Technology Diligence Director

Grant Thornton • Chicago, IL

10h • Hybrid

About The Position

As a Director in Grant Thornton’s Technology Transaction Advisory practice, you will play a critical role in helping clients evaluate, protect, and grow enterprise value through end-to-end technology diligence and execution across the transaction lifecycle.
This role goes beyond traditional IT diligence. You will help advance Technology Transaction Advisory into a scaled, end-to-end technology diligence and value platform spanning pre-deal diligence, deal execution, and post-deal value realization, closely integrated with Financial Due Diligence, Cyber, Strategy, and Transformation teams.
From day one, you will be empowered to help Private Equity and strategic clients make informed investment decisions, uncover technology-enabled risks and opportunities, and translate technology insight into clear, differentiated value creation narratives.
Your day-to-day may include:
Serve as a senior advisor to Private Equity and strategic clients across the transaction lifecycle, including buy-side and sell-side technology diligence, integration and separation planning, and post-close execution.
Lead delivery of end-to-end technology diligence, applying a technology strategy lens to assess enterprise platforms, product and software engineering, cyber and privacy risk, digital operating model maturity, and AI readiness.
Translate technical findings into clear, differentiated insights tied directly to investment thesis, growth strategy, and value creation priorities.
Extend impact beyond diligence by shaping integration, separation, and value creation roadmaps.
Partner with transformation and strategy teams to drive continuity from diligence through execution and value realization.
Identify and pursue natural opportunities to expand engagement scope across the deal lifecycle.
Support practice growth through account planning, opportunity shaping, and proposal development.
Partner with Financial Due Diligence, Cyber, Strategy, and Private Equity coverage teams to deepen penetration in existing relationships and proactively engage new clients.
Contribute to the evolution of differentiated Technology Transaction Advisory offerings aligned to market trends, including product-focused diligence and digital and AI-enabled value creation.
Lead and develop high-performing teams while ensuring consistent, high-quality delivery.
Oversee engagement economics, quality, and client relationships.
Contribute to recruiting, onboarding, and the development of scalable delivery models and playbooks.

Requirements

• Bachelor's degree in Computer Science, Information Systems, Engineering, Information Technology, Accounting, or a related field; MBA or equivalent in advanced degree preferred.
• Industry recognized professional certification required, PMI/PMP, MA&P, CPMI preferred
• 10+ years of experience in technology diligence, technology M&A, technology strategy, Tech advisory, or related consulting or industry roles supporting transactions.
• Demonstrated ability to: Lead complex technology diligence and advisory engagements Apply a technology strategy mindset to investment and value creation questions Translate technical findings into clear, executive-level insights
• Strong experience working with senior stakeholders, including CIOs, CTOs, PE Operating Partners, Corporate Development leaders, and C-suite executives.
• Proven track record of leading teams, managing complex engagements, and delivering high-impact client outcomes.
• Experience working extensively with Private Equity clients.
• Product-centric and software engineering experience (including SaaS, digital platforms, or technology-enabled business models).
• Exposure to digital transformation, data platforms, analytics, automation, or AI-enabled initiatives.
• Experience contributing to the development or scaling of advisory offerings within a consulting or professional services environment.
• Experience building or reviewing financial models related to technology costs, synergies, or value creation initiatives.
• Can travel as needed. Expected travel is up to 50%

Responsibilities

• Serve as a senior advisor to Private Equity and strategic clients across the transaction lifecycle, including buy-side and sell-side technology diligence, integration and separation planning, and post-close execution.
• Lead delivery of end-to-end technology diligence, applying a technology strategy lens to assess enterprise platforms, product and software engineering, cyber and privacy risk, digital operating model maturity, and AI readiness.
• Translate technical findings into clear, differentiated insights tied directly to investment thesis, growth strategy, and value creation priorities.
• Extend impact beyond diligence by shaping integration, separation, and value creation roadmaps.
• Partner with transformation and strategy teams to drive continuity from diligence through execution and value realization.
• Identify and pursue natural opportunities to expand engagement scope across the deal lifecycle.
• Support practice growth through account planning, opportunity shaping, and proposal development.
• Partner with Financial Due Diligence, Cyber, Strategy, and Private Equity coverage teams to deepen penetration in existing relationships and proactively engage new clients.
• Contribute to the evolution of differentiated Technology Transaction Advisory offerings aligned to market trends, including product-focused diligence and digital and AI-enabled value creation.
• Lead and develop high-performing teams while ensuring consistent, high-quality delivery.
• Oversee engagement economics, quality, and client relationships.
• Contribute to recruiting, onboarding, and the development of scalable delivery models and playbooks.

Benefits

• Whether it’s your work location, weekly schedule or unlimited flex time off, we empower you with the options to work in the way that best serves your clients and your life.
• Here, you are supported to prioritize your overall well-being through work-life integration options that work best for you and those in your household.
• We understand that your needs, responsibilities and experiences are different — and we think that’s a good thing. That’s why we support you with personalized and comprehensive benefits that recognize and empower all the identities, roles and aspirations that make you, well, you. See how at www.gt.com/careers
• For an overview of our benefit offerings, please visit: https://www.grantthornton.com/careers/rewards-and-benefits
• Grant Thornton interns are eligible to participate in the firm’s medical, dental and vision insurance programs and the firm’s employee assistance program. Interns also receive a minimum of 72 hours of paid sick leave, and are paid for firm holidays that fall within their internship period.
• Grant Thornton seasonal employees are eligible to participate in the firm’s medical, dental and vision insurance programs and the firm’s employee assistance program. Seasonal employees may also be eligible to participate in the firm’s 401(k) savings plan and employee retirement plan in accordance with applicable plan terms and eligibility requirements. Seasonal employees receive a minimum of 72 hours of paid sick leave.
• Grant Thornton employees may be eligible for a discretionary, annual bonus based on individual and firm performance, subject to the terms, conditions and eligibility criteria of the applicable bonus plan or program. Interns and seasonal employees are not eligible for bonus compensation.

What This Job Offers

• Job Type: Full-time
• Career Level: Director