Gympass logo

    Senior SMB & Mid-Market Account Executive

    Gympass

    Remote
    Remote
    SaaS
    See your match score
    Posted Today
    Work Type

    Remote

    Vertical

    SaaS

    Source

    jobscollider

    About this role

    Your wellbeing, our mission. Join a company shaping a healthier world.

    GET TO KNOW US

    At Wellhub we’re revolutionizing workplace wellness. Our platform connects employees worldwide to the best partners for fitness, mindfulness, therapy, nutrition, and sleep—all in one simple subscription. Headquartered in NYC with team members in Europe, North America and South America, we’re on a mission to make every company a wellness company.

    We believe work should be fulfilling, inspiring, and balanced. Here, you’ll find a team that values wellbeing, collaboration, and different perspectives, where passion and creativity push boundaries to create real impact. Your contributions will help shape a healthier, more balanced world for you and millions of people globally.

    Join us in redefining the future of wellbeing!

    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 opport

    Selling Motion

    Sales Cycle

    Mid-Market

    1–6 month cycles, moderate deal complexity

    Prospecting

    Channel / Partner

    Sell through partners, resellers, or alliances

    Buyer Persona

    C-Suite

    Selling to executive decision-makers

    Requirements at a Glance

    Bachelor's Degree·Required
    Prospecting·Required skill
    Negotiation·Required skill

    Typical Day — Account Executive

    Stakeholder meetings3–5/week
    Executive presentations2–3/week
    Business cases & RFPs1–2/week
    Forecast & pipeline2×/week
    Champion coachingDaily

    Estimates based on role type and selling motion — actual may vary by company.

    SaaS — Interview Intel

    Typical Sales Cycle

    30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)

    Common Buyer Objections

    • "We're locked into a contract with [competitor]"
    • "We built something in-house already"
    • "We don't have budget until next quarter"
    • "Our team won't adopt another tool"

    Key Industry Metrics

    ARR / MRRNet Revenue Retention (NRR)CAC Payback PeriodLogo Churn vs Revenue ChurnACV (Avg Contract Value)Magic Number

    Hot Topics to Reference

    • • AI-native product disruption
    • • PLG vs sales-led motion debate
    • • Vertical SaaS consolidation
    • • Usage-based pricing models

    Use these insights to speak the buyer's language in interviews.

    Tags

    sales
    —

    Walk me through your discovery process.

    Template question
    —

    How do you handle a prospect who goes silent mid-deal?

    Template question
    —

    Tell me about your largest closed deal and the sales cycle.

    Template question
    —

    How do you build business cases for stakeholders?

    Template question
    —

    Describe a deal you lost and what you learned.

    Template question
    Research Gympass's product, recent news, and key competitors
    Prepare metrics: quota attainment %, average deal size, win rate
    Practice a 2-minute product demo pitch for a mock discovery call
    Prepare to discuss your home office setup and self-management discipline
    Review the job description and map your experience to each requirement
    Role Insights

    Account Executives are the revenue engine of any sales organization — this role will require strong pipeline management and closing skills.

    Top SaaS reps often earn significant upside through accelerators once quota is exceeded.

    Remote positions in sales offer flexibility but require strong self-discipline and proactive communication with distributed teams.

    Are you a closer?

    Interested in SaaS? Build your profile to get matched with roles like this.

    Explore More Sales Jobs

    Similar Roles

    Browse More Jobs

    Powered by LemClosers

    Ready to land your next closing role?

    Build your free closer profile to get matched with high-ticket sales opportunities, track applications, and showcase your track record.

    Create a free profile to save sales jobs and track applications

    Get matched
    Create Free Profile