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Career Opportunities: Chief of Staff, Office of the CTO (54196)

This a Full Remote job, the offer is available from: United StatesLocation: Ireland, Netherlands, UK, Italy, or Spain (Office-Based, Hybrid, or Home-Based)Position Summary:The Director, Chief of Staff (CoS) Office of the CTO serves as a key partner and direct report to Bentley’s Chief Technology Officer (CTO), strengthening the Technology organization's success externally and supporting a strong culture internally. This key function facilitates the work of setting and managing Bentley’s Technology strategy, inspiring, and influencing others towards action, and alignment, and ensuring a strong flow of information to and from the CTO. The CoS is responsible for making sure the team is working in sync to achieve targeted goals and meet their responsibilities. The CoS will lead organizational & executive rhythms, run point on cross-company special projects, and be the driver behind the Technology Office’s operations.This role calls for a balance of skills that include leadership, influence, project management, strategic planning, people management, and individual contribution capacity. The successful incumbent can work under pressure, perform to tight deadlines, and must be flexible, thriving in ambiguity and uncertainty. The Chief of Staff will provide the Bentley OCTO leadership team with oversight, identify opportunities and recommendations for organizational challenges, participate in overall strategy discussions, lead assigned key strategic initiatives, and facilitate business execution. This role is an Executive Staff multiplier moving the business forward by enabling sound business decisions.Your Day-to-Day:Serves as a critical thought partner and trusted advisor to the CTO and OCTO leadership team. Acts as a strategic partner to help build and implement a comprehensive and successful technology strategy across Bentley.Support the CTO in running a high-functioning Senior Leadership Team by:• Building and facilitating the daily operations of the CTO.• Building and running an operational cadence for leadership meetings, and leadership offsites, including structuring and helping to deliver company-wide communication.• Guiding the process of defining, following up, and reflecting on OKRs for initiatives across OCTO and with the Division CTOs.• Work with the CTO on presentations and reports for the board and the Executive Team• Tracking high-priority initiatives for the CTO to identify any potential obstacles.• Leading cross-functional strategic initiatives, facilitating special projects, and ensuring action items are executed on behalf of the CTO.• Acts as a proxy to the CTO in designated meetings to maximize bandwidth.• Acts as a trusted strategic advisor working alongside multiple business leaders to determine priorities, opportunities & risks, support change management & continuous improvement.• Drives people/talent development initiatives in conjunction with the Business Unit’s Colleague Success Business Partner. Examples can include identifying talent gaps, defining and executing hiring strategies, supporting the development of a learning agenda, assisting with diversity & inclusion initiatives, and instituting policy/guidelines to respond to the group’s feedback/improvement areas.• Develops and cultivates cross-organizational stakeholder relationships to amplify alignment with critical internal partners (connects work streams that would otherwise remain siloed). Builds bridges and champions a spirit of collaboration and open communications. Provides leadership to cross-functional programs, and identifies, leverages, and advises the correct resources to ensure the work is completed.• Fiscal Operations: Partners with Finance to define clear visibility into alignment model (budget) and tracks hiring pipeline against available budget. Maintains ownership of budget, holding leaders accountable for business case-based spending; works with Finance Business Partner and Colleague Success Business Partner to prioritize hiring and spending.• Represents OCTO in Merger and Acquisition activities, including due diligence and integration planning and execution from a colleague and user perspective.• Business Enablement: Provides consultation and advice to the team around operational excellence, headcount, and resource planning; participates in overall group strategy decisions and assists in implementing policies and procedures while focusing on maximizing the effectiveness of the team.• Some travel is required (20-30%).What You Bring to The Team:The ideal candidate has previous experience as Chief of Staff, with exposure to the inner workings of leadership teams, including:• Product Development process definition and refinement.• Business planning and approval process.• Budget Management.• Executive leadership workshop facilitation.• Development and expansion of performance management framework (preferably OKRs) for the business.• Technology acumen, ability to understand challenges beyond face value.• The ability to challenge leadership with new ways of managing the operations of the business unit which will improve efficiency, and clarify and communicate organizational priorities.• Adapt quickly to a variety of situations, business needs, initiatives, and technologies.• Solid project management experience, including leading matrixed and inter-departmental initiatives.• Strong business judgment.• Ability to handle and properly compartmentalize all kinds of confidential information.• Courageous in solving problems and overcoming obstacles.• Resilient to pressure and a fast-changing business environment.• Strong alignment with Bentley's core values and behaviors and being a role model as this is a highly visible position.• Knowledge of Bentley's business or the industries it serves is desired, but not a requirement.What We Offer:• A great Team and culture – please see our Recruitment Video.• An exciting career as an integral part of a world-leading software company providing solutions for architecture, engineering, and construction.• Competitive Salary and benefits.• The opportunity to work within a global and diverse international team.• A supportive and collaborative environment.• Colleague Recognition Awards.About Bentley Systems:Bentley Systems (Nasdaq: BSY) is the infrastructure engineering software company. We provide innovative software to advance the world’s infrastructure – sustaining both the global economy and environment. Our industry-leading software solutions are used by professionals, and organizations of every size, for the design, construction, and operations of roads and bridges, rail and transit, water and wastewater, public works and utilities, buildings and campuses, mining, and industrial facilities. Our offerings, powered by the iTwin Platform for infrastructure digital twins, include MicroStation and Bentley Open applications for modeling and simulation, Seequent’s software for geoprofessionals, and Bentley Infrastructure Cloud encompassing ProjectWise for project delivery, SYNCHRO for construction management, and AssetWise for asset operations. Bentley Systems’ 5,200 colleagues generate annual revenues of more than $1 billion in 194 countries.www.bentley.comEqual Opportunity Employer:Bentley is proud to be an equal opportunity employer and considers for employment all qualified applicants without regard to race, color, gender/gender identity, sexual orientation, disability, marital status, religion/belief, national origin, caste, age, or any other characteristic protected by local law or unrelated to job qualifications.#LI-AK1#LI-REMOTEThis offer from "Bentley Systems" has been enriched by Jobgether.com and got a 72% flex score.

