Who we are

Jellyvision is redefining how organizations experience benefits by bringing everything together in one modern, intelligent home. With ALEX Home, we combine our award-winning ALEX® decision support with a flexible benefits administration platform, giving employers and employees a simpler, smarter way to manage benefits year-round.

Our mission is to help organizations reduce complexity, lighten administrative burden, and drive real employee understanding and utilization without forcing rip-and-replace decisions. We meet teams where they are today and give them a clear path to what’s next.

The people behind Jellyvision are creative problem solvers who care deeply about getting it right. We debate ideas, give real feedback, and sweat the details because those details are what turn complicated problems into great experiences for real humans.

We’re a human-first company that trusts smart people to do great work. We value curiosity, kindness, and willingness to try new things, learn fast, and try again. You won’t just show up to do a job, you’ll help build what’s next, solve real problems, and have some fun doing it.

What’s the role?

We're hiring a Sales Manager to lead a team of individual contributors focused exclusively on net new logo acquisition across the mid-market and lower-enterprise segment (~1,000–10,000 employees). This is a dual-motion role: your reps both hunt directly into target accounts and sell through and with the broker/consultant channel—building relationships with benefits brokers who influence and refer the employer buying decision. You are their coach, strategist, and force multiplier across both paths. You'll own your team's number, develop sellers who can run a complex, multi-stakeholder process, and partner closely across Marketing, SDR, Solutions, Channel/Partnerships, and Revenue Operations to build a durable pipeline and convert it into new business.

This is a dedicated leadership role for someone who knows the benefits administration and HCM buyer cold, understands how brokers shape that decision, and can teach a team to sell the full ALEX suite with confidence through both direct and channel motions.

What you’ll do to be successful

• Lead and coach (4-6) new logo Account Executives, holding them to a high bar on activity, pipeline quality, and execution.
• Own the team's new logo bookings target; forecast accurately and manage the business with discipline through weekly 1:1s, pipeline reviews, and deal inspection.
• Coach reps through complex, multi-threaded sales cycles. From prospecting and discovery to business case development, executive alignment, and close.
• Build and execute the broker channel motion: coach the team to develop, nurture, and activate relationships with benefits brokers and consultants who source, influence, and refer deals and to cosell effectively alongside them.
• Drive adoption of a consistent sales methodology and qualification framework (e.g., MEDDPICC / Command of the Message) across both direct and broker-sourced opportunities.
• Partner with Marketing and BDRs to generate and prioritize pipeline, and with Solutions Architects to align demos and proofs to buyer pain.
• Get directly involved in strategic and at-risk deals by guiding negotiation, navigating procurement, and unblocking stalled opportunities.
• Recruit, onboard, and ramp new sellers; build a bench and a culture people want to be part of.
• Surface market and competitive insight from the field and feed it back to product, marketing, and leadership.

Experience & skills you’ll need

• 10+ years direct sales experience in benefits administration or HCM. You understand HR/benefits buyers, brokers, the open enrollment cycle, and how these solutions are evaluated and bought.
• 3+ years of sales management experience leading a quota carrying team, with a track record of hitting or exceeding team targets.
• Demonstrated success in new logo/net new acquisition (not primarily expansion or renewal driven roles).
• Hands on experience with a broker/channel sales motion—building and leveraging relationships with benefits brokers or consultants to source and close business, alongside direct selling.
• Experience selling into the mid-market and/or enterprise segment with complex, multi-stakeholder buying committees.
• A coaching orientation. You develop people and measurably raise their performance, not just manage activity.
• An entrepreneurial edge. Willing to dive in, spend time in the field, and bring the voice of the market back to the team as we further our product suite.
• Strong forecasting discipline and command of pipeline metrics and CRM hygiene.

Experience & skills that are nice a plus

• Experience selling a multi-product or platform suite (decision support, enrollment, ben admin).
• An established network of broker/consultant relationships in the benefits space.
• Fluency in a structured methodology such as MEDDIC/MEDDPICC, Challenger, or Command of the Message.
• Experience scaling or ramping a growing sales team.

The Details

• Location: Remote
• Compensation: This role is eligible for base + commission

What Jellyvision will give you

Check out our benefits here!

Jellyvision is committed to continuous evolution and to building a workplace where everyone feels welcome, valued, respected, and empowered to do their best work.

It doesn’t matter your race, ethnicity, religion, age, disability, sexual orientation, gender, gender identity/expression, country of origin, genetic information, veteran status, marital status, pregnancy or related condition (including breastfeeding), criminal histories consistent with legal requirements or any other basis protected by law.

At the end of the day, we're looking for great people who are excited to learn and grow along with us. And while we’ve listed what we’re looking for in this role, we’re always looking to add other attributes, and skills that make Jellyvision even better. The point we’re getting at, we encourage you to apply - even if your background doesn't perfectly match every qualification.

A note on location: While our headquarters is based in Chicago, and employees are always welcome to work from the office whether they're local or just passing through, this role is also open to remote candidates residing in CA, CO, FL, GA, IL, IN, KY, MI, MN, NC, NY, OH, OR, PA, SC, TN, TX, UT, WA, or WI.

Thank you for your interest in Jellyvision