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Operations Manager

Job Title: Customer Success Manager
Location: San Francisco or Chicago
Reports to: CEO
Company: FleetWorks Technology, Inc.
Website: fleetworks.ai

About FleetWorks

FleetWorks is a Y Combinator and First Round-backed AI startup transforming the freight industry. Our flagship platform uses AI agents to help freight brokers book freight faster, more profitably, and with fewer human hours. We’re backed by top-tier investors and trusted by industry-leading brokerages like Sage Freight. This is a rare opportunity to join a fast-growing startup at the intersection of artificial intelligence and logistics.

Role Overview

We’re looking for a highly motivated Customer Success Manager to work directly with the CEO to build strong, lasting relationships with customers. This is a high-trust, high-impact role ideal for someone who thrives in ambiguity, is energized by direct communication with logistics operators, and wants a front-row seat to company-building. You’ll be a key bridge between our AI platform and the logistics companies that make the supply chain move.

Key Responsibilities

Customer Success & Retention:

  • Serve as the primary point of contact for customers partners using the FleetWorks platform

  • Onboard new customers and ensure they are set up for success

  • Resolve issues proactively to maintain customer satisfaction and trust

  • Build customer-facing playbooks and best practices as we scale

Operational Efficiency:

  • Track and optimize customer performance metrics

  • Partner with Product and Engineering to identify platform improvements based on customer feedback

  • Help design and iterate internal workflows to increase automation and reduce friction

Relationship Building:

  • Nurture long-term partnerships with high-performing customers

  • Represent the voice of the customer inside FleetWorks and advocate for their needs

  • Attend industry events or host roundtables to deepen relationships and gather insights

Culture Stewardship:

  • Help shape and protect the company culture as we scale, especially in how we work with customers and partners

Who You Are

  • 2+ years experience in a freight brokerage or 3PL

  • Comfortable working directly with both logistics leaders and boots-on-the-ground dispatchers

  • High ownership mindset; you take initiative and follow through

  • Bonus: Proficiency in Russian or Spanish

Why This Role

  • Work directly with the CEO and executive team

  • Gain exposure to every function of a fast-growing AI startup

  • Shape the future of how logistics companies interact with intelligent freight platforms

  • Fast path to leadership opportunities as the company grows

Benefits include:

  • Health plan

  • Unlimited PTO

  • Fully covered lunches and dinners

Average salary estimate

$75000 / YEARLY (est.)
min
max
$65000K
$85000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Operations Manager, FleetWorks

As an Operations Manager at FleetWorks Technology, Inc., you'll be stepping into a dynamic role in the heart of Chicago, where technology meets logistics. FleetWorks is revolutionizing the freight industry using AI to make processes smoother and more profitable. In your role, you will be responsible for driving customer success and operational efficiency, working directly with the CEO as you nurture relationships with our customers. This means you get to onboard new clients, resolve issues proactively, and ensure that they get the most out of our innovative platform. Your insights will play a crucial role in enhancing customer performance metrics and advocating for their needs while collaborating closely with our Product and Engineering teams. Plus, you will help design internal workflows that pave the way for a more automated and frictionless experience not just for our customers, but for our entire team. If you are someone who thrives in fast-paced settings, has a strong ownership mindset, and has experience in freight brokerage or third-party logistics, you'll find this opportunity to be not just a job, but a chance to shape the future of logistics. Join us in creating powerful customer relationships and driving significant value at FleetWorks Technology, Inc. – a place where your contributions are highly valued, and the path ahead is filled with growth possibilities.

Frequently Asked Questions (FAQs) for Operations Manager Role at FleetWorks
What are the key responsibilities of the Operations Manager at FleetWorks Technology, Inc.?

The Operations Manager at FleetWorks Technology, Inc. plays a vital role that includes overseeing customer success, optimizing operational efficiency, and enhancing relationship-building efforts with high-performing customers. You'll serve as the primary point of contact for clients, onboard new customers, and ensure they receive top-tier support while actively seeking to resolve issues to maintain satisfaction.

