Account Executive, New Sales

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<p><span style="font-weight: bold">ABOUT VIMLY</span><span> </span></p> <p><span><br></span><br></p> <p><span><span>Vimly</span><span> is a growth-stage, PE-backed benefits administration technology company on a mission to make benefits simpler, smarter, and more accessible. We serve the multiple employer benefits </span><span>ad ministration</span><span> space. We </span><span>simplify benefits admin for TPAs, AHPs, Brokers and Carriers dealing with risk pools and multiple employer </span><span>arrangements </span><span> with</span><span> a modern, integrated platform that replaces the complexity and fragmentation of legacy benefits systems</span><span>,</span><span> and we are growing fast.</span></span><span> </span></p> <p><span> </span></p> <p><span><span>We are building something</span><span> great</span><span> in a market that rewards trust, </span><span>expertise</span><span>, and execution. </span><span>Th</span><span>is </span><span>a consultative</span><span>, relationship-driven process with sophisticated buyers, and it requires </span><span>someone</span><span> who understands that difference.</span></span><span> </span></p> <p><span><br></span><br></p> <p><span style="font-weight: bold"><span>THE OPPORTUNITY</span><span> </span></span></p> <p><span><span>We are looking for an Account Executive who is a builder, someone who can take what we have and turn it into new logo revenue, deal by deal. You will own the full sales cycle: pipeline development, discovery, deal execution, and the cross-functional orchestration it takes to win.</span></span><span> </span></p> <p><span> </span></p> <p><span><span>This is not a role for a lone-wolf closer who works in isolation. We need a seller who makes every deal a team effort, someone who understands that the best sales motions win as a team. You will orchestrate the right people around each deal, mobilizing product, marketing, client success, and even the CEO as force multipliers in your sales process.</span></span><span> </span></p> <p><span> </span></p> <p><span><span>If you are energized by building </span><span>pipeline</span><span>, running </span><span>disciplined deal cycles</span><span>, forecasting honestly, and relentlessly developing the business</span><span>,</span><span> this is your role.</span></span><span> </span></p> <p><span><br></span><br></p> <p><span style="font-weight: bold"><span>WHAT YOU'LL DO</span><span> </span></span></p> <p><span style="font-weight: bold"><span><span>Own Revenue Growth</span></span></span><span> </span></p> <ul> <li><span><span>Drive new logo acquisition and expansion revenue against ambitious but achievable annual targets.</span></span><span> </span></li> </ul> <ul> <li><span><span>Own the full sales funnel</span><span>,</span><span> from top-of-funnel generation through close</span><span>,</span><span> and take accountability for results at every stage.</span></span><span> </span></li> </ul> <ul> <li><span><span>Build and </span><span>maintain</span><span> a healthy, </span><span>accurate</span><span> pipeline that gives the business real visibility into the path to plan.</span></span><span> </span></li> </ul> <p><span style="font-weight: bold"><span><br></span></span><br></p> <p><span style="font-weight: bold"><span><span>Build Pipeline with Discipline</span></span></span><span> </span></p> <ul> <li><span><span>Develop and execute a systematic outbound and inbound pipeline development strategy</span><span>,</span><span> not "spray and pray," but targeted, intelligent prospecting.</span></span><span> </span></li> </ul> <ul> <li><span><span>Track</span><span> the metrics and cadences that </span><span>keep your</span><span> pipeline </span><span>health visible</span><span>, predictable, and improvable.</span></span><span> </span></li> </ul> <ul> <li><span><span>Partner with Marketing to ensure </span><span>demand</span><span> efforts translate into qualified </span><span>pipeline</span><span>, not just activity.</span></span><span> </span></li> </ul> <ul> <li><span><span>Hold yourself </span><span>to a rigorous standard: if the pipeline is not there, build it, do not work</span><span> around it.</span></span><span> </span></li> </ul> <p><span style="font-weight: bold"><span><br></span></span><br></p> <p><span style="font-weight: bold"><span><span>Orchestrate the Whole Company to Sell</span></span></span><span> </span></p> <ul> <li><span><span>Position </span><span>Vimly</span><span> as a cross-functional selling organization, not a siloed sales department. Engage the CEO, product leadership, and client success in high-value deals.</span></span><span> </span></li> </ul> <ul> <li><span><span>B</span><span>ring</span><span> non-sales functions </span><span>into your deals at the right moment, in a way that adds val</span><span>ue without creating chaos.</span></span><span> </span></li> </ul> <ul> <li><span><span>Partner closely with Client Success </span><span>on a clean handoff that sets each new client up for long-term retention</span><span> and grow</span><span>th</span><span>.</span></span><span> </span></li> </ul> <ul> <li><span><span>Represent the voice of the market to Product</span><span>. T</span><span>urn field intelligence into roadmap input.</span></span><span> </span></li> </ul> <p><span style="font-weight: bold"><span><br></span></span><br></p> <p><span style="font-weight: bold"><span><span>Run Disciplined Deal Cycles</span></span></span><span> </span></p> <ul> <li><span><span>R</span><span>un consultative discovery with sophisticated buyers</span><span>, </span><span>from first conversation through executive alignment</span><span>.</span></span><span> </span></li> </ul> <ul> <li><span><span>Build</span><span> and </span><span>drive mutual action plans that move </span><span>deals to</span><span> close with urgency and discipline</span><span>.</span></span><span> </span></li> </ul> <ul> <li><span><span>Tailor demos</span><span> and </span><span>proposals to each buyer's priorities, pulling in product</span><span> and </span><span>solutions support where it adds value</span><span>.</span></span><span> </span></li> </ul> <ul> <li><span><span>Navigate complex, multi-stakeholder deals to a clean close, </span><span>anticipating</span><span> obstacles before they stall momentum</span><span>.