Account Executive – Midmarket

Waitwhile

. Own the full sales cycle from first conversation through negotiation and close .

Posted 9/29/2026full-timeRemote • Illinois • United StatesMid-LevelSenior💰 $80,000 - $100,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in B2B SaaS sales with a proven track record of closing Mid-Market and upper-SMB deals, utilizing consultative and value-based selling techniques. Proficient in managing sales pipelines, collaborating with cross-functional teams, and effectively communicating value propositions to diverse buyer personas.

Highest-signal resume keywords

B2B SaaS Sales ExperienceConsultative SellingPipeline ManagementNegotiation SkillsHubSpot Proficiency

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Cycle ManagementClosing DealsValue-Based SellingPipeline GenerationTarget Account Identification

Soft Skills

Excellent CommunicationPresentation SkillsCommercial JudgmentStorytelling SkillsAbility to Work Independently

Tools & Technologies

HubSpotZoomInfoChorusNotion

Certifications & Qualifications

Bachelor’s Degree

Industry Keywords

Mid-Market SalesUpper-SMB SalesRetail SalesEducation SalesEnterprise Services Sales

About the role

Key responsibilities & impact

Own the full sales cycle from first conversation through negotiation and close
Manage deals in the $30K–$150K ARR range
Generate opportunities through inbound and self-sourced outbound efforts
Work with BDRs and Marketing to identify target accounts and industries
Lead tailored demos and presentations
Communicate Waitwhile’s value and ROI to different buyer personas
Navigate commercial conversations and close deals
Partner with Sales, Marketing, RevOps, Product, Customer Success, and Sales Engineering
Improve targeting, messaging, handoffs, and the customer journey
Maintain accurate opportunities and pipeline data in HubSpot
Own expected close timelines and contribute to data-driven pipeline reviews
Share prospect and customer feedback to improve positioning, product, and go-to-market strategy

Requirements

What you’ll need

4–6+ years of B2B SaaS sales experience
Track record of closing Mid-Market or upper-SMB deals
Consistent track record of meeting or exceeding sales targets
Strong experience with consultative and value-based selling
Excellent communication, presentation, negotiation, and storytelling skills
Experience navigating complex buying processes, multiple stakeholders, and buying committees
Strong commercial judgment and ability to translate customer needs into clear business value
Comfortable owning a pipeline and working independently in a fast-moving environment
Bachelor’s degree or equivalent work experience
Experience selling into retail, education, enterprise services, or similar industries
Experience working in a fast-growing SaaS or product-led company
Familiarity with HubSpot, ZoomInfo, Chorus, and Notion
Experience partnering with Sales Engineers on tailored product demos
Strong understanding of pipeline generation and self-sourced outbound sales

Benefits

Comp & perks

Health, dental and vision insurance coverage
Unlimited Paid Time Off
401K plan with a 6% company match and no vesting period
Health Savings Accounts
Flexible Spending Accounts for healthcare and/or dependent daycare expenses
Short-Term and Long-Term Disability Insurance paid for by Allegion
Term life insurance with option to purchase supplemental coverage
Tuition Reimbursement
Voluntary Wellness Program with monetary rewards
Employee Discounts through Perks at Work
Community involvement and opportunities to give back
CliftonStrengths assessment & coaching
Flexible working hours
Professional growth opportunities
Work-life balance
Autonomy
Generous time-off policies