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Sales Development Representative – Upsell

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Opportunity details

About this role.

AI Summary

Employment Hero is seeking a Sales Development Representative focused on upsell opportunities within their existing ANZ customer base. The role involves proactive outbound outreach, re-engaging dormant accounts, and collaborating with Account Executives to drive expansion. This remote-first position offers a base salary of $72,000 AUD with an uncapped OTE of $128,640. The ideal candidate brings proven B2B sales experience, strong communication skills, and a goal-oriented mindset.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

3/5
EasyHard

Pace & Pressure

4/5
RelaxedFast-paced

Autonomy Level

4/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThe role requires solid outbound sales skills and consistent quota attainment, but it is an entry-level SDR position with clearly defined KPIs and a supportive team, making it moderately difficult.

Salary analysis

Estimated compensation compared with the broader AU market for similar roles.

Estimated job medianMarket rate
A$72,000
AU market rangeA$60k–A$90k
AI insightThe offered base salary of $72,000 AUD falls within the typical market range for SDR roles in Australia ($60k-$90k). With an uncapped OTE of $128,640, the total compensation is highly competitive and well above market average, making it an attractive package for a talented sales professional.

Core skills

Skills and capabilities most closely associated with this opportunity.

Cover letter sample

Dear Hiring Manager,

I am excited to apply for the Sales Development Representative - Upsell position at Employment Hero. With several years of experience in outbound B2B sales and a proven track record of exceeding KPIs, I am confident in my ability to identify and pursue expansion opportunities within existing accounts. I am particularly drawn to Employment Hero's mission and its remote-first, AI-first culture. I look forward to contributing to your team's success and helping drive the next stage of growth.

Sample interview questions
Why are you interested in an upsell SDR role specifically, and how does this fit into your long-term career goals?

I enjoy the challenge of identifying growth opportunities within existing relationships. It's a strategic role that feels like solving a puzzle, and it provides a clear path towards a career in sales leadership.

How do you prioritize your outbound outreach when you have multiple accounts to cover?

I use a framework like BANT to score accounts, focusing on those with the highest potential. I also segment by product lines and use CRM data to inform my outreach. I maintain a balanced mix of phone, email, and LinkedIn touchpoints.

Tell me about a time you successfully re-engaged a disengaged customer or account.

In my previous role, I had a customer who had stopped using our products. I reached out with a personalized email referencing their initial usage patterns and offered a demo of our latest features. This led to a discovery call and eventually a renewal and upsell.

How would you collaborate with Account Executives to ensure a smooth handover?

I would ensure I have a full discovery documented in the CRM, including pain points, stakeholders, and next steps. I'd schedule a warm introduction call so that the AE has all context, and I'd continue to be available for any clarifications.

What tools and techniques do you use to make your cold outreach stand out?

I rely on personalized research using LinkedIn and company news. I also use templates but customize the first two lines. I set up sequences in Outreach with a mix of channels, and I track metrics like response rates to optimize.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.

Who we are

Employment Hero is on a mission to make employment easier and more valuable for everyone around the world. Our Employment Operating System brings hiring, HR, payroll and benefits into an all-in-one solution.

Since launching in 2014, we’ve grown from startup to global scale, reaching a valuation of over $2 billion and building a presence across six countries, with even more growth ahead. We now serve over 350,000 SMEs, pay more than 3 million employees, and support a growing pool of job seekers finding their next role through our platform.

The EH Way

At Employment Hero, we’re proud of our unique DNA, which we call The EH Way.

  1. We are Mission First – Our Mission determines what we work on, where we invest, and where we focus. Every decision runs through a single filter: does this accelerate our Mission?
  2. We are Remote First – we champion a remote environment with a preference for asynchronous communication and a high degree of autonomy
  3. We are AI First – we are committed to using AI to accelerate our mission; AI is not just a tool, it’s a fundamental part of how we operate, innovate, and scale
  4. We Live by Our Values – we role model our values 100% of the time
  5. We Expect High Performance – we set a high standard and we’re not satisfied with being average

This role

Kickstart your sales career: $72k base, $128,640 OTE uncapped, 140%+ achievable.

As our Upsell Sales Development Representative, you’ll be working with our Account Executives and guided by an experienced SDR Manager and will be instrumental in shaping growth across our ANZ customer base through proactive outreach and targeted upsell strategies. This role must be based in Australia.

Your key focus areas will be:

  • Proactively generate and qualify outbound upsell opportunities within existing customers through personalised outreach.
  • Re-engage disengaged accounts to identify renewed interest or expansion potential.
  • Collaborate with Account Executives to progress and close deals, ensuring a seamless handover process.
  • Build and maintain a healthy outbound pipeline within your assigned customer segment, partnering with Customer Success and Marketing to surface expansion signals and uncover customer pain points.

This will include:

  • Researching existing accounts to uncover expansion opportunities and identify key stakeholders.
  • Initiating outbound outreach via phone, email, LinkedIn, and other channels to drive interest in additional Employment Hero products.
  • Conducting engaging discovery calls to understand business needs and align solutions accordingly.
  • Routing qualified opportunities to Account Executives for further development and closure.
  • Keeping detailed and up-to-date records of all outreach and conversations in CRM tools.
  • Participating in outbound campaigns in collaboration with Marketing to support product launches and strategic initiatives.

Who you are

To thrive at Employment Hero, you’ll need to embody The EH Way – operating with focus, agility, and an obsession with impact. For this role, you’ll also bring:

  • Proven experience in outbound B2B sales, lead generation, or SDR roles.
  • Confidence in prospecting and cold outreach, particularly via phone and email.
  • Strong communication and storytelling abilities with the capacity to engage and influence decision-makers.
  • Experience using tools like Outreach, Salesforce, LinkedIn Sales Navigator, and ZoomInfo/Lusha.
  • A goal-oriented mindset and a track record of hitting or exceeding KPIs.
  • Resilience, curiosity, and the ability to think on your feet in a fast-paced environment.

What we can offer

At Employment Hero, we don’t just talk about a better way to work. We live it.

Joining Employment Hero means you’ll:

  • Work in a remote-first environment, giving you the autonomy to do your best work while delivering meaningful outcomes.
  • Be trusted to own your work, make decisions, and have a real impact from day one.
  • Access cutting-edge AI tools and technology that help you move faster, think bigger, and amplify your expertise.
  • Surround yourself with ambitious, high-performing teammates who will challenge, support and inspire you to do the best work of your career.
  • Own ESOP (Employee Share Options) in one of the world’s fastest-growing technology companies, so you can share in the value you help create.
  • Enjoy a comprehensive benefits package, including generous parental leave, subsidised egg freezing, a home office allowance, and outstanding learning and development opportunities to support your growth.
  • Connect with colleagues from around the world at our Annual Global Gathering. We’ve celebrated together in Thailand, Vietnam, Bali and Dubai, and can’t wait to meet in the Gold Coast, Australia, in September 2026.

Privacy and AI Notices

  • AI Notice: We’re AI-first, so may use AI tools to review your applications and support our early interviewing and hiring process. They help us cut the noise, surface great talent fast and make sure every candidate gets a fair, consistent experience.
  • We verify candidate identity and location as part of our hiring process.
  • Employment Hero celebrates diverse perspectives and experiences, we invite people of all backgrounds and identities to apply for this position.
  • At Employment Hero, we are committed to safeguarding the privacy of your application data. By applying to this role, you acknowledge our Applicant Privacy Policy made available here: http://employmenthero.com/legals/applicant-policy/

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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