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What qualifications do you need to become an Operations Manager at FleetWorks?

To be considered for the Operations Manager position at FleetWorks Technology, Inc., candidates should ideally have a minimum of 2 years of experience in freight brokerage or third-party logistics. A strong understanding of logistics operations, coupled with a proactive and ownership-focused mindset, is essential. Additionally, proficiency in Russian or Spanish is a valuable bonus that can enhance communication with diverse clients.

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How does the Operations Manager role at FleetWorks contribute to customer retention?

The Operations Manager at FleetWorks Technology, Inc. contributes significantly to customer retention by serving as a trusted partner to clients, providing onboarding assistance, and creating customer-facing playbooks to ensure long-term success. By being proactive in resolving issues and advocating for customer needs within the organization, the Operations Manager helps build lasting relationships that drive customer loyalty.

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What benefits can I expect when working as an Operations Manager at FleetWorks?

As an Operations Manager at FleetWorks Technology, Inc., you can look forward to an exciting array of benefits, including a comprehensive health plan, unlimited paid time off, and fully covered lunches and dinners. Additionally, the role offers direct access to the company's CEO and executive team, providing a unique opportunity for professional growth in an innovative startup environment.

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What is the company culture like at FleetWorks Technology, Inc.?

FleetWorks Technology, Inc. prides itself on a collaborative and inclusive company culture, particularly as it scales. The Operations Manager plays a crucial role in shaping and protecting this culture by engaging with customers and team members alike, ensuring alignment with the company's values, and nurturing an environment that fosters growth and innovation.

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Common Interview Questions for Operations Manager
Can you describe your experience with customer success in the logistics sector?

In answering this question, you should highlight specific examples of successful customer interactions, emphasizing your ability to resolve issues, onboard new clients effectively, and build lasting relationships. Use metrics or feedback to support your claims and demonstrate your impact.

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How do you handle difficult conversations with customers?

It's essential to show a willingness to listen and empathize. Keep calm and professional, outline the problem clearly, and focus on actionable solutions. Sharing a real-life example where you turned a tough conversation into a positive outcome can strengthen your answer.

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What methods do you use to track customer performance metrics?

Discuss any tools or systems you've previously implemented to monitor client success. Mention specific metrics you've tracked and how this information has influenced your decisions or strategies to enhance customer satisfaction.

Join Rise to see the full answer
How would you advocate for a customer's needs within FleetWorks?

Express your understanding of the importance of being the voice of the customer. Cite examples of how you’ve gathered feedback and communicated client needs to teams, pushing for enhancements that lead to better customer outcomes.

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What strategies do you implement to maintain high customer satisfaction?

Talk about proactive communication, regular check-ins, and the development of customer-facing resources such as playbooks. Mention how these strategies have led to improved satisfaction scores or retention rates in your past roles.

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Can you give an example of improving an internal workflow?

When answering, be specific about the workflow you improved and the tangible outcomes of your efforts. Discuss the challenges you faced, your approach to identifying inefficiencies, and how you collaborated with others to implement the changes.

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What role does feedback play in your operations strategies?

Feedback is critical in developing effective strategies. Share how you’ve used customer insights and team input to refine processes or product offerings and discuss the positive changes that resulted from those adjustments.

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How do you prioritize your tasks and responsibilities?

Describe your process for prioritizing tasks based on importance and urgency. Mention any tools or frameworks you use to help manage your workload effectively, ensuring that you meet the needs of both customers and the organization.

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What first steps would you take when onboarding a new customer?

Discuss your approach to onboarding, including setting expectations, providing resources, and ensuring customers feel supported from day one. Use a real-life example where your onboarding strategy led to successful customer integration.

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How do you foster team collaboration when dealing with customer issues?

Illustrate your teamwork skills by discussing how you involve colleagues from different departments to resolve customer challenges. Emphasize the importance of communication and alignment among teams for delivering seamless support.

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Full-time, on-site
DATE POSTED
April 7, 2025

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