Executive Counselor, Trusted Advisor to CIOs, Technology Leaders

🔥 3 minutes ago

🇨🇦 Canada – Remote

⏰ Full Time

🟠 Senior

🛋️ Counselor

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Info-Tech Research Group

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

💼 Consulting

🤝 B2B

🏢 Enterprise

Consulting • B2B • Enterprise

Info-Tech Research Group is a B2B technology research and advisory firm that helps IT leaders build and run successful IT organizations through analyst research, toolkits, executive coaching, events, webinars, membership services, vendor evaluations, and consulting. The company publishes practical reports, buyer’s guides, software reviews, and blueprints to support enterprise IT decision-making, and operates training/certification programs and member portals to deliver on-demand and bespoke advisory support.

📋 Description

• Own a portfolio of approximately 20–25 member organizations and build trusted, long-term relationships with executives • Deliver confidential, objective counsel through virtual and in-person engagements, including onsite visits and membership-agreement commitments • Lead open-ended, value-focused conversations; identify underlying issues, challenge assumptions, evaluate alternatives, and support confident executive decisions • Guide members on business strategy, AI adoption and governance, cybersecurity and resilience, data, cloud and platform modernization, operating models, talent, financial management, and transformation • Provide industry perspective on regulatory, risk, client, operational, and competitive pressures tailored to each member’s sector and market • Translate priorities into practical objectives and action plans • Connect members with research, analysts, benchmarks, diagnostics, tools, consulting and advisory services, and relevant third-party resources • Use operational data, analytics, emerging advisory capabilities, and CIO Analytics where relevant to ground recommendations • Surface emerging issues, risks, and opportunities beyond members’ immediate requests • Partner with Account Directors, Sales Leaders, analysts, and other experts on account planning and member success while maintaining advisory independence and trust • Document priorities, engagement activity, outcomes, and risks; report on service measures and member value • Invest in continuous learning and share executive experience, industry observations, and emerging practices with the Executive Counselor community

🎯 Requirements

• 15+ years of progressively senior experience in technology, digital, data, cybersecurity, transformation, professional services, or related disciplines • 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 strongly preferred • Record of 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 • Significant leadership or executive advisory experience in financial services, insurance, and/or professional services • Depth in business models, technology challenges, regulatory obligations, and market trends, with 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, not-for-profit, or professional services organizations • Executive presence; ability to establish credibility, listen deeply, synthesize complex information, ask difficult questions, and provide clear, practical advice • Excellent verbal, written, facilitation, and presentation skills • Discretion, integrity, objectivity, and strong service orientation • Ability to coordinate support across diverse stakeholders, manage a portfolio independently, and build sustained relationships through adaptable conversations • Comfortable utilizing data, analytics, benchmarks, diagnostics, and AI-enabled capabilities • Willingness and ability to travel domestically and internationally for member onsite engagements and InfoTech events

🏖️ Benefits

• Confidential, objective executive counsel and access to InfoTech research, benchmarks, diagnostics, operational insights, expert resources, tools, consulting and advisory services • Opportunities to extend leadership impact by advising executives across organizations and markets • Equal opportunity employer committed to diversity and inclusion • Accommodations available on request throughout the recruitment and hiring process

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