Principal | Technology Due Diligence & Private Equity
About The Position
Cuesta Partners is seeking an experienced, results-driven principal to lead high-impact, fast-paced engagements in technology and M&A advisory. The role focuses on technology due diligence and private equity consulting across buy-side and sell-side transactions, including evaluating technology assets, IT systems, cybersecurity, and digital value-creation opportunities. The principal leads deal teams, advises private equity clients, assesses technology risks and opportunities, and supports post-transaction integration and growth strategies. The role also contributes to business development, practice development, and mentoring junior team members. Chicago or New York metropolitan areas are preferred; Central and Eastern time zones are strongly preferred.
Requirements
- At least 7 years of experience in technology due diligence, M&A advisory, private equity consulting, or related work, with a strong focus on technology evaluations for transactions.
- Deep understanding of enterprise IT systems, software architecture, cloud infrastructure, cybersecurity, and digital transformation in the M&A context.
- Ability to analyze complex technology topics quickly and explain their meaning and implications to non-technical audiences.
- Excellent written and verbal communication skills and proven ability to work with senior-level private equity stakeholders.
- Proven experience conducting buy-side and sell-side technology due diligence, identifying risks, assessing scalability, and developing actionable recommendations.
- Strong client relationship management skills and ability to communicate complex technical concepts clearly and actionably.
- Bachelor’s degree in Information Technology, Computer Science, Engineering, or a related field.
Nice To Haves
- Experience with on-premises, co-location, and cloud infrastructure.
- Prior experience in an organization that develops custom software, with familiarity across code platforms, frameworks, and architecture.
- Experience implementing or advising on cybersecurity tools and solutions.
- Familiarity with data warehouse paradigms and technologies.
- MBA or equivalent advanced degree.
- Experience in private equity transactions, particularly with middle-market or large-cap funds.
- Certifications in IT systems, cybersecurity, or cloud platforms, such as CISSP or AWS Solutions Architect.
- Exposure to technology transformation initiatives, including cloud migrations, ERP implementations, or advanced data analytics.
- Chicago or New York metropolitan area location; Central or Eastern time zone.
Responsibilities
- Manage and execute technology due diligence assessments for M&A transactions, evaluating IT systems, software architecture, cloud infrastructure, cybersecurity, data management, and scalability.
- Oversee the day-to-day work of the deal team to ensure high-quality, timely client deliverables.
- Serve as the primary point of contact for private equity clients and deal teams, and deliver strategic recommendations based on technical assessments.
- Advise private equity partners on technology integration, value creation, and growth strategies after transactions.
- Identify technology risks, including cybersecurity vulnerabilities, technical debt, software scalability issues, and integration challenges, and propose mitigation strategies.
- Stay current on enterprise technology, artificial intelligence, digital transformation, cybersecurity, and cloud computing trends.
- Support business development through thought leadership, client pitches, and efforts to expand the firm’s technology due diligence and M&A advisory work.
- Improve delivery processes and artifacts, identify efficiency opportunities, and develop potential add-on offerings and go-to-market approaches.
- Coach and mentor junior team members and foster continuous learning, collaboration, and strong project execution.
Benefits
- Competitive salary commensurate with experience.
- Performance-based bonus structure.
- Comprehensive benefits package, including health insurance, retirement plans, and professional development opportunities.
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What This Job Offers
Job Type
Full-time
Career Level
Principal
