Account Executive - North Central

Human Interest; Chicago (IL); On-site; USD 150,000 - 155,000; Full time

Benefits offered by this job

401(k) match

Health insurance

Dental insurance

Vision insurance

Parental leave

Stock options

Work from home stipend

Job summary

Human Interest is a high-growth fintech company expanding access to retirement benefits for small and medium-sized businesses across the United States. This role focuses on closing deals, building a strong pipeline, and effectively communicating product value to diverse customers.

You will own the sales process from prospecting to contract signing, collaborate with a fast-moving team, and leverage Salesforce and other tools to document every step.

Qualifications

• Minimum 2 years of work experience in a sales role, preferably at a startup.
• Demonstrated track record of exceeding quota.
• Strong communication and negotiation skills.

Responsibilities

• Handle full-cycle sales—from demo to close.
• Research and target potential customers.
• Build and manage a robust pipeline.
• Negotiate contracts and close deals.
• Record all activities in Salesforce.
• Learn and demonstrate our platform to prospects.

Skills

Sales experience

Startup experience

Quota attainment

CRM proficiency

Tools

Salesforce

Job description

Human Interest is on a mission to ensure that people in all lines of work have access to retirement benefits.

More than half of all working Americans are not saving enough for their future. Too often, it’s because they are employed by a company that doesn’t offer a retirement plan. Human Interest is changing that by making it affordable and accessible for small and medium‑sized businesses to offer employees a path to financial independence through retirement savings.

We’re a high‑growth fintech company changing the retirement industry. We are backed by a number of investors, including Marshall Wace and Baillie Gifford, and top investors such as BlackRock, TPG (The Rise Fund), SoftBank, Glynn Capital, NewView Capital, USVP, Wing, and Uncork.

What you get to do every day

• Work full‑cycle deals from demo complete to close.
• Research and target companies using prospecting tools.
• Build and manage a pipeline.
• Learn and demonstrate our platform to new prospective customers.
• Negotiate contracts.
• Record and document all sales activities in Salesforce.com.
• Successfully utilize all sales tech tools.

What you bring to the role

• You have at least 2 years of work experience in a sales role, preferably at a startup.
• You have a demonstrated track record of exceeding your quota.
• You love closing deals and helping businesses by delivering a product that has concrete value.
• You're solutions oriented— you recognize objections and help your customers see value in our product regardless of their knowledge of our industry.
• Extraordinary communication and interpersonal skills — people trust you and get the sense that you are advocating for something in which you believe.
• You have experience working with high‑velocity sales cycles or selling to small businesses.
• You're resilient—you bounce back from setbacks quickly, are resourceful, and find creative ways to get things done.
• You're comfortable with a wide range of sales tools, including Salesforce or other CRMs.
• You have a passion for solving big problems and having an immediate and positive impact.
• Ability to embrace feedback and hold yourself accountable.
• The ability to learn technology basics and apply them to business situations.

Please feel free to apply to this position even if you do not meet 100% of the requirements listed above.

Why you will love working at Human Interest

Human Interest is tackling one of our country's biggest challenges—closing the retirement gap. You'll be instrumental in architecting and scaling solutions that bring financial security to employees in small and medium‑sized businesses nationwide. We’ve made significant progress, but there is still growth ahead, offering you a unique opportunity to solve complex problems, drive innovation, and advance your career alongside a dedicated, mission‑driven team. We value hard work and recognize that our team's contributions are key to our continued success.

Join Human Interest and make a lasting impact by shaping the future of retirement.

Compensation

At Human Interest, we consider a number of factors to determine the appropriate pay range for each position, including the cost of labor in different markets across the U.S. The total On‑Target Earnings (OTE) for the role described in this job posting is $150,000 - $155,000 which includes a base salary of $77,500 and a variable target compensation of $77,500. The specific pay rate offered is based on the candidate’s relevant skills and experience. Hourly pay is just one component of our Total Rewards package, which also includes a comprehensive suite of physical, financial, and mental wellness benefits. Additionally, employees receive stock option grants, enhancing long‑term financial growth and investment in our company's success.

Benefits

• A great 401(k) plan: Our own! Our 401(k) includes a dollar‑for‐dollar employer match up to 4% of compensation (immediately vested) and $0 plan fees.
• Top‑of‑the‑line health plans, as well as dental and vision insurance.
• Competitive time off and parental leave.
• Addition Wealth: Unlimited access to digital tools, financial professionals, and a knowledge center to help you understand your equity and support your financial wellness.
• Lyra: Enhanced Mental Health Support for Employees and dependents.
• Carrot: Fertility healthcare and family‑forming benefits.
• Candidly: Student loan resource to help you and your family plan, borrow, and repay student debt.
• Monthly work‑from‑home stipend; quarterly lifestyle stipend.
• Engaging team‑building experiences, ranging from virtual social events to team offsites, promoting collaboration and camaraderie.

We’re a great place to work

• Certified as a Great Place To Work® (2023-2025).
• Fortune Best Place to Work in the Bay Area (2024).
• Best Places to Work by Built In (2023-2024).
• America’s Best Startup Employers by Forbes (2020-2022, 2024).
• A Top Company by Y Combinator (2020-2023).
• Inc. Fastest Growing Companies (2021).

Human Interest is an equal opportunity employer. All applicants will receive consideration for employment without regard to race, color, religion, sex, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, veteran or military status, pregnancy, or any other characteristics protected under federal, state, or local laws.

We are committed to making every stage of our application process fully accessible to all individuals. If you need a reasonable accommodation at any point in the process, please let us know at [e-mail].

Pursuant to the San Francisco Fair Chance Ordinance, we will consider employment‑qualified applicants with arrest and conviction records. We comply with CCPA guidelines.