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Chief Operating Officer

Cynch.ai is using AI to revolutionize the accounting industry. We combine people, process and generative AI to augment and democratize the expertise of accountants, empowering individuals and small businesses to make more informed financial decisions.

We are a Series A startup with exceptional early traction, and are currently serving thousands of revenue generating clients.  We are led by an experienced founding team of startup veterans, and we're seeking a world-class Chief Operating Officer to help scale our vision.  

Join us in shaping the future of accounting and drive financial success for our clients!

What You'll Do:

  • Shape Strategy & Scale Operations – Work closely with the CEO to define and execute Cynch.ai’s vision, operations strategy, and hiring plans.
  • Lead Key Business Functions - Build and/or lead a broad set of corporate functions, including our core Tax and Accounting Service Delivery, Revenue Acquisition, Human Resources, Business Operations, Legal and Compliance, and Information Technology.
  • Build & Optimize Our Delivery System – Build and operate the global system (people, process and technology) to acquire customers and deliver scalable, innovative, extensible and high quality tax and accounting services to our clients.  This is expected to be an iterative system, subject to continuous measurement and improvement.  
  • Drive Growth Through Acquisitions – Lead the development of an innovative, data-driven acquisition engine to fuel expansion.
  • Ensure Effective Corporate Planning – Establish company-wide strategic planning, market opportunity analysis, performance tracking, and investment prioritization to drive growth and profitability. 
  • Foster a Strong Culture & Talent Strategy – Attract top talent, build a high-performing team, and create an inclusive, engaging workplace.
  • Align Business & Technology – Partner with engineering, product, and other stakeholders to ensure technical solutions align with business needs.
  • Ensure Compliance & Risk Management – Maintain compliance with all relevant regulations and proactively manage business risks.

What We're Looking For:

  • Proven Leadership – Experience as either COO,  GM of a large division, or Senior Executive at a tech-enabled services organization
  • Operational Excellence – Experience designing, implementing and operating highly scalable, global business processes for a highly regulated and people intensive industry (preferably tax or accounting).
  • Growth Leadership – Experience growing a P&L from $10M to at least $100M and 500 employees.
  • Strategic & Cross-Functional Leadership – Experience overseeing diverse business functions and implementing initiatives that drive efficiency, scalability, and company culture.
  • Exceptional Communication – Ability to articulate complex concepts to both technical and non-technical audiences.
  • Adaptability & Problem-Solving – Comfort with ambiguity, hypergrowth, and navigating uncharted territory in AI-driven accounting.

What We're Offering:

  • Impact & Influence – A key leadership role shaping the future of our company and industry.
  • A Culture of Collaboration – Transparency, inclusiveness, and a team where every voice matters.
  • Flexible Work Environment – Remote and hybrid work options to attract the best talent, regardless of location.
  • Competitive Compensation – A strong salary and equity package—you’ll share in our success.
  • Comprehensive Benefits – Health, dental, vision, 401(k) with match, and more.

If you're ready to pioneer AI in the accounting industry, eager to put your skills to work, and excited about making a significant impact in a dynamic team, we're eager to meet you. Let's reinvent accounting with AI.

Average salary estimate

$160000 / YEARLY (est.)
min
max
$120000K
$200000K

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 Chief Operating Officer, Cynch AI

Cynch.ai is on a mission to reshape the accounting landscape by blending human expertise with cutting-edge AI technology. As we look to scale our vision, we are excited to offer the pivotal role of Chief Operating Officer. In this position, you will work closely with our visionary CEO to define and implement Cynch.ai’s strategy and operations while leading the charge in key business functions such as accounting service delivery, human resources, and IT. You’ll be crucial in creating a robust delivery system that ensures efficient and high-quality service to our thousands of clients. This isn’t just about maintaining status quo; you will innovate and enhance a data-driven acquisition engine to fuel our growth. At Cynch.ai, we value a growth-oriented mindset, and we’re looking for someone who has a proven track record in leading operations in tech-enabled services, particularly in a regulated environment like tax or accounting. The ideal candidate will have experience scaling operations from $10M to $100M and leading teams of 500+ employees. Beyond operational excellence, we are eager to foster a culture of collaboration and inclusiveness, ensuring every team member has a voice. If you're enthusiastic about pioneering AI in the accounting field and ready to make a considerable impact, join us at Cynch.ai and help us transform the future of the accounting industry together!

