Senior SMB & Mid-Market Account Executive

THE OPPORTUNITY

We're expanding our U.S. presence and hiring a driven, resourceful, high-performing Senior SMB & Mid-Market Account Executive for our Client Sales team in New York. This is a hybrid role with 1-2 days onsite in our New York City office.

This is a full-cycle, quota-carrying role owning new business acquisition across the Small-to-Midsize Business (SMB) and mid-market segments. Operate independently, close our more complex deals, set the standard for peers, and work closely with leadership on how we sell and grow in the region.

Ideal for a proactive, seasoned seller who builds their own pipeline, owns a book like a business, and raises the bar for the team.

YOUR IMPACT

• Own the Full Sales Cycle: Manage deals end-to-end-from high-volume outbound prospecting and discovery through demo, negotiation, close, and post-sale client implementation-across SMB and mid-market accounts, including complex, multi-stakeholder, and custom-priced deals. Guide customers to close as the facilitator across multiple decision-makers, negotiating mutually beneficial terms and applying discounts strategically.
• Build and Convert Pipeline: Source new opportunities through outbound (calls, email, social) and inbound channels. Identify territory or pipeline gaps early and execute a clear plan to address them before quota is at risk. Cultivate a strong referral network that drives proactive prospect inquiries.
• Engage Senior Stakeholders: Navigate multi-threaded sales cycles and build trusted relationships with decision-makers across HR, People, Finance, and executive leadership.
• Deliver Value-Driven Selling: Uncover customer pain points and position Wellhub as a strategic solution-even for prospects without an established budget or immediate need. Leverage deep knowledge of the competitive landscape and our differentiators to challenge and educate buyers.
• Execute with Consistency: Meet and exceed segment-adjusted quarterly quota. Perform at a high level against team sales metrics, peers, and regional benchmarks through disciplined pipeline management, accurate forecasting, and strict adherence to the sales process.
• Collaborate Cross-Functionally: Partner with Marketing, Legal, Sales Development, Client Success, and Programs to ensure a seamless handoff and customer journey.
• Lead by Example: Share best practices, live call insights, and market trends with the broader SMB team. Mentor newer teammates, document repeatable pipeline-management routines, and propose improvements to our sales process and playbooks. Present ideas to leadership, offer thoughtful perspectives, help test new regional approaches, and flag risks early to solve them collaboratively.
• Live the Mission: Care for personal wellbeing and colleagues' wellbeing, and help build a supportive environment where work-life wellness thrives.

WHO YOU ARE

• Proven Sales Performer: 4+ years of B2B sales experience in full-cycle or closing roles, with a consistent track record of meeting or exceeding quota in fast-paced SaaS, HR Tech, or tech-enabled environments.
• SMB and Mid-Market experience: Experience selling into both segments, with a proven ability to manage longer, multi-stakeholder cycles, custom pricing, and executive-level conversations.
• Proactive Prospector: Energized by outbound prospecting and committed to the daily discipline of building pipeline. Demonstrates resilience and high drive in a fast-paced environment.
• Autonomous Operator: Takes full ownership of activity, territory planning, and forecasting, identifying pipeline risks before they impact results.
• Strategic Partner: Engages leadership for high-level strategy, complex deal positioning, and long-term growth rather than requiring day-to-day oversight.
• Exceptional Communicator: Communicates with empathy and high emotional intelligence across polished, precise written and verbal channels. Conducts impactful discovery calls, uncovers critical business needs, and aligns solutions to client outcomes.
• Ownership Mindset: Operates with high humility and accountability across both wins and losses. Takes ownership of mistakes, actively seeks and incorporates feedback, and approaches every challenge with a coachable, growth-oriented mindset.
• Tech-Enabled Professional: Proficient in Salesforce and sales engagement platforms (e.g., Outreach, Salesloft). Maintains accurate, real-time CRM data, forecasts with discipline, and utilizes AI to research and evaluate deals while validating outputs prior to execution.
• Driven and Collaborative: Pairs a competitive spirit with a team-first mindset and genuine excitement for Wellhub's mission to bring wellbeing to the workplace.

