ABOUT VIMLY

Vimly 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 ad ministration space. We simplify benefits admin for TPAs, AHPs, Brokers and Carriers dealing with risk pools and multiple employer arrangements with a modern, integrated platform that replaces the complexity and fragmentation of legacy benefits systems, and we are growing fast.

We are building something great in a market that rewards trust, expertise, and execution. This a consultative, relationship-driven process with sophisticated buyers, and it requires someone who understands that difference.

THE OPPORTUNITY

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.

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.

If you are energized by building pipeline, running disciplined deal cycles, forecasting honestly, and relentlessly developing the business, this is your role.

WHAT YOU'LL DO

Own Revenue Growth

Drive new logo acquisition and expansion revenue against ambitious but achievable annual targets.

Own the full sales funnel, from top-of-funnel generation through close, and take accountability for results at every stage.

Build and maintain a healthy, accurate pipeline that gives the business real visibility into the path to plan.

Build Pipeline with Discipline

Develop and execute a systematic outbound and inbound pipeline development strategy, not "spray and pray," but targeted, intelligent prospecting.

Track the metrics and cadences that keep your pipeline health visible, predictable, and improvable.

Partner with Marketing to ensure demand efforts translate into qualified pipeline, not just activity.

Hold yourself to a rigorous standard: if the pipeline is not there, build it, do not work around it.

Orchestrate the Whole Company to Sell

Position Vimly as a cross-functional selling organization, not a siloed sales department. Engage the CEO, product leadership, and client success in high-value deals.

Bring non-sales functions into your deals at the right moment, in a way that adds value without creating chaos.

Partner closely with Client Success on a clean handoff that sets each new client up for long-term retention and growth.

Represent the voice of the market to Product. Turn field intelligence into roadmap input.

Run Disciplined Deal Cycles

Run consultative discovery with sophisticated buyers, from first conversation through executive alignment.

Build and drive mutual action plans that move deals to close with urgency and discipline.

Tailor demos and proposals to each buyer's priorities, pulling in product and solutions support where it adds value.

Navigate complex, multi-stakeholder deals to a clean close, anticipating obstacles before they stall momentum.

Bring Process and Rigor

Keep a disciplined, CRM-driven process on every deal, with clear stage definitions, exit criteria, and accurate forecasting.

Forecast your pipeline accurately, week in and week out: no surprises, no excuses.

Keep your CRM current so leadership has real-time visibility into what is working and what is not.

Continually improve your win rates, sales cycle times, and average deal size through systematic analysis and iteration.

WHAT WE'RE LOOKING FOR

Must-Have Qualifications

8+ years in B2B sales as a quota-carrying individual contributor, including 3+ years closing complex SaaS or tech-enabled services in regulated environments.

Proven track record of consistently hitting and exceeding a new-business quota, not just participating in a number, but personally driving it.

Experience in PE-backed, growth-stage environments where there is real accountability to growth targets and investors.

Deep expertise in self-sourced pipeline, you have built your own pipeline from scratch, not just worked inbound leads.

Strong process orientation: you believe in CRM hygiene, forecasting discipline, and stage-based selling, not because someone made you, but because you know it works.

Exceptional ability to run cross-functional selling motions, you know how to bring the whole organization into a deal without losing control of it.

Executive presence and credibility with C-suite buyers (CHROs, CFOs, CEOs) at mid-market companies.

Bonus Points

Experience selling benefits administration, HR technology, insurance technology, or adjacent complex SaaS solutions.

Familiarity with broker-distributed or channel-assisted sales models.

Experience selling into mid-market employers as a company moves through a ~$5M to $50M ARR scaling inflection point.

Track record of selling with MEDDIC, MEDDPICC, or a comparable enterprise sales methodology.

WHO THRIVES AT VIMLY

Great Account Executives at Vimly share a few non-negotiables:

They are builders, not caretakers. They see a blank page and get excited.

They are hard workers. This is a high-performance, PE-backed environment with high expectations, not a place to coast.

They do the work themselves. Cold calls, executive-level discovery, late-night proposal revisions: whatever the deal needs, they do it.

They are coachable and data-driven. They welcome feedback, look at the numbers without flinching, and use both to get better.

They make the people around them better. They bring out the best in the product, marketing, and client success partners they pull into deals, and they share what works with the wider team.

They are mission-aligned. Vimly exists to make benefits better for employers and members who deserve better tools. Our Account Executives will believe in that mission and sell it with conviction.

COMPENSATION & BENEFITS

Base: $165k; Variable: Uncapped

Benefits: Comprehensive medical, dental, and vision; 401(k); flexible PTO.

Location: Seattle, WA headquarters preferred. Remote candidates considered with approximately 40% travel to Seattle and client/prospect sites.

Vimly Benefit Solutions remote jobs

Director, Demand Generation

Lead Software Engineer

Senior Software Engineer

Account Executive

Client Services Specialist