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Head of Acquisitions

Cynch.ai is revolutionizing the accounting industry with AI. By integrating people, processes, and generative AI, we empower individuals and small businesses with expert financial insights.

As a Series A startup with exceptional early traction, we serve thousands of revenue-generating clients. A key part of our growth strategy is acquiring small tax and accounting firms and integrating their clients and personnel into our innovative service model.

We are seeking a Head of Acquisitions to lead this expansion, reporting directly to the Chief Operating Officer. If you have a track record of executing small acquisitions, building trusted relationships, and driving seamless integrations, we want you on our team.

What You’ll Do

  • Drive Growth Through Acquisitions – Scale Cynch.ai’s reach by expanding our client base and operational capacity through building a scalable acquisition engine.  
  • Define & Execute Acquisition Strategy – Develop and refine our acquisition strategy to identify, engage, and acquire accounting firms that align with Cynch.ai’s defined fit criteria.
  • Establish Key Metrics & Acquisition Fit Criteria – Set financial and operational benchmarks to assess acquisition target and success metrics.
  • Identify & Engage Prospective Sellers – Proactively source and build relationships with accounting firm owners, positioning Cynch.ai as an ideal acquisition partner.
  • Lead Deal Execution – Oversee the full acquisition lifecycle, from initial outreach to closing, including negotiations and deal structuring in collaboration with legal and finance teams.
  • Manage Integration – Ensure acquired firms and their personnel are seamlessly integrated into Cynch.ai’s systems, operations, and culture in an innovative, thoughtful way.
  • Assess Success Against Targets and Adjust - Each acquired firm should be assessed post-acquisition on the success metrics to help better refine the acquisition process.

What We’re Looking For

  • Proven Financial Analysis Expertise – Strong ability to evaluate businesses based on financials, customer data, and operational synergies
  • Operational Builder.  Ability to define, operate and refine a scalable process for repeatable acquisitions, including measurable success metrics.
  • Relationship-Driven Leader – High EQ, excellent interpersonal skills, and a natural ability to build trust and rapport with prospective sellers.
  • Strategic Negotiator – Skilled in structuring deals, navigating negotiations, and working cross-functionally with legal, finance, and operations teams.
  • Seamless Integrator – Experience designing and executing post-acquisition integration processes that maximize value while retaining key clients and personnel.
  • Education & Background – BA/BS required; MBA preferred. Tax or accounting industry experience is a plus.

What We Offer

  • Impact & Ownership – Lead a critical function that will directly shape Cynch.ai’s growth and success.
  • A Collaborative Culture – Work alongside experienced startup leaders in an environment that values transparency and innovation.
  • Flexible Work Environment – Remote and hybrid options to attract the best talent.
  • Competitive Compensation – Strong salary and equity package.
  • Comprehensive Benefits – Health, dental, vision, 401(k) with employer match, and more.

If you’re an experienced dealmaker who thrives on building relationships, closing acquisitions, and driving strategic growth, we’d love to meet you. Join us in shaping the future of accounting with AI!

What You Should Know About Head of Acquisitions, Cynch AI

At Cynch.ai, we’re on a mission to revolutionize the accounting industry with cutting-edge AI technology. As a Series A startup making waves, we want to empower individuals and small businesses with the financial insights they deserve. To fuel our growth, we’re looking for a Head of Acquisitions who will play a pivotal role in acquiring small tax and accounting firms, seamlessly integrating them into our innovative model. This isn’t just about numbers; it’s about making connections, building relationships, and ensuring that every new partner feels at home within the Cynch.ai culture. You’ll define and execute acquisition strategies by identifying firms that align perfectly with our vision. If you have a proven track record in executing successful acquisitions and can build trust with prospective sellers, Cynch.ai is the place for you. You’ll oversee the full acquisition lifecycle, manage relationships, and drive integration processes that maximize value. With opportunities for flexible work, a competitive salary, and an engaging work environment where your contributions matter, we want someone who is eager to lead us into our next chapter. If you have the operational savvy, negotiation skills, and the drive to make a difference in the accounting landscape through AI, we would love to hear from you!

Frequently Asked Questions (FAQs) for Head of Acquisitions Role at Cynch AI
What are the main responsibilities of the Head of Acquisitions at Cynch.ai?

The Head of Acquisitions at Cynch.ai will be responsible for driving growth through strategic acquisitions, developing acquisition strategies, establishing key metrics to assess potential targets, and overseeing the full deal execution process. This role also involves managing the integration of acquired firms into Cynch.ai's operations, ensuring a smooth transition and alignment with company culture.

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What qualifications are required for the Head of Acquisitions position at Cynch.ai?