We recognize that individuals approach job applications differently. We strongly encourage all aspiring applicants to go for it, even if they don't match the job description 100%. We welcome your application and will be delighted to explore if you could be a great fit for our team. For this specific role, please note that 4+ years of B2B sales experience in full-cycle or closing roles, with a consistent track record of meeting or exceeding quota in fast-paced SaaS, HR Tech, or tech-enabled environments is required.

WHAT WE OFFER YOU

With thoughtful benefits, emotional wellbeing resources, and a culture that empowers you to take ownership of your role and your wellbeing, we create an environment where you can thrive in all dimensions of your life.

In New York, California, Colorado, Massachusetts, and Washington, the annual base salary range for this role is $95,000 - $100,000. The base salary range for other locations may vary. Actual base salary will be dependent on geographic location, relevant experience, skills, qualifications and/or other job-related factors. In addition to base salary, this role is eligible to participate in our sales incentive plan, and our performance-based stock option program. With the sales incentive plan, the estimated On-Target-Earnings (OTE) range is $150,000 - $165,000+. Actual OTE will vary based on achievement against specific quotas and relevant performance metrics

Our benefits include:

WELLHUB: Free Gold-level membership with access to onsite gyms and studios, digital fitness programs, and online wellness resources for meditation, nutrition, mental wellbeing support, and more! Add up to three family members to your plan, ensuring access to wellness for those who matter most to you.

HEALTHCARE: Health, dental, and vision insurance. Access to telehealth, care concierge, and an Employee Assistance Program.

FINANCIAL WELLNESS: Plan for your future with 401(k) match, short-term and long-term disability, and life insurance.

FLEXIBLE WORK: As a Flexible First company, we offer hybrid and remote options to give you the freedom to work in a way that suits you. The model for this specific role can be discussed with your recruiter and hiring manager. We offer all employees a one-time reimbursement to set up their home office equipment and a monthly work allowance to help cover the costs of working from home.

• Our US HQ is in New York City. We are currently set up to hire in California, Colorado, Connecticut, Florida, Georgia, Illinois, Massachusetts, Missouri, North Carolina, New Jersey, New Hampshire, New York, Pennsylvania, South Carolina, Tennessee, Texas, Utah, Virginia, Washington, and Wisconsin.

FLEXIBLE SCHEDULE: Flexibility for us isn't just about where we work-it also means being able to shape how and when we get things done. Together with their leaders, employees define schedules that align with their time zones, team needs, and personal routines.

PAID TIME OFF: We know how important it is to take time away from work to recharge. Employees receive a minimum of 25 days PTO per year with an additional day for each year of tenure (up to 5) in addition to annual holidays (including an extra holiday on your birthday!)

PAID PARENTAL LEAVE: Welcoming a new child is one of the most special moments in your life. Take the time to be present and enjoy your growing family. We offer up to 12 weeks 100% paid parental leave to all new parents. For parents giving birth, we offer up to 18 weeks paid leave and a ramp-back period to return part-time while you get settled.

CAREER GROWTH: Access world-class platforms, participate in interactive sessions, build your personalized development roadmap, and explore internal opportunities. We focus on continuous learning and feedback to support your journey toward personal and professional success.

CULTURE: You'll join a team of passionate people who come together to break boundaries, support each other, and create a meaningful impact in workplace wellness. We win together, building trust through open communication and a culture where every perspective matters. Learn more about our shared culture and values here.

Want to see what it's really like to work here? Follow us on InstagramYouTube!

Wellhub was named a Top Sales Team of 2025!This is a recognition of the collaboration and impact we create together every day. Ready to be part of a team that's making a real difference? Read more about the award here.

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See below for the annual base salary range for this role, which applies to New York, California, Colorado, Massachusetts and Washington. The base salary range for other locations may vary. Actual base salary will be dependent on geographic location, relevant experience, skills, qualifications and/or other job-related factors. In addition to base salary, this role may also be eligible to participate in either our annual bonus plan or a sales incentive plan, and our performance-based stock option program.

Annual Base Salary Range

$95,000-$100,000 USD