Enterprise Account Executive, Insurance (Chicago, IL)

Box; Chicago (IL); On-site; USD 90,000 - 130,000; Full time

Job summary

Box is looking for an Enterprise Account Executive in Chicago, IL, to drive new logo acquisition in the Insurance vertical. This role requires 6+ years of SaaS sales experience and a proven track record of closing complex deals.

You will own a territory, work cross-functionally, and contribute to strategic plans to penetrate new markets. Strong organizational skills and experience in enterprise sales are essential for success.

Box values diversity and provides equal opportunities for all employees.

Qualifications

• 6+ years of full-cycle SaaS sales experience with consistent success meeting/exceeding new logo and revenue targets.
• 2+ years selling to the enterprise space; experience with complex, multi-stakeholder deals.
• Proven “hunter” with a track record opening and closing net-new logos in large/global accounts.

Responsibilities

• Own and exceed quarterly and annual new logo targets across an enterprise territory focused on the Insurance industry.
• Build and execute strategic territory and account plans to penetrate white space.
• Lead complex enterprise sales cycles end-to-end: discovery, business case, pilots, negotiation.

Skills

SaaS sales experience

Enterprise sales

Value-based solution selling

Executive presence

Pipeline management

Education

Bachelor’s degree or equivalent experience

Tools

Salesforce

Job description

Enterprise Account Executive, Insurance (Chicago, IL)

WHAT IS BOX?

Box (NYSE:BOX) is the leader in Intelligent Content Management. Our platform enables organizations to fuel collaboration, manage the entire content lifecycle, secure critical content, and transform business workflows with enterprise AI. We help companies thrive in the new AI‑first era of business. Founded in 2005, Box simplifies work for leading global organizations, including JLL, Morgan Stanley, and Nationwide.

By joining Box, you will have the unique opportunity to continue driving our platform forward. Content powers how we work. It’s the billions of files and information flowing across teams, departments, and key business processes every single day: contracts, invoices, employee records, financials, product specs, marketing assets, and more. Our mission is to bring intelligence to the world of content management and empower our customers to completely transform workflows across their organizations. With the combination of AI and enterprise content, the opportunity has never been greater to transform how the world works together and at Box you will be on the front lines of this massive shift.

WHY BOX NEEDS YOU

Box is transforming how the world works together. Our Enterprise Sales team is expanding, and we’re hiring a high‑impact Enterprise Account Executive to drive net‑new logo acquisition across the Insurance vertical. This is a hunter role owning a white‑space territory—prospecting into large, complex enterprises, building executive relationships, and closing multi‑stakeholder, enterprise‑wide deals.

You'll shape repeatable Insurance industry go‑to‑market motions while partnering cross‑functionally to help customers securely manage, govern, and collaborate on their most critical content. If you thrive on opening doors, navigating ambiguity, and creating measurable business outcomes, this role offers visibility, growth, and the chance to make a meaningful impact.

WHAT YOU’LL DO

• Own and exceed quarterly and annual new logo targets across an enterprise territory focused on the Insurance industry
• Build and execute strategic territory and account plans to penetrate white space; run multi‑threaded pursuits across IT, security, risk, digital, operations, and line‑of‑business
• Create and accelerate pipeline through high‑velocity prospecting (email, social, events, partners) and executive‑level discovery, delivering tailored value narratives tied to insurance industry outcomes
• Lead complex enterprise sales cycles end‑to‑end: discovery, business case, pilots, security/compliance diligence, commercial negotiation, and executive alignment to close
• Orchestrate the extended team (Solutions Engineering, Security/Compliance, Industry Advisors, Customer Success, Marketing, Legal, Finance, and Partners/SIs) to deliver compelling, value‑based solutions
• Become fluent in Box’s platform and integrations, as well as insurance‑specific use cases (loan origination, underwriting, advisor productivity, regulated content governance)
• Maintain rigorous pipeline hygiene, forecasting accuracy, and activity management in CRM; report on leading indicators and execute to plan
• Contribute to building scalable, repeatable Insurance industry sales plays, customer stories, and partner motions that raise the bar for the team

WHO YOU ARE

• 6+ years of full‑cycle SaaS sales experience with consistent success meeting/exceeding new logo and revenue targets
• 2+ years selling to the enterprise space; experience with complex, multi‑stakeholder deals
• Proven “hunter” with a track record opening and closing net‑new logos in large or global accounts; comfortable owning a white‑space territory
• Experience selling into Insurance familiarity with security, governance, and compliance‑driven sales cycles
• Skilled in value‑based, solution selling: expert discovery, multithreading, executive storytelling, business case development, and competitive positioning
• Strong executive presence and ability to engage C‑level stakeholders across IT, Security, Risk/Compliance, Digital, and line‑of‑business functions
• Highly organized operator with excellent territory planning, pipeline management, and forecasting discipline; adept in Salesforce or similar CRM
• Collaborative deal leader who mobilizes cross‑functional and partner ecosystems; thrives in fast‑paced, high‑accountability environments
• Anticipate industry shifts and serve as a strategic advisor to enterprise customers as they evolve
• Excel in ambiguous environments, bringing clarity and direction across complex, cross‑functional initiatives
• Bachelor’s degree or equivalent experience

EQUAL OPPORTUNITY

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability, and any other protected ground of discrimination under applicable human rights legislation. Box strives to respect the dignity and independence of people with disabilities and is committed to giving them the same opportunity to succeed as all other employees. Inclusiveness is core to our culture at Box, and we strive to ensure you get the most from your interview experience.

Box makes reasonable accommodations for applicants with disabilities. If a reasonable accommodation is needed to participate in the job application or interview process, please complete the form. Reasonable accommodations may include scheduling adjustments, document dictation and beyond.