record of driving revenue growth and exceeding ambitious targets.
Demonstrable experience building and leading high-performing sales teams.
Strong executive presence and credibility at C-suite level.
Experience managing complex, multi-stakeholder sales cycles.
Excellent communication, negotiation and presentation skills.
Strategic mindset with a hands-on, delivery-focused approach.
Confidence and credibility to represent the business publicly at industry events and conferences.
A proactive, resilient and growth-oriented attitude.
Property / PropTech experience is advantageous, but not essential.
What your impact and success looks like
As Sales Director, we expect your early success to look something like this:
1 Month
Fully onboarded across PayProp and products, ICP and sales strategy.
Established credibility with the sales team and key internal stakeholders.
Reviewed pipeline health and identified immediate growth opportunities.
3 Months
Implemented refined sales plans and performance metrics.
Strengthened pipeline quality and forecasting discipline.
Established presence within key industry forums and events.
Delivered measurable uplift in sales activity and momentum.
6 Months
Achieved or exceeded revenue targets.
Demonstrated sustained team performance improvement.
Secured key strategic wins in target market segments.
Established yourself as a recognised industry voice and brand ambassador.
What’s in it for you?
We offer a hybrid working arrangement; however, this role requires you to be based in the Western Cape and you should be prepared to travel to our office in Stellenbosch as required in addition to visits to clients across the country when needed.
We’re offering the opportunity to make a significant commercial impact within a market-leading technology business. You will have genuine autonomy, influence and visibility, with strong opportunity for personal and professional growth.
Don’t tick all the boxes? Neither do we
We are committed to building a diverse and inclusive workplace. We hire not only on experience, but on values, behaviours and potential.
We are an Equal Employment Opportunity employer and are dedicated to creating an empowering environment where everyone feels supported, respected and able to bring new ideas and perspectives.
- Department
- Operations & Sales
- Locations
- Stellenbosch
- Remote status
- Hybrid
About PayProp
PayProp is an automated payment and reconciliation platform for the lettings industry that is both easier to use and more powerful than solutions offered by banks and traditional software vendors.