Enterprise B2B Account Executive | Uncapped Commission

PerkSpot; Chicago (IL); On-site; USD 68,000 - 83,000; Full time

Benefits offered by this job

Competitive salary & 401K

Medical, dental, vision insurance

Paid time off 20 days + 8 holidays

Summer Fridays

Sabbatical at 5 and 10 years

Transportation stipend

Free lunch Wednesdays

Team outings

Job summary

PerkSpot is seeking an Account Executive to join our Client Sales team in Chicago. You will source and sign new employer clients, nurture inbound leads, and manage the full sales cycle from discovery to close and onboarding.

You will work primarily in-office at the Merchandise Mart, three days per week, collaborating with Sales Onboarding and Client Success to optimize processes and drive KPIs. A strong track record in enterprise sales and confident negotiation are essential.

Qualifications

• 3–5 years of experience in a full-cycle sales role, ideally within the B2B space.
• Proven knowledge in sales; must be well-versed in prospecting, selling, and negotiating.
• Past success meeting or exceeding monthly and quarterly KPIs.

Responsibilities

• Source and sign on new employer clients across assigned territory.
• Engage and convert marketing-driven inbound leads.
• Manage the full sales process from discovery to close and onboarding.
• Deliver proposals and contracts; oversee negotiations and redlines.
• Collaborate with Sales Onboarding and Client Success teams on pre-closing calls.
• Attend team meetings to review goals and sales strategies.

Skills

Full-cycle sales

Prospecting

Negotiation

Tools

Salesforce

ZoomInfo

Job description

PerkSpot is seeking an Account Executive to join our Client Sales team in Chicago. You will source and sign new employer clients, nurture inbound leads, and manage the full sales cycle from discovery to close and onboarding.

You will work primarily in-office at the Merchandise Mart, three days per week, collaborating with Sales Onboarding and Client Success to optimize processes and drive KPIs. A strong track record in enterprise sales and confident negotiation are essential.