</span></span><span> </span></li> </ul> <p><span style="font-weight: bold"><span><br></span></span><br></p> <p><span style="font-weight: bold"><span><span>Bring Process and Rigor</span></span></span><span> </span></p> <ul> <li><span><span>Keep a disciplined, CRM-driven process on every deal, with clear stage definitions, exit criteria, and </span><span>accurate</span><span> forecasting</span><span>.</span></span><span> </span></li> </ul> <ul> <li><span><span>Forecast your</span><span> pipeline </span><span>accurately, week in and week out:</span><span> no surprises, no excuses.</span></span><span> </span></li> </ul> <ul> <li><span><span>Keep your CRM </span><span>current</span><span> so</span><span> leadership has real-time visibility into what is working and what is not.</span></span><span> </span></li> </ul> <ul> <li><span><span>Continually improve your win rates, sales cycle times, and average deal size through systematic analysis and iteration.</span></span><span> </span></li> </ul> <p><span><br></span><br></p> <p><span style="font-weight: bold"><span>WHAT WE'RE LOOKING FOR</span><span> </span></span></p> <p><span style="font-weight: bold"><span><span>Must-Have Qualifications</span></span></span><span> </span></p> <ul> <li><span><span>8+ years in B2B sales</span><span> as a quota-carrying individual contributor, including 3+ years closing </span><span>complex SaaS or tech-enabled services in </span><span>regulated environments.</span></span><span> </span></li> </ul> <ul> <li><span><span>Proven </span><span>track record</span><span> of </span><span>consistently hitting and exceeding a </span><span>new-business</span><span> quota, not just </span><span>participating</span><span> in a number, but personally driving it</span><span>.</span></span><span> </span></li> </ul> <ul> <li><span><span>Experience in PE-backed, growth-stage environments where there is real accountability </span><span>to</span><span> growth targets and investors.</span></span><span> </span></li> </ul> <ul> <li><span><span>Deep </span><span>expertise</span><span> in self-sourced pipeline</span><span>,</span><span> you have built your own pipeline from scratch, not just </span><span>worked inbound leads</span><span>.</span></span><span> </span></li> </ul> <ul> <li><span><span>Strong process orientation: you believe in CRM hygiene, forecasting discipline, and stage-based selling</span><span>,</span><span> not because someone made you, but because you know it works.</span></span><span> </span></li> </ul> <ul> <li><span><span>Exceptional</span><span> ability to </span><span>run</span><span> cross-functional selling motions</span><span>,</span><span> you know how to bring the whole organization into a deal without losing control of it.</span></span><span> </span></li> </ul> <ul> <li><span><span>Executive presence and credibility with C-suite buyers (CHROs, CFOs, CEOs) at mid-market companies.</span></span><span> </span></li> </ul> <p><span style="font-weight: bold"><span><br></span></span><br></p> <p><span style="font-weight: bold"><span><span>Bonus Points</span></span></span><span> </span></p> <ul> <li><span><span>Experience selling benefits administration, HR technology, insurance technology, or adjacent complex SaaS solutions.</span></span><span> </span></li> </ul> <ul> <li><span><span>Familiarity with broker-distributed or channel-assisted sales models.</span></span><span> </span></li> </ul> <ul> <li><span><span>Experience </span><span>selling into mid-market employers as a company moves through a ~$5M to $50M ARR</span><span> scaling inflection point.</span></span><span> </span></li> </ul> <ul> <li><span><span>Track record</span><span> of </span><span>selling with</span><span> MEDDIC, MEDDPICC, or a comparable enterprise sales </span><span>methodology</span><span>.</span></span><span> </span></li> </ul> <p><span><br></span><br></p> <p><span style="font-weight: bold"><span>WHO THRIVES AT VIMLY</span><span> </span></span></p> <p><span><span>Great </span><span>Account Executive</span><span>s at </span><span>Vimly</span><span> share a few non-negotiables:</span></span><span> </span></p> <p><span> </span></p> <ul> <li><span><span>They are builders, not caretakers. They see a blank page and get excited.</span></span><span> </span></li> </ul> <ul> <li><span><span>They are hard workers. This is a high-performance, PE-backed environment with </span><span>high</span><span> expectations</span><span>,</span><span> not a place to coast.</span></span><span> </span></li> </ul> <ul> <li><span><span>They </span><span>do the </span><span>work</span><span> themselves. Cold calls, executive-level discovery, late-night proposal revisions: whatever the deal needs, they do it</span><span>.</span></span><span> </span></li> </ul> <ul> <li><span><span>They are coachable and </span><span>data-driven</span><span>. They welcome feedback, look at the numbers without flinching, and use both to get better.</span></span><span> </span></li> </ul> <ul> <li><span><span>They make the people around them better. The</span><span>y bring out the best in the product, marketing, and client success partners they pull into deals, and they share what works with the wider</span><span> team.</span></span><span> </span></li> </ul> <ul> <li><span><span>They are mission-aligned. </span><span>Vimly</span><span> exists to make benefits better for employers and members who deserve better tools. Our </span><span>Account Executiv</span><span>es will believe in that mission and sell it with conviction.</span></span><span> </span></li> </ul> <p><span><br></span><br></p> <p><span style="font-weight: bold"><span>COMPENSATION & BENEFITS</span><span> </span></span></p> <ul> <li><span><span>Base: $165k; Variable: Uncapped</span></span></li> </ul> <ul> <li><span><span>Benefits: Comprehensive medical, dental, and vision; 401(k); flexible PTO.</span></span><span> </span></li> </ul> <ul> <li><span><span>Location: Seattle, WA headquarters preferred. Remote candidates considered with approximately 40% travel to Seattle and client/prospect sites.</span></span><span> </span></li> </ul>

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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...