Sales Systems Manager - South Africa

TRAILD: Who are we?

TRAILD is a dynamic, fast-growing SaaS company that streamlines, automates and protects Accounts Payable.

Just as your bank provides always on risk protection for your credit card, TRAILD provides a similar level of security to help businesses protect their B2B payments from fraud, errors and mistakes.

Our specialised Accounts Payable software integrates with leading business ERP systems like SYSPRO, Acumatica, MYOB, and EPICOR to help clients make their AP process more streamlined, automated and secure.

We have a rapidly growing client base, so you are about to board the rocket ship at the right time. This is an opportunity to make a real impact and with your help we can support more businesses digitise their existing operations with enhanced automation and security.

Hear how TRAILD customers speak about us here.

The Role: Want to be a part of our exciting growth journey?   

We are seeking a data-driven and strategic Sales Systems Manager to lead the architecture and optimisation of our GTM systems. You will be hands-on in architecting and optimising our revenue systems during this critical hyper-growth phase. This hands-on role requires someone who can design and drive scalable systems to enable our GTM teams to grow 

Reporting to the Chief of Staff, you will work closely with Sales, Marketing, Customer Success and Finance to ensure our tools and systems are tightly aligned, well maintained, and delivering meaningful impact across the funnel. As part of these efforts, you will also experiment with AI-powered tools to improve workflows and insights, unlocking new ways to scale outreach, automate insights, and boost performance. 

Responsibilities 

• Own day-to-day administration, optimisation, and integration of our GTM tech stack, with a core focus on HubSpot and complementary tools (e.g., Clay, Sales Navigator, telephony, enrichment, quoting). 

• Partner cross-functionally with Sales, Marketing, Customer Success and Finance to translate business needs into scalable, efficient system workflows 

• Collaborate on GTM data governance efforts, identifying and resolving data integrity issues to ensure reliable reporting 

• Lead the rollout of new tools and enhancements, owning documentation, testing, and change management 

• Help evaluate, implement, and maintain integrated systems within the GTM stack to drive efficiency and insight across revenue teams 

• Troubleshoot system issues, diagnose root causes, and implement fixes to minimize downtime and ensure smooth operation 

• Support onboarding and ongoing enablement of GTM teams on tools and systems best practices 

About you 

• 3 – 5 years of experience in Revenue Operations, Sales Operations, or similar roles at a B2B SaaS company 

• Experience with HubSpot (certification preferred but not required). Familiarity with integrated GTM tools such as Clay, LinkedIn Sales Nav, telephony a plus 

• Strong understanding of sales processes and data architecture across the funnel 

• A systems thinker who enjoys solving cross-functional problems and bringing order to ambiguity 

• Comfortable managing projects end-to-end, including scoping, execution, and stakeholder alignment 

• Able to think strategically about systems design, balancing immediate needs with scalable long-term architecture 

• Proactive and resourceful - you anticipate problems and take ownership to drive solutions without being prompted 

• Curious about AI and excited to help bring intelligent automation into our GTM workflows 

• You thrive in early-stage environments and are energized by designing the architecture to seeing it in action. 

The Perks of Working at TRAILD 

• Flexibility: we offer a range of remote and flexible working options. 

• Global team: we are growing across APAC, NA and EMEA and have team all across the world. 

• We are growing at an exponential rate, this is an opportunity to get involved with a true rocketship with all the excitement and opportunities that comes with it

• Our team genuinely loves working at TRAILD: we scored a 85 on our most recent 2025 eNPS survey.  

Please note that the final applicants for this job will be asked to consent in writing to a police check / criminal background check to the extent permitted by law in your jurisdiction of employment