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Caddi Jobs (NOW HIRING)

At CADDi, we're expanding our team with a driven Mid-Market Account Executive ! This role is key to our growth, focusing on building strong relationships and driving sales within the dynamic ...

Apply Early

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 ...

CADDi is revitalizing American manufacturing by unlocking the potential of historical drawings and supply chain data. Our product, CADDi Drawer, empowers customers to break the cycle of reinventing ...

Apply Early

CADDi is revitalizing American manufacturing by unlocking the potential of historical drawings and supply chain data. Our product, CADDi Drawer, empowers customers to break the cycle of reinventing ...

At CADDi, we're expanding our team with a driven Mid-Market Account Executive ! This role is key to our growth, focusing on building strong relationships and driving sales within the dynamic ...

At CADDi, we're expanding our team with a driven Mid-Market Account Executive ! This role is key to our growth, focusing on building strong relationships and driving sales within the dynamic ...

CADDi is revitalizing American manufacturing by unlocking the potential of historical drawings and supply chain data. Our product, CADDi Drawer, empowers customers to break the cycle of reinventing ...

Director of Customer Success

Chicago, IL ยท On-site

$200K - $210K/yr

About the Role CADDi is on a mission to transform how manufacturers work, and Customer Success is the engine that drives value realization and growth at scale. As the Director of Customer Success ...

Director of Customer Success

Chicago, IL ยท On-site

$200K - $210K/yr

About the Role CADDi is on a mission to transform how manufacturers work, and Customer Success is the engine that drives value realization and growth at scale. As the Director of Customer Success ...

Apply Early

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 ...

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 ...

Apply Early

Director of Customer Success

Chicago, IL ยท On-site

$200K - $210K/yr

About the Role CADDi is on a mission to transform how manufacturers work, and Customer Success is the engine that drives value realization and growth at scale. As the Director of Customer Success ...

Sales Development Lead

Seattle, WA ยท On-site

$60K - $80K/yr

You'll work closely with the founders and our Founding GTM Lead to refine who we target, how we reach them, and what "qualified pipeline" actually means for Caddi. This is an SDR role in execution ...

Sales Development Lead

Seattle, WA ยท On-site

$60K - $80K/yr

You'll work closely with the founders and our Founding GTM Lead to refine who we target, how we reach them, and what "qualified pipeline" actually means for Caddi. This is an SDR role in execution ...

Apply Early

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:

Apply Early

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:

You'll work closely with the founders and our Founding GTM Lead to refine who we target, how we reach them, and what "qualified pipeline" actually means for Caddi. This is an SDR role in execution ...

Caddi is a seed-stage startup reimagining automation for professionals by transforming simple screen recordings into fully automated workflows. As a Senior Backend Engineer, you'll guide our core ...

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Showing results 1-20

Caddi information

What are the key skills and qualifications needed to thrive as a Caddie, and why are they important?

To thrive as a Caddie, you need a solid understanding of golf rules, course management, and physical stamina, often gained through hands-on experience rather than formal qualifications. Familiarity with golf clubs, scoring systems, and GPS yardage tools is beneficial in this role. Excellent communication, punctuality, and strong customer service skills help a caddie build trust with players and enhance their experience. These abilities are crucial for supporting golfers effectively, ensuring smooth play, and contributing positively to the overall atmosphere of the course.

What are caddies and what do they do?

A caddie is a person who assists golfers during a round of golf, typically by carrying their golf bags, providing advice on club selection and course strategy, and helping to read greens. Caddies also help maintain the golf course by raking bunkers, replacing divots, and cleaning golf balls and clubs. Their knowledge of the course and the game can provide valuable support to golfers of all skill levels.

What is the difference between Caddi vs Delivery Driver?

AspectCaddiDelivery Driver
Required CredentialsDriver's license, background checkDriver's license, background check
Work EnvironmentRideshare platform, flexible hoursOn the road, various vehicle types
Employer & IndustryRideshare companies, transportationFood, parcel, or goods delivery services

Both Caddi and Delivery Driver roles require a valid driver's license and background check. Caddi typically operates within rideshare platforms offering flexible hours and passenger transport, while Delivery Drivers focus on delivering food or goods, often working for specific companies. The main difference lies in the service provided: passenger transport versus goods delivery, though both roles share similar credentials and work environments.

What are some common challenges caddies face on the job, and how can they overcome them?

Caddies often encounter challenges such as adapting quickly to different golfers' playing styles, managing physical fatigue from walking long courses, and maintaining focus throughout extended rounds. To overcome these challenges, caddies benefit from developing strong communication skills, staying physically fit, and familiarizing themselves with the course layout and conditions. Additionally, building rapport with golfers and proactively anticipating their needs can lead to a more positive experience for both the caddy and the player.
More about Caddi jobs
Infographic showing various Caddi job openings in the United States as of June 2026, with employment types broken down into 100% Full Time. Highlights an 100% Physical job distribution.

Mid-Market Account Executive

CADDi

Chicago, IL โ€ข On-site

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 26 days ago

Be an early applicant


Job description

At CADDi, we're expanding our team with a driven Mid-Market Account Executive! This role is key to our growth, focusing on building strong relationships and driving sales within the dynamic manufacturing industry. You'll work with mid-sized manufacturing companies, guiding them through the sales process with your expertise and collaborative approach.

What Your Days Will Look Like:
  • Strategic Sales Execution: Identify and target mid-sized accounts within the manufacturing sector, developing and executing sales strategies to grow CADDi's presence.
  • Collaborative Partnerships: Work closely with key decision-makers within client organizations to understand their needs and align our solutions.
  • Customer Engagement: Spend 40% of your time in person with customers, building rapport, understanding their unique challenges, and demonstrating how CADDi can provide significant value.
  • Prospecting and Proposal Development: Dedicate 35% of your time to actively prospecting new clients and 25% to crafting clear, compelling proposals that address client needs.
  • Independent Drive: Take initiative and manage your sales pipeline effectively in a remote setting, setting a high standard for engagement and success.

Requirements

What a Successful Mid-Market Account Executive Will Bring to the Table:
  • Proven experience in B2B sales, with a track record of success in selling to mid-sized companies within the manufacturing industry.
  • Familiarity with complex sales processes and the ability to manage multiple opportunities simultaneously.
  • Strong communication and collaboration skills, with the ability to build relationships with various stakeholders.
  • Solid analytical and problem-solving abilities, with a knack for identifying client needs and offering tailored solutions.
  • Willingness to travel and engage with clients in person for 40% of the time.
  • Self-motivated and capable of working independently in a remote environment.
What You Will Get in Return:
  • Competitive base salary and variable bonus potential, plus uncapped commission.
  • Comprehensive benefits package including health insurance, 401k matching, and generous PTO.
  • You'll play a significant role in our company's success and expansion.
  • Be at the forefront of digital transformation in the manufacturing industry.
  • Opportunity for 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.

On Target Earnings is 150-200K 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 letโ€™s talk.