Enterprise Account Executive

> CADDi · Chicago, United States · Full-time · Posted 2026-04-28

Salary: USD 250,000–300,000

Workplace: on_site

Department: Go to Market

Description

At CADDi, we are adding an experienced Enterprise Account Executive to our dynamic team. This team member will be critical to our expansion, which requires seasoned professionals capable of navigating complex sales cycles within the manufacturing industry. You will be responsible for targeting and engaging with the largest manufacturing companies, demonstrating exceptional grit, expertise, and the ability to collaborate effectively with high-level stakeholders, including the C-suite, finance, and product teams.

What your days will look like:

• Strategic Sales Execution: Identify and target key accounts within the manufacturing industry, developing and executing sales strategies to penetrate and expand CADDi's market share.
• High-Level Collaboration: Work closely with C-suite executives, finance, and product teams to ensure alignment and smooth progression of the sales process.
• Customer Engagement: Commit to being in person with customers 50% of the time to build trust, understand their unique needs, and tailor solutions that deliver unmatched value.
• Prospecting and Proposal Development: Dedicate 30% of your time to prospecting new clients and 20% to crafting compelling proposals that address client needs and challenges.
• Remote Leadership: Embody the initiative, independence, and resilience required to succeed and set the standard for remote engagement in enterprise sales.

Requirements

What will a successful Enterprise Account Executive bring to the table:

• Extensive experience in enterprise sales, with a proven track record of success in selling to large companies within the manufacturing industry.
• Deep understanding of complex sales processes and the ability to navigate them effectively.
• Exceptional communication and collaboration skills, with experience working alongside C-suite, finance, and product teams.
• Strong analytical and strategic thinking abilities, with a knack for identifying opportunities and overcoming challenges.
• Willingness to travel and engage with clients in person for 50% of the time.
• Self-motivated and capable of working independently in a remote setting.

What you will get in return:

• Competitive base salary and Variable Bonus potential plus uncapped commission potential.
• Comprehensive benefits package including health insurance, 401k matching, and generous PTO.
• You will significantly impact our company's success and growth trajectory. 
• Be at the forefront of digital transformation in the manufacturing industry.
• Opportunity for rapid career growth within a fast-growing startup.
• Be part of a dynamic, supportive team culture that values innovation and collaboration.
• Make a tangible impact on the manufacturing industry by helping businesses streamline their operations and achieve their goals.

Benefits

At CADDi, we're committed to creating a work environment that fosters your well-being and professional development.  Here are some of the benefits you'll enjoy as part of our team:

• Comprehensive Health Benefits: We provide 100% company-covered employee comprehensive health insurance, including medical  (UnitedHealth), dental (Principal), and vision (VSP) to keep you and your family healthy.

• Ownership & Rewards: Be a part of our success story with a competitive stock options plan.

• Financial Security: Start saving for your future with our 401k plan, featuring a generous 4% company match starting on day one.

• Generous Time Off: Maintain a healthy work-life balance with 15 days of paid time off, five dedicated sick days, and ten company holidays to celebrate throughout the year.

• Thriving Culture: We foster a vibrant work environment with delicious company lunches, engaging events, and healthy drinks and snacks to keep you fueled. Celebrate your achievements with us at quarterly events and holiday gatherings.

• Learning & Development: We invest in your growth by providing opportunities to join professional organizations, attend industry conferences, and participate in various learning initiatives.

• Financial Incentives: Benefit from commuter and parking benefits to simplify your daily commute. We also offer referral bonuses to help you spread the word about exciting opportunities at CADDi.

• At CADDi, we're committed to creating a work environment that fosters your well-being and professional development.  Here are some of the benefits you'll enjoy as part of our team:

• Comprehensive Health Benefits: We provide 100% company-covered employee comprehensive health insurance, including medical  (UnitedHealth), dental (Principal), and vision (VSP) to keep you and your family healthy.

• Ownership & Rewards: Be a part of our success story with a competitive stock options plan.

• Financial Security: Start saving for your future with our 401k plan, featuring a generous 4% company match starting on day one.

• Generous Time Off: Maintain a healthy work-life balance with 15 days of paid time off, five dedicated sick days, and ten company holidays to celebrate throughout the year.

• Thriving Culture: We foster a vibrant work environment with delicious company lunches, engaging events, and healthy drinks and snacks to keep you fueled. Celebrate your achievements with us at quarterly events and holiday gatherings.

• Learning & Development: We invest in your growth by providing opportunities to join professional organizations, attend industry conferences, and participate in various learning initiatives.

• Financial Incentives: Benefit from commuter and parking benefits to simplify your daily commute. We also offer referral bonuses to help you spread the word about exciting opportunities at CADDi.

On Target Earnings is OTE 250-300K per year, based on experience, with opportunities for growth and enhanced income potential.

We are a diverse and inclusive workplace that values your unique talents and perspectives. We are committed to building a team that reflects the communities we serve.

Ready to join a passionate team and make a real difference in the future of Manufacturing in the US? Apply today, and let’s talk.

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