Frequently Asked Questions (FAQs) for Chief Operating Officer Role at Cynch AI
What are the key responsibilities of the Chief Operating Officer at Cynch.ai?

As the Chief Operating Officer at Cynch.ai, your primary responsibilities will include shaping and executing the company's strategic vision, leading various business functions, and optimizing delivery systems. You'll also drive growth through innovative acquisitions and ensure corporate planning aligns with profitability goals.

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What qualifications are required for the Chief Operating Officer position at Cynch.ai?

To qualify for the Chief Operating Officer role at Cynch.ai, candidates should have proven leadership experience in a tech-enabled service organization, ideally with a background in tax or accounting. A track record of scaling businesses from $10M to $100M and overseeing diverse functions is essential for success in this position.

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How does the Chief Operating Officer at Cynch.ai contribute to company culture?

The Chief Operating Officer at Cynch.ai plays a vital role in fostering a strong company culture by building high-performing teams, attracting top talent, and creating an inclusive workplace where collaboration thrives. This leadership role is key to aligning business strategies with employee engagement.

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What growth opportunities are available for the Chief Operating Officer at Cynch.ai?

As Chief Operating Officer at Cynch.ai, you'll have the opportunity to influence and drive significant growth within the company. This role allows for innovation in building acquisition engines that expand our client base, leading to operations that can scale and further enhance profitability.

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What skills are emphasized for the Chief Operating Officer role at Cynch.ai?

Candidates for the Chief Operating Officer position at Cynch.ai should possess exceptional communication skills, adaptability to fast-paced environments, and proficient problem-solving capabilities. Experience with leading cross-functional teams and operational excellence in regulated industries is also essential.

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Common Interview Questions for Chief Operating Officer
What strategies would you implement as Chief Operating Officer to enhance operational efficiency?

I would focus on streamlining processes through technology and data analytics, ensuring that operational workflows are both scalable and efficient. Collaborating with diverse teams to identify bottlenecks and leveraging AI tools to automate tasks would be part of my strategy.

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Can you provide an example of how you’ve driven growth in a previous role?

In my previous role, I developed a comprehensive acquisition strategy that involved market analysis and customer segmentation. By implementing targeted marketing campaigns and optimizing our sales funnel, we successfully grew our customer base by over 50% in one year.

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How would you approach building a strong company culture within Cynch.ai?

I believe in fostering an inclusive environment where transparency and collaboration are paramount. Regular team-building activities, open feedback channels, and recognition programs for achievements can cultivate a positive company culture while driving employee engagement.

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Describe your experience with compliance and risk management.

I have extensive experience managing compliance in highly regulated industries. I prioritize building a robust compliance framework that not only adheres to regulations but also mitigates risks through proactive assessments and regular audits.

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How do you prioritize competing projects and initiatives?

I'd employ a data-driven approach to assess the impact and alignment of each project with the company's strategic goals. Engaging with stakeholders to understand priorities and resource allocation helps ensure that we focus on initiatives that drive the most value.

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What role does technology play in operational strategy for you?

Technology is foundational to enhancing operational strategies. I believe in leveraging the latest innovations, especially AI and analytics, to create efficient systems that provide actionable insights and improve decision-making processes across the organization.

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How do you ensure effective communication across various teams?

Effective communication hinges on establishing regular check-ins, utilizing collaborative tools, and promoting a culture of open dialogue. This ensures all teams are informed, aligned, and can share ideas or feedback seamlessly.

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What measures would you take to attract and retain top talent?

Attracting and retaining talent involves creating appealing career development programs, offering competitive compensation, and fostering an inclusive culture. It's crucial to provide opportunities for employees to grow and contribute to the company's mission.

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How would you balance innovation with regulatory compliance?

Balancing innovation with compliance requires a strategic approach. I would ensure that all new initiatives undergo thorough risk assessments and adhere to regulatory frameworks while encouraging teams to think creatively within those guidelines.

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What is your vision for the future of operational roles like COO in tech-driven industries?

The role of COO in tech-driven industries will increasingly focus on adapting to rapid changes and leveraging technology to drive growth. I envision COOs as key strategists who not only manage operations but also lead transformative initiatives that embrace innovation and scalability.

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Cynch AI is a seed-stage AI startup led by a founding team of AI startup veterans on a mission to revolutionize the accounting industry.Cynch AI combines reasoning, machine learning, and generative AI to capture financial expertise and make it ava...

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Full-time, remote
DATE POSTED
March 8, 2025

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