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What You Should Know About Career Opportunities: Chief of Staff, Office of the CTO (54196), Bentley Systems

Are you ready to take your career to the next level? Bentley Systems is excited to announce an amazing opportunity for a Chief of Staff in the Office of the CTO, and we're looking for someone just like you! This full remote position, available from locations such as the United States, Ireland, the UK, Italy, or Spain, offers a chance to partner directly with our Chief Technology Officer. As the Chief of Staff, you'll play a vital role in shaping the technology strategy and fostering a strong technological culture within Bentley. You’ll not only be an operational powerhouse but also a strategic partner, ensuring our teams are working in unison to reach their goals. You’ll lead pivotal projects, manage cross-company initiatives, and drive organizational excellence while serving as a trusted advisor for the CTO and leadership team. If you thrive under pressure, excel at project management, and love mentoring others, this role will give you the freedom to innovate and influence at the highest level. Join us in delivering top-quality solutions for architecture, engineering, and construction while helping to build a more sustainable world. At Bentley, you'll find more than a job; you'll discover a team dedicated to making a difference! If you're ready for challenging and rewarding work, let’s connect and see how you can shine as our next Chief of Staff.

Frequently Asked Questions (FAQs) for Career Opportunities: Chief of Staff, Office of the CTO (54196) Role at Bentley Systems
What are the main responsibilities of the Chief of Staff at Bentley Systems?

As the Chief of Staff at Bentley Systems, you're essential in supporting the CTO with high-level strategic initiatives, building and facilitating leadership operations, tracking key projects, and ensuring smooth communication across various teams. Your role includes leading cross-functional projects and aligning efforts with Bentley's broader technology strategy.

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What qualifications are required for the Chief of Staff position at Bentley Systems?

To be successful as a Chief of Staff at Bentley Systems, prior experience as a Chief of Staff or in similar leadership roles is crucial. You should have solid project management skills, knowledge of budget management, and a strong understanding of technology operations. Familiarity with strategic planning and excellent communication skills are also highly valued.

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How can the Chief of Staff influence the culture within Bentley Systems?

The Chief of Staff plays a key role in shaping the organizational culture at Bentley Systems by fostering collaboration, bridging communication gaps, and implementing people/talent development initiatives. By acting as a trusted advisor and facilitating open dialogue, the Chief of Staff can help enforce Bentley's core values and ensure a positive workplace environment.

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What skills are important for a successful Chief of Staff at Bentley Systems?

A successful Chief of Staff at Bentley Systems should possess strong leadership and project management abilities, excellent communication skills, and the capability to adapt quickly to changing business needs. Additionally, being resilient under pressure and having a keen business judgment are critical in navigating the organization's complexities.

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Is the Chief of Staff position at Bentley Systems remote or hybrid?

Yes, the Chief of Staff position at Bentley Systems is fully remote, allowing flexibility. However, candidates can also be considered from locations in the United States, Ireland, the UK, Italy, or Spain, with options for hybrid work if preferred.

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Common Interview Questions for Career Opportunities: Chief of Staff, Office of the CTO (54196)
Can you describe your experience in managing cross-functional teams as a Chief of Staff?

In answering this question, focus on specific examples where you led diverse teams, highlighting your ability to facilitate effective communication and collaboration to achieve goals. This demonstrates your capability to drive alignment within complex organizational structures.

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How do you prioritize multiple projects in a fast-paced environment?

Discuss your strategies for assessing project urgency and importance, using frameworks like Eisenhower Matrix or OKRs. Show how you balance short-term demands with long-term strategic goals, emphasizing your adaptability and decision-making skills.

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What approach do you take to build relationships with senior leadership?

Highlight your active listening skills, your ability to provide insightful feedback, and your commitment to open dialogue. Use examples to illustrate how you’ve fostered trust and collaboration within leadership teams to derive actionable outcomes.

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Can you share how you've handled confidential information in your previous role?

Explain your experience managