Account Executive (Hybrid)

PerkSpot•Chicago, IL

4d•$130,000 - $130,000•Hybrid

About The Position

PerkSpot is hiring an Account Executive for its Client Sales team. The role sources and signs new employer clients and engages and converts marketing-driven inbound leads. The Account Executive researches and sources prospects, builds relationships, manages the sales process, and closes deals within an assigned territory to grow PerkSpot’s community of members. The position is hybrid and requires working in the Merchandise Mart office in downtown Chicago three days per week: Tuesday, Wednesday, and Thursday. The role reports to the Senior Manager, Client Sales. The base salary is $75,000 plus uncapped sales commission. Expected first-year on-target earnings are $130,000. PerkSpot describes its mission as helping employees make smarter spending decisions through discounts and deals. The company began in Chicago in 2006 and serves more than 22 million employees.

Requirements

3–5 years of experience in a full-cycle sales role, ideally in the B2B space.
Proven sales knowledge, including prospecting, selling, and negotiating.
A track record of meeting or exceeding monthly and quarterly KPIs.
Strong communication skills and a self-disciplined attitude.
Ability to multitask and manage personal deadlines.
Curious, positive, and organized mindset.
Commitment to collaboration and teamwork.
Positive attitude and a thoughtful approach to business development and contract negotiation.
Understanding of PerkSpot’s values and willingness to take ownership and work toward company goals.
Desire to learn and grow enterprise sales experience.

Nice To Haves

Experience in the enterprise broker, insurance, or healthcare industry.
Experience using Salesforce and ZoomInfo.

Responsibilities

Manage and organize an assigned geography of 250–500 account prospects, evaluating account and industry concentration, ideal customer profile fit, whitespace, and competitors to prioritize high-value accounts.
Execute targeted, multichannel outreach to convert the territory into qualified pipeline.
Identify and target potential clients through outbound activity, building interest in PerkSpot and converting prospects into clients.
Manage the full acquisition sales cycle, including leading discovery, demonstration, and proposal calls.
Meet or exceed relevant key performance indicators, including pipeline generated and total eligible users closed.
Follow PerkSpot’s sales processes for lead qualification through contract signing and onboarding or launch.
Deliver proposals and contracts and oversee negotiations, including contract redlines.
Work with Sales Onboarding and Client Success teams on pre-closing calls with key prospect stakeholders.
Collaborate with team leadership to improve PerkSpot’s sales process.
Attend regular team and staff meetings to review company goals, success benchmarks, and sales strategies.
Build relationships with prospective clients and guide leads through to signed contracts.

Benefits

401(k) matching.
Company-paid disability insurance.
Medical, dental, and vision insurance effective on the first day of employment.
Encouraged annual time off of 20 days.
Eight paid company holidays.
Office closure from Christmas Eve through New Year’s Day.
Summer Fridays between Memorial Day and Labor Day.
Early office closure at 1 p.m. on the day before each company holiday.
Paid sabbatical of up to three months after five and ten years of service.
Monthly transportation stipend.
Free lunch every Wednesday.
Regular outings, virtual events, community-interest Slack channels, and occasional happy hours.
Competitive salary and uncapped sales commission.