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Upside Careers

We empower you to
be the best agent
you can be.

By working smarter, not harder, you can earn more and have a better work life balance.
Our Purpose

To make real estate better for everyone

Upside's vision is to be the standout real estate company of choice for agents and their clients. But we want to get there with integrity, so we do things a little differently. Why? Because when vendors pay less but make more, agents salaries increase and the business is sustainable, everyone wins.


We don't compete, we collaborate. It gets better results for our customers and more success for us. It's all upside.


We've built a technology platform that allows for complete transparency, so we all know where we stand.


Our experienced agents believe that being honest and ethical is more important than simply closing the sale.
Upside agents group photo Upside agents group photo
Our Business Model

The way real estate should be

We're focused on making real estate the best it can be. We achieve this by investing in our people, and providing them with the best support as well as a state-of-the-art technology platform. By developing better agents who are backed by a HQ who does all the heavy lifting (invoices, lead generation, admin work), and cutting unnecessary overheads such as an office, we can charge vendors less while our agents focus on giving them a great experience.
Happy Upside agent Rebecca Tso

Investing in people

Whilst many make this promise, we make sure we follow it through. At Upside you are surrounded by people and processes designed purely to drive your success. On top of this we provide you with a mentor who is incentivised to make you better, not compete with you for business.
Stop fighting your principal for listings
Upside tech platform on multiple devices

Tech platform

Upside tech was built from the ground up to make you more efficient. We save you time by automating and streamlining admin tasks and improve your conversion rate by optimising the way you interact with your clients and database.
Cut your admin by 75%
Upside customer experience and support at work

Support and service

An agent shouldn't have to be an expert in copywriting, marketing, administration etc. to be successful. We have built an expert team behind you so you can drop the repetitive tasks and focus on what you are good at, listing and selling houses.
Feel the weight of a team behind you
Customised professional marketing material for Upside agents


Stop paying for your marketing and a team to manage it. Not only do we provide you with a stream of new leads, we also nurture your database and promote you within the community across Facebook, Google, Instagram and more. Did we mention it's free?
We take care of it for you
Case Studies

Take a little peak at our superstars

We take the country's best agents and layer our tech, marketing, mentoring and support on top to take them to the next level.
Our top priority is making you a better agent.
  • Robert Talevski
    Melbourne West, VIC
    For Sale
    First 6 months
    First 6 months

    I love working at Upside

    The business supports me by giving me the flexibility I need around my work schedule, and I'm equipped with everything I need to earn more than at any other previous agency. The support dedicated to the agents allows me to spend more time helping my clients get the best outcome. We're all here to help each other achieve our goals.
  • Catherine Halloran
    North Canberra, ACT
    For Sale
    Spring results
    Spring results

    Upside gives me a flexible working environment

    As a single mother with 3 kids, I love that Upside allows me to plan my work around family demands. The focus Upside puts on generating leads to compliment your usual prospecting is also a huge help in reducing income uncertainty.
  • Jake Johnson
    Whittlesea, VIC
    For Sale
    Spring results
    Spring results

    The support that agents receive at Upside is first class!

    All of the reporting, administration and marketing gets managed by our support team, giving me more time to list and sell. I also love the work-life balance that Upside offers. It's so different to working at a traditional agency; I get to spend much more time with my family now.
Upside Growth

Our Recent Hires

We are excited to introduce you to some of Upside's newest agents. Upside is focused on making sure new hires can hit the ground running, including a week of training and mentoring in our Sydney HQ to kick off your time at Upside. We are always looking to bring in top agents from around the country and would love to talk to you about adding you below.
  • Upside agent Lloyd Henriksson
    Macedon Ranges
    Lloyd Henriksson
  • Upside agent Janelle Brunner
    Janelle Brunner
  • Upside agent Kay Saunderson
    Lake Macquarie
    Kay Saunderson
  • Upside agent Hakim Noor
    Hakim Noor
  • Upside agent Dipesh Chaulagain
    Dipesh Chaulagain
  • Upside agent Carmel Torcasio
    Carmel Torcasio
  • Upside agent Katie Clack
    Albany Creek
    Katie Clack
  • Upside agent Debbie Conti
    Banora Point
    Debbie Conti
  • Upside agent Kaye Cashmore
    Kaye Cashmore
  • Upside agent Paul Brown
    Mornington Peninsula
    Paul Brown
Upside Mentors

Meet our mentors

Our team of mentors have decades of experience in the real estate industry, and share the belief that agents shouldn't be competing with their principal for listings. In fact, at Upside they don't list or sell at all! Their main aim is to work with you to understand your career goals, and help put you on the fast track to achieving them.
  • Melissa Baker

    QLD Mentor
  • Marco Fiorucci

    VIC Mentor
  • Clint Payne

    VIC Mentor
  • Matthew Florance

    VIC Mentor
  • Cameron Scott

    NSW Mentor
  • Zac Theobald

    NSW Mentor
  • Byron Selling

    NSW & ACT Mentor
Upside's Head of Talent Acquisition, Stephanie Thompson, alongside Upside's Head of Growth, Josh Wygoda
Growth Team

Meet our
Growth Team

Stephanie Thompson

Head of Talent Acquisition

With over 16 years experience within Real Estate and Recruitment, Stephanie has combined her two passions to specialise in delivering talented individuals within the Real Estate space for Upside.

Stephanie has solid experience in Real Estate sales, commencing her career as a Sales Assistant, later a Licensed Sales Agent within some of Sydney's premier Real Estate offices such as McGrath, Ray White and LJ Hooker. Having "lived" many roles within the real estate industry made the transition into real estate recruitment seamless for Stephanie.

Josh Wygoda

Head of Growth

Josh has worked in real estate for 23 years across a variety of businesses, including owning / running a Ray White office. Over the years, Josh has worked alongside some of the highest performing agents in Sydney, and served as a mentor at McGrath for four years. By joining Upside in April 2018, Josh was able to shift his entire focus to coaching and helping agents achieve their natural best.

Upside's Head of Talent Acquisition, Stephanie Thompson, alongside Upside's Head of Growth, Josh Wygoda

Wanna grab a cuppa or a beer?

Our mentors and growth team are always available for a chat or just for a quick coffee. Enter your phone number and we'll call you back.
Our Sales Conference

Power of You 2020

Our Power of You conference saw all Upside agents and HQ staff fly to Sydney for a day of strategy, development, learning and motivation.
Upside team members enjoying their time at the Power of Your 2020 conference

Our conference

The day included presentations, collaborative activities, an external panel featuring some of the best agents/auctioneers in the country: Maclay Longhurst, Bill Tsounias, Alex Pitsis & Damien Cooley and more. This is just one of the development initiatives we run throughout the year to inspire you to become a better agent.
Upside Summit Club

Hawaii 2020

Upside's Summit Club rewards the top performers every year with a holiday on Upside. The 2020 Summit Club will be held in Hawaii in January 2021 with the top 5 agents, the top Regional Manager, the MVP from HQ and a plus one being flown to Hawaii for the event.

Get in touch today to experience the way real estate should be!

Let's have a chat

Request a confidential chat and find out what Upside can do for your career.