Waitwhile

Mid-Market Account Executive

Waitwhile

full-time

Posted on:

Location Type: Remote

Location: Illinois • United States

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Salary

💰 $80,000 - $100,000 per year

About the role

  • Own the full sales cycle
  • Manage opportunities from first conversation to close
  • Focus on deals in the $30K to $150K ARR range
  • Build pipeline strategically
  • Partner with BDRs and Marketing to target the right accounts and industries
  • Drive pipeline through inbound opportunities and self sourced outbound
  • Run world class demos and presentations
  • Partner with sales engineers to build custom tailored demos
  • Tailor messaging and ROI storytelling to each buyer persona
  • Become an expert on Waitwhile and the value we create across industries
  • Negotiate and close deals
  • Deliver deals that create real value for customers and Waitwhile
  • Ensure each deal is a strong long term fit where we can keep driving impact over time
  • Collaborate across teams
  • Partner with Sales, Marketing, and RevOps to align on campaigns, handoffs, and messaging
  • Share insights from prospecting to inform content, targeting, and positioning
  • Work closely with Product and Customer Success to ensure smooth onboarding and strong outcomes
  • Track and forecast
  • Track all leads from top of funnel to close in HubSpot
  • Own timelines and estimated close dates across your pipeline
  • Contribute to data driven pipeline reviews and forecasting

Requirements

  • 4 to 6+ years of B2B SaaS sales experience with proven success closing mid market or upper SMB deals
  • Consistent track record of meeting or exceeding quota
  • Strong communication, negotiation, and storytelling skills
  • Experience with consultative and value based selling
  • Ability to navigate complex buying committees and multithread deals
  • Familiarity with tools like ZoomInfo, HubSpot, Chorus, and Notion
  • High School Diploma required, Bachelor’s degree preferred
  • It's a plus if you have experience selling to retail, education, or enterprise services
Benefits
  • Health, dental and vision insurance coverage, helping you “be safe, be healthy”
  • Unlimited Paid Time Off
  • 401K plan with 6% company match and no vesting period
  • Health Savings Accounts
  • Flexible Spending Accounts
  • Short-Term and Long-Term Disability Insurance
  • Term life coverage with the option to purchase supplemental coverage
  • Tuition Reimbursement
  • Voluntary Wellness Program
  • Employee Discounts through Perks at Work
  • Community involvement and opportunities to give back
  • Opportunities to leverage your unique strengths through CliftonStrengths assessment & coaching
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
B2B salesconsultative sellingvalue based sellingnegotiationstorytellingpipeline managementforecastingclosing dealsaccount managementlead tracking
Soft Skills
communicationcollaborationstrategic thinkinginsight sharingrelationship buildingadaptabilityproblem solvingcustomer focuspersuasiontime management
Certifications
Bachelor's degreeHigh School Diploma