Who we are:

Leo Berwick is an innovative mergers and acquisitions consulting firm. We are comprised of experienced advisors from global law and accounting firms that add value to transactions as trusted partners throughout the deal life cycle. At Leo Berwick, we hire the best and the brightest. Our teams deliver a dedicated and customized service to every client.

What we’re looking for:

Leo Berwick is seeking a strategic, forward-thinking Head of IT to lead our technology vision and execution. This role is responsible for aligning IT strategy with business goals, driving digital transformation, and ensuring the secure, scalable, and efficient delivery of technology services across the organization. The ideal candidate brings an entrepreneurial mindset, thrives in ambiguous environments, and leads with a passion for deploying innovative technology solutions to support the business strategy.

You’re the right fit for this role if –

Are a strategic, entrepreneurial leader who thrives in ambiguity and aligns technology with business growth.
Have successfully led enterprise-wide digital transformation and M&A IT integrations.
Build and inspire high-performing teams while fostering innovation and accountability.
Bring deep expertise in IT infrastructure, cybersecurity, and data-driven decision-making.
Are a collaborative executive with strong business acumen and a track record of delivering measurable impact.

Benefits & Perks

Unlimited paid time off including 2 weeks of disconnected time each year
Generous performance-based bonuses
Flexible working arrangements – remote and location flexibility
Attractive medical, dental insurance
Pension & retirement contributions
Monthly fringe benefit stipend (up to $500)
Additional benefits to support your physical and mental wellness

Key Responsibilities:

Technology Strategy & Vision – Define and execute a technology roadmap aligned with business objectives, rapid growth plans, and evolving business requirements. The vision and strategy should be maintained to incorporate new technology capabilities that can benefit and support Leo Berwick’s business strategy.
M&A Integration – Oversee the technology due diligence and post-merger integration of IT systems from acquired firms, ensuring minimal disruption, data consistency, and synergy realization.
Stakeholder Engagement – Collaborate with executive leadership and department heads to understand business needs and translate them into technology solutions. Work with leadership to define and track KPIs for various IT initiatives.
Leadership & Team Development – Build, mentor, and lead a high-performing IT team, fostering a culture of accountability, innovation, and continuous improvement.
Digital Transformation – Champion the adoption of modern technologies, automation, and data-driven decision-making across the enterprise. Involvement in driving user adoption and managing behavioral changes is expected. Specific areas of focus for digital transformation, automation, and data-driven analytics include:
Sales, Opportunity Management, and Pricing
Professional Services Automation for Client Projects and Delivery including: Design and build of proprietary engagement data lake, Implementation of templates (ppt/excel) and automation tools that support client delivery teams
Order to Cash and Financial Management, Human Capital Management including resource and time/expense management
Support for New Leo Berwick Businesses
Cybersecurity & Risk Management – Establish and oversee the development of robust security protocols, disaster recover plans, and compliance with regulatory standards (GDPR etc.), safeguarding sensitive client data and intellectual property.
Infrastructure & Operations – Design and implement scalable, cost-effective IT infrastructure and support services that can support rapid headcount growth, increased transaction volumes and secure remote / hybrid work environments.
Vendor & Budget Management – Oversee and manage IT budgets, vendor relationships, and contract negotiations to maximize value and performance.
Innovation, Agility & Performance Metrics – Operate with an entrepreneurial mindset, proactively identify opportunities, and solve complex challenges to unlock business value. Track IT performance and initiatives through KPIs (e.g. system uptime/availability, user satisfaction/adoption rates, contribution to revenue growth / cost savings, # of cyber incidents, compliance audit pass rates, time to integrate new acquisitions etc.).

Qualifications:

10+ years of progressive IT leadership experience, including 5+ years in a senior executive role.
Proven success leading enterprise-wide technology initiatives, digital transformation, and cross-functional collaboration.
Deep understanding of IT infrastructure, cybersecurity, enterprise applications, and emerging technologies.
Strong business acumen with the ability to align technology strategy with organizational goals.
Demonstrated ability to lead through ambiguity, adapt to change, and inspire teams to innovate.
Excellent communication, negotiation, and stakeholder management skills.
A curious, entrepreneurial mindset with a proactive approach to problem-solving and continuous improvement.
Bachelor’s degree in Computer Science, Information Systems, or related field (Master’s or MBA preferred).

How to Apply:

To be considered for this opportunity, please carefully follow these application instructions:

Email your application to: careers@leoberwick.com
Use the subject line: Your Name, Head of IT.
Attach a PDF copy of your resume to the email. (Resumes in other formats will not be considered.)
(Optional but appreciated) Share one to two sentences about why you’re interested in this opportunity.

Equal Opportunity Statement

Leo Berwick provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type with regard to race, age, ancestry, color, creed, disability status (physical or mental), gender, marital status, legally-protected medical condition (including pregnancy), national origin, religion, gender identity or expression, genetic information, sexual orientation, military, protected veteran status, or any other characteristic protected by applicable federal, state, or local laws.

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