Transactional Sales Lead

Remote, USA

Posted Jun 12, 2026

Full-time

This is a remote position.

MasterStart SA, the South African partner of MasterStart, is an edtech business that places human connection at the heart of our flexible and fully supported online learning programmes. Our portfolio of programmes empowers learners to grow, adapt and develop their careers in our fast-changing world.

At MasterStart, we cultivate and champion competence, confidence, curiosity and character, equipping people not only with knowledge, but with the mindset and integrity required to apply it with impact.

We are looking for a highly driven and operationally strong Transactional Sales Lead with 3-5 years experience to oversee the performance, processes, and reporting of the transactional sales function. This role combines hands-on selling with team leadership and operational excellence.

The successful candidate will be responsible for achieving individual revenue targets, managing a small but growing team, and ensuring a disciplined, data-driven approach to pipeline management and conversion. Initially, the role will manage one Transactional Sales Agent, with scope to scale.

Responsibilities would include, but are not limited to:

Sales Performance & Revenue Generation

Own and deliver against individual transactional sales targets

Drive new business acquisition through high-volume, fast, consultative sales cycleResponding to inbound enquiries from corporate contacts and small and medium business contacts

Running discovery calls to understand client needs and recommend the right online course or programme

Following up on leads and nurturing prospects

Maintain a strong personal pipeline and consistently close deals

Identify and act on opportunities to improve conversion rates and deal velocity

Sharing feedback from prospects and clients with the Head of Sales to sharpen messaging and outreach

Team Leadership & Development

Manage and support one Transactional Sales Agent (with future team growth expected) with responsibility for their day-to-day performance, growth, and onboarding

Set clear performance expectations and KPIs

Provide coaching, mentorship, and performance feedback

Foster a high-energy, target-driven team culture

CRM & Pipeline Management

Own CRM discipline and best practices within the team

Build, manage, and optimise sales pipelines using CRM tools

Leverage CRM insights to forecast revenue and inform decision-making

Ensure data integrity and reporting accuracy ensuring all CRM records are up to date across all pipeline stages.

Track your teams’ and own key metrics (activity, pipeline, conversion, revenue) and flag issues early

Identify operational inefficiencies and implement improvements

Strategic Support

Support the Head of Sales in executing the transactional sales strategy

Contribute insights on market trends, customer behaviour, and sales performance to improve team performance.

Contribute positively to a high-energy, target-driven team culture

Assist in scaling processes and systems as the team grows recommending improvements to processes, playbooks, and team structure.

Support onboarding of new team members as the team grows

Requirements

Experience

3-5 years of experience in sales, with a strong focus on transactional or high-volume sales environments
Proven track record of consistently achieving or exceeding sales targets

Experience selling to B2B Corporate and SME clients
Experience in a team lead or supervisory role preferred
Strong experience using CRM systems (e.g., HubSpot, Salesforce, or similar)

Skills & Competencies

Ability to manage a high volume of leads without losing quality or care

Highly organised with exceptional attention to detail

High energy, self-motivated, and results-driven

Strong analytical mindset with the ability to interpret sales data to guide your own performance

Excellent communication and interpersonal and active listening skills

Ability to operate both strategically and hands-on

Inform team-level decisions and strategy recommendations

Strong pipeline discipline, self-management and forecasting capability

Able to operate independently while staying aligned to team targets and processes

Personal Attributes

Driven by targets and performance outcomes

Proactive and solutions-oriented

Consultative by nature, where you ask good questions and actually listen

Comfortable with change in a fast-paced, evolving environment and able to adapt quickly

Strong sense of ownership and accountability

What We Offer:

Competitive Salary

Commission structure on top of base salary

A collaborative, high-energy sales environment

Real career growth potential as the transactional sales function scales

Hybrid working environment

The opportunity to work in a purpose-driven edtech company making a genuine impact in South Africa.

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