15+ years of senior experience in technology, digital, data, or cybersecurity, with direct C-suite advisory experience.
Preferred background as a CIO, CTO, CDO, CISO, or equivalent enterprise leader.
Proven track record in leading complex enterprise decisions and technology transformations.
Strong business acumen, including budgeting and connecting tech decisions to enterprise strategy.
Significant leadership experience in financial services, insurance, or professional services.
Responsibilities
Manage a portfolio of 20-25 member organizations, building long-term relationships with executives.
Provide confidential, objective counsel through virtual and in-person engagements.
Facilitate open-ended conversations to identify issues and help executives make informed decisions.
Guide members on business strategy, AI adoption, cybersecurity, and transformation.
Tailor advice to members' sectors, addressing regulatory and competitive pressures.
Translate member priorities into actionable objectives and connect them with relevant resources.
Utilize operational data and analytics to ground recommendations in the member's context.
Benefits
Opportunity for continuous learning and sharing insights with the Executive Counselor community.
Engagement with a diverse portfolio of high-level executives across various industries.
Access to InfoTech's research, benchmarks, and expert resources to enhance advisory capabilities.
Potential for domestic and international travel for member engagements and events.
Full Job Description
The Opportunity
Turn the judgment and instinct you've built as an executive into counsel for leaders shaping the future of their business and technology. As an Executive Counselor at InfoTech, you will advise, challenge, and support CIOs and senior technology, digital, data, and business leaders across Financial Services, Insurance, Professional Services & Not-for-Profit.
You will combine executive judgment with InfoTech research, benchmarks, diagnostics, operational insights, and expert resources to help members clarify priorities, evaluate trade-offs, manage risk, and translate technology investments into valuable business outcomes. Through confidential, candid conversations, you will strengthen their decision-making, leadership effectiveness, and influence.
What you will do
Own a portfolio of approximately 20-25 member organizations, building trusted, long-term relationships with their executives and learning each member's business context, priorities, and expectations.
Deliver confidential, objective counsel through virtual and in-person engagements, including onsite visits and other commitments under the membership agreement.
Lead open-ended, value-focused conversations; identify the underlying issue, challenge assumptions respectfully, evaluate alternatives, and help executives make confident decisions.
Guide members through business strategy, AI adoption and governance, cybersecurity and resilience, data, cloud and platform modernization, operating models, talent, financial management, and transformation.
Bring an informed industry perspective to regulatory, risk, client, operational, and competitive pressures, tailoring advice to the member's sector and market.
Translate priorities into practical objectives and action plans, connecting members with appropriate research, analysts, benchmarks, diagnostics, tools, consulting and advisory services, and relevant third-party resources.
Use operational data, analytics, and emerging advisory capabilities, including CIO Analytics where relevant, to ground recommendations in the member's environment.
Proactively surface emerging issues, risks, and opportunities, bringing forward useful perspectives and ideas beyond the member's immediate request.
Partner with Account Directors, Sales Leaders, analysts, and other experts on account planning and member success while maintaining the independence and trust of the advisory relationship.
Document priorities, engagement activity, outcomes, and risks; report on service measures and member value to support continuity and continuous improvement.
Invest in continuous learning and share executive experience, industry observations, and emerging practices with the broader Executive Counselor community.
Travel and member engagement
Willingness and ability to travel domestically and internationally for member onsite engagements and InfoTech events. Travel varies with the assigned portfolio, member commitments, location, and event participation.
What you bring
Executive leadership and business judgment
15+ years of progressively senior experience in technology, digital, data, cybersecurity, transformation, professional services, or related disciplines, with meaningful experience operating at or directly advising the C-suite.
Prior experience as a CIO, CTO, CDO, CISO, SVP, Managing Director, or equivalent enterprise leader is strongly preferred.
A record of successfully leading complex enterprise decisions, organizational change, technology transformation, investment prioritization, risk, and executive stakeholder management.
Strong business and financial acumen, including budgeting, management reporting, and connecting technology decisions to enterprise strategy and measurable results.
Industry expertise
Significant leadership or executive advisory experience in financial services, insurance, and/or professional services, with depth in business models, technology challenges, regulatory obligations, and market trends, as well as the ability to advise across cultures.
Experience in one or more relevant segments, such as banking, insurance, pensions, wealth and asset management, capital markets, payments, fintech, credit unions, private equity (PE), not for profit, or professional services organizations.
Advisory and relationship skills
Executive presence and the ability to establish credibility, listen deeply, synthesize complex information, ask difficult questions, and provide clear, practical advice.
Excellent verbal, written, facilitation, and presentation skills, with the ability to simplify complexity and adapt to different personalities and leadership styles.
Discretion, integrity, objectivity, and a strong service orientation; confidence to offer constructive challenge and openness to being challenged.
The ability to coordinate support across diverse stakeholders, manage a portfolio independently, and build sustained relationships through adaptable conversations rather than scripted approaches.
Modern advisory capability
Comfortable utilizing data, analytics, benchmarks, diagnostics, and AI-enabled capabilities alongside executive experience to inform decisions.
