Overview

The Vice President of Technology serves as Castle Group's senior technology leader and strategic advisor to the Executive Team. This role is responsible for shaping and executing the organization's technology vision, ensuring technology investments, cybersecurity initiatives, enterprise systems, data strategies, and digital transformation efforts align with business objectives and support the company's continued growth.

The Vice President of Technology partners with executive leadership to identify opportunities where technology can improve operational efficiency, reduce risk, enhance the client experience, strengthen cybersecurity posture, and create scalable solutions that support the company's long-term strategic goals.

As a trusted advisor, this leader provides insight and recommendations regarding emerging technologies, enterprise risk, technology investments, business continuity, artificial intelligence, automation, and organizational scalability.

Responsibilities

- Develop and execute a multi-year technology strategy that aligns with Castle Group's business objectives, growth plans, and operational priorities while serving as the primary technology advisor to the Executive Team.
- Evaluate and implement emerging technologies, including artificial intelligence, automation, advanced analytics, and digital transformation initiatives, to improve operational efficiency, enhance decision-making, and support organizational growth.
- Lead the organization's cybersecurity program by establishing governance frameworks, security standards, policies, risk management strategies, and controls that protect company assets, systems, and data.
- Assess and communicate technology and cybersecurity risks to executive leadership while ensuring appropriate mitigation strategies, business continuity plans, disaster recovery capabilities, and incident response procedures are maintained.
- Ensure compliance with applicable regulatory, contractual, and industry requirements related to technology, cybersecurity, privacy, and data protection.
- Provide strategic oversight of enterprise systems, infrastructure, cloud platforms, telecommunications, business applications, and technology services, ensuring solutions remain secure, reliable, scalable, and aligned with organizational needs.
- Lead the evaluation, implementation, optimization, and integration of enterprise technologies while promoting effective use of technology and data to support informed decision-making and operational excellence.
- Establish and monitor technology performance metrics, service standards, and key performance indicators that support accountability, continuous improvement, and exceptional user experiences.
- Develop and manage the technology budget, evaluate technology investments, and oversee vendor and partner relationships to ensure optimal service, performance, value, and resource allocation.
- Build, lead, and develop a high-performing technology organization by fostering a culture of accountability, innovation, collaboration, continuous learning, and exceptional customer service.
- Prepare and present technology strategies, business cases, investment recommendations, operational metrics, cybersecurity updates, and organizational risk assessments to executive leadership in a clear and business-focused manner.
- Perform other duties as assigned.

Supervisory Responsibilities

- Directly and indirectly oversee all IT team and technology service providers
- Carry out supervisory responsibilities in accordance with Castle’s policies and applicable laws.    
- Responsibilities include interviewing, hiring, training, developing, and mentoring employees; planning, assigning, and directing work; appraising performance; rewarding and disciplining employees; addressing complaints and resolving problems.

Qualifications

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily.  The requirements listed below are representative of the knowledge, skill, and/or ability required.  Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.  

Education and Experience  

Bachelor's degree in Computer Science, Information Technology, Information Systems, Business Administration, or a related field.

Minimum of ten (10) years of progressive leadership experience in information technology, including responsibility for complex IT environments, infrastructure, enterprise systems, and technology teams.

Experience leading enterprise technology initiatives, including cybersecurity, cloud technologies, digital transformation, and large-scale system implementations.

Proven experience developing and executing technology roadmaps, strategic plans, budgets, and technology investment strategies that support organizational objectives.

Demonstrated success partnering with senior leadership to translate business needs into technology solutions and drive organizational results.

Experience evaluating, implementing, and governing artificial intelligence solutions, including Microsoft Copilot and other AI-enabled technologies, to improve productivity, automate workflows, support decision-making, and drive business value.

Experience presenting technology strategies, business cases, and recommendations to executive leadership and influencing organizational decision-making.

Skills and Abilities  

Strategic leadership and business acumen with the ability to align technology initiatives with organizational goals and drive measurable business results.

Strong interpersonal and communication skills with the ability to influence stakeholders and translate complex technical concepts into business-focused recommendations.

Deep understanding of cybersecurity, risk management, technology governance, regulatory compliance, and business continuity planning.

Strong financial, analytical, and problem-solving capabilities, including budgeting, technology investment evaluation, and data-driven decision-making.

Proven ability to lead cross-functional teams, manage organizational change, and deliver complex technology initiatives.

Demonstrates integrity, professionalism, sound judgment, and the ability to handle confidential information with discretion.

Physical requirements  

The physical demands described here are representative of those that an employee must meet to perform the essential functions of the job successfully.  Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.  

Able to work under pressure, maintain composure, and utilize good judgment during emergency/difficult and stressful situations.

Ability to

lift to 30 lbs.

work in an upright standing or sitting position for long periods of time.

hear, understand, and respond appropriately to verbal requests made in person and over the telephone, and have manual dexterity to input data into the computer.

reach with hands and arms,

Communicate, receive, and exchange ideas and information.

This position may require infrequent travel.

Travel may be outside the local area and overnight.

Ability to work extended hours and weekends based on project requirements.

EQUAL EMPLOYMENT OPPORTUNITY  

Castle is an equal opportunity employer and prohibits discrimination and harassment of any kind. All employment decisions are based on qualifications, merit, and business needs, without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or any other protected status under federal, state, or local laws.  

DISCLAIMER  

This job description is intended to convey information essential to understanding the scope of the position and is not exhaustive. Duties, responsibilities, and activities may change or be supplemented at any time based on organizational needs. In addition, management has the right to change any portion of this job description at any time and for any reason.    

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