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Media Sales Executive - Remote (US)

February 28, 2026

At Key Media, you’ll sell on some of the most exciting brands in North America and you’ll do it 100% remotely. No commute, just you, your laptop, and a career that’s about to go international. We’re an award-winning global business media company with operations in the US, Canada, UK, Australia, and beyond. Now we’re looking for an ambitious Sales Executive to help drive the success of our market-leading brand, Insurance Business. Why you will love this role <ul> <li>$120–$140k OTE with uncapped commission</li> <li>100% remote: work from anywhere in the US</li> <li>Global career pathways: collaborate with colleagues across 6 continents</li> <li>Comprehensive benefits: health, dental, life insurance + confidential mental health support</li> <li>Accelerated growth: 1:1 sales training, unlimited LinkedIn Learning, and mentorship</li> <li>Extra time off: earn more vacation days the longer you stay + 1 paid volunteer day a year</li> <li>Opportunities to travel: From client meetings to attending our amazing events across the US and further afield</li> </ul> You can even work from anywhere in the world for up to 12 weeks each year. Want to close a deal from a café in Barcelona or a beach in Bali? Go for it. What you'll be selling Our events and media brands connect with over 2.4 million professionals every month across HR, wealth management, insurance, and more. These are household names in their industries: <ul> <li>Insurance Business – the world's leading insurance news platform</li> </ul> You’ll be selling digital advertising and solutions that matter, giving clients access to the most engaged audiences in the business. What we're looking for <ul> <li>Proven experience in B2B media sales (digital, events) </li> <li>Strong business development and account management skills</li> <li>A self-starter mindset: ambitious, motivated, and results-driven</li> <li>Someone who thrives in a fast-paced, global, remote-first environment</li> </ul> About Key Media With teams in Australia, Canada, the US, UK, Europe, and the Philippines, we’re a global company that thrives on innovation, collaboration, and what we call Orange Energy, our culture of positivity, creativity, and drive. We create award-winning content and events across industries like HR, insurance, finance, education, and law. But what keeps people here is the culture: <ul> <li>Be yourself.</li> <li>Do meaningful work.</li> <li>Grow your career fast.</li> <li>And do it all with the freedom of remote work.</li> </ul> Want to see the vibe for yourself? Check out our short video about <a href="https://vimeo.com/937693192/fd9805a2df?share=copy" target="_blank" rel="noopener noreferrer">life at Key Media</a>. If you’re ready to sell big, earn big, and live life on your terms, then apply today. <hr><div class="fabric-5qovnk-root MuiBox-root css-witlqh" data-fabric-component="Flex"><div class="fabric-5qovnk-root MuiBox-root css-1phs5iq" data-fabric-component="Flex"><div class="fabric-2lfz5e-root MuiBox-root css-jipda8" data-fabric-component="LayoutBox">Location</div><div class="fabric-15808a6-root MuiBox-root css-4cxybv" data-fabric-component="LayoutBox">New York, New York (Remote)</div><hr class="MuiDivider-root fabric-jcid1o-root MuiDivider-fullWidth MuiBox-root css-40h3v3" data-fabric-component="Divider"></div><div class="fabric-5qovnk-root MuiBox-root css-1phs5iq" data-fabric-component="Flex"><div class="fabric-2lfz5e-root MuiBox-root css-jipda8" data-fabric-component="LayoutBox">Department</div><div class="fabric-15808a6-root MuiBox-root css-4cxybv" data-fabric-component="LayoutBox">Sales</div><hr class="MuiDivider-root fabric-jcid1o-root MuiDivider-fullWidth MuiBox-root css-40h3v3" data-fabric-component="Divider"></div><div class="fabric-5qovnk-root MuiBox-root css-1phs5iq" data-fabric-component="Flex"><div class="fabric-2lfz5e-root MuiBox-root css-jipda8" data-fabric-component="LayoutBox">Employment Type</div><div class="fabric-15808a6-root MuiBox-root css-4cxybv" data-fabric-component="LayoutBox">Full-time</div><hr class="MuiDivider-root fabric-jcid1o-root MuiDivider-fullWidth MuiBox-root css-40h3v3" data-fabric-component="Divider"></div><div class="fabric-5qovnk-root MuiBox-root css-1phs5iq" data-fabric-component="Flex"><div class="fabric-2lfz5e-root MuiBox-root css-jipda8" data-fabric-component="LayoutBox">Minimum Experience</div><div class="fabric-15808a6-root MuiBox-root css-4cxybv" data-fabric-component="LayoutBox">Experienced</div><hr class="MuiDivider-root fabric-jcid1o-root MuiDivider-fullWidth MuiBox-root css-40h3v3" data-fabric-component="Divider"></div><div class="fabric-5qovnk-root MuiBox-root css-1phs5iq" data-fabric-component="Flex"><div class="fabric-2lfz5e-root MuiBox-root css-jipda8" data-fabric-component="LayoutBox">Compensation</div><div class="fabric-15808a6-root MuiBox-root css-4cxybv" data-fabric-component="LayoutBox">OTE $120-140k USD</div><hr class="MuiDivider-root fabric-jcid1o-root MuiDivider-fullWidth MuiBox-root css-40h3v3" data-fabric-component="Divider"></div></div>

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...