To excel in the Head of Acquisitions role at Cynch.ai, candidates should have a Bachelor's degree, with an MBA preferred. Proven financial analysis expertise, strong interpersonal skills, and experience in the tax or accounting industry are advantageous. The ideal candidate will also have experience in structuring and negotiating deals, alongside the ability to build meaningful relationships with prospective sellers.

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How does Cynch.ai support the integration of acquired firms?

Cynch.ai prioritizes a seamless integration process to maximize the value of acquisitions. The Head of Acquisitions will oversee the integration lifecycle, ensuring that newly acquired firms and their personnel are harmoniously incorporated into Cynch.ai's systems and culture. This approach helps maintain strong relationships with clients and personnel during transitions.

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What is the company culture like at Cynch.ai for the Head of Acquisitions role?

At Cynch.ai, the culture is collaborative and innovative. The company values transparency and encourages input from team members. The Head of Acquisitions will work alongside experienced leaders in a flexible environment, fostering creativity and collective growth as the company shapes the future of accounting with AI technology.

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What type of candidate is Cynch.ai looking for in the Head of Acquisitions role?

Cynch.ai seeks a relationship-driven leader with high emotional intelligence, exceptional negotiation skills, and a demonstrated ability in financial analysis. This candidate should possess a strategic mindset and be passionate about driving acquisitions that align with Cynch.ai’s vision, contributing positively to the company's growth and overall success.

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Common Interview Questions for Head of Acquisitions
How would you approach the development of an acquisition strategy for Cynch.ai?

When developing an acquisition strategy, I would start by analyzing the ideal firm's profile based on our business model and growth goals. Then, I would conduct market research to identify potential candidates and evaluate their compatibility with Cynch.ai's culture and values. Building relationships would also be a priority, ensuring that engagement is a key part of the approach.

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Can you describe a successful acquisition you led and the challenges you faced?

I successfully led an acquisition where we faced several challenges, including cultural integration and aligning operational processes. By focusing on frequent communication with both teams and prioritizing shared values, I was able to overcome resistance and ensure a smooth transition, ultimately leading to increased customer satisfaction.

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What metrics do you believe are essential to track the success of an acquisition?

Key metrics to track would include financial performance indicators like revenue growth and profitability of the acquired firm, customer retention rates, and employee engagement levels. Monitoring these metrics allows us to assess the overall impact of the acquisition and refine our integration process for future endeavors.

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How do you establish trust with potential sellers during the acquisition process?

Establishing trust with potential sellers hinges on clear and honest communication. I would share our vision and values, showcasing how the partnership can be mutually beneficial. Additionally, being transparent about the acquisition process and addressing any concerns fosters confidence and a collaborative atmosphere.

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What role does financial analysis play in your acquisition strategy?

Financial analysis is crucial in discerning the viability of potential acquisition targets. By evaluating their financial statements, cash flows, and operational metrics, I can identify synergies and assess the long-term value that each acquisition could bring to Cynch.ai, which directly informs our strategy.

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How would you ensure a smooth integration post-acquisition?

To ensure a smooth integration post-acquisition, I would establish a structured integration plan that addresses key areas such as operational alignment, cultural fit, and client retention strategies. Regular check-ins with both teams and a focus on maintaining client relationships are vital for a successful transition.

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What is your experience with negotiations during acquisitions, and how do you handle conflicts?

In my experience with negotiations, I prioritize understanding the seller’s motivations while aligning them with our objectives. If conflicts arise, I believe in identifying solutions that preserve relationships and focus on win-win outcomes. This approach mitigates tension and paves the way for successful negotiations.

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How do you keep abreast of market trends affecting acquisitions in accounting?

I stay informed by engaging with industry publications, attending accounting and finance conferences, and networking with other professionals. Joining relevant associations and participating in discussions also provides insights into trends that could impact acquisition strategies in the accounting sector.

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What qualities do you believe an ideal Head of Acquisitions should possess?

An ideal Head of Acquisitions should possess excellent analytical skills to assess potential targets accurately, coupled with strong negotiation capabilities. They should also be relationship-oriented, demonstrating emotional intelligence to build trust with sellers and facilitating smooth integrations, making them a pivotal leader in strategic growth.

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Why do you want to work as the Head of Acquisitions at Cynch.ai?

I'm drawn to the innovative approach Cynch.ai is taking in the accounting industry. The opportunity to lead acquisitions that create genuine value for clients and contribute to revolutionizing financial services excites me. I’m eager to apply my strategic expertise and relationship-building skills to help Cynch.ai achieve its ambitious growth goals.

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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 22, 2025

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