Technical Manager/Sr. Manager - Private Equity

Cuesta Partners LLC
Chicago, IL

Technical Manager/Sr. Manager

About Cuesta Partners

Cuesta Partners is a boutique technology consulting firm focused on helping private equity firms and their portfolio companies create lasting technological advantage. We deliver pragmatic, tech-focused strategy and execution across the deal lifecycle—from pre-close diligence through transformation.

Role Overview

As a Technical Manager/Sr. Manager, Private Equity, you will lead high-impact technology due diligence (TDD) engagements and support private equity clients across buy-side and sell-side transactions. This role requires strong technical depth combined with the ability to manage and guide teams in a fast-paced, private equity environment. You will evaluate IT systems, architecture, cloud infrastructure, cybersecurity, data/AI environments, packaged software, and tech talent while advising deal teams on technology risk, integration strategies, and value-creation opportunities. You will also collaborate closely with the Practice Lead and partners to shape service offerings and support practice growth.

Required Qualifications

• BS or MS/MBA in Computer Science, Information Technology, or a related field• Background as a software engineer, cybersecurity specialist, or infrastructure engineer

• Deep technical expertise in at least three of the six technical areas (Data & AI, Cybersecurity, Infrastructure, Custom Software, Packaged Software, Tech Talent)• High degree of organization with the ability to manage competing priorities and drive results across multiple projects• Demonstrated ability to exercise influence without direct authority, fostering collaboration across teams

Preferred Background

• Experience conducting technology due diligence in M&A transactions; private equity exposure strongly preferred• Demonstrated leadership experience managing teams in high-volume, client-facing environments• Excellent communication skills, with the ability to explain complex technical concepts in business terms

Key Responsibilities

• Lead technology due diligence engagements across private equity transactions• Assess strengths, risks, and scalability across six technical domains: Data & AI, Cybersecurity, Infrastructure, Custom Software, Packaged Software, and Tech Talent• Translate complex technical findings into business implications for investors and executives• Mentor and guide a team of consultants, ensuring high-quality delivery across multiple engagements• Partner with leadership on practice development, client relationship management, and new service offerings• Contribute to Cuesta’s collaborative and entrepreneurial culture, where every team member has visibility and impact

Compensation & Growth

Cuesta Partners offers a competitive compensation package, including base salary, performance bonuses, and rapid career advancement opportunities. This role is remote with periodic team summits.

Benefits – What You’ll Gain

At Cuesta, we value entrepreneurship, humility, diversity, learning, speed, and balance. We provide our team members with:• Constant opportunities for exposure and professional growth• Flexible working arrangements that support work–life harmony• Agency and influence in the company’s overall strategy and direction• Collaboration with a high-performing, entrepreneurial team• Competitive base salary (outlined in posting) with a 20–25% target annual bonus• 401(k), healthcare benefits, paid time off, and more

Posted 2025-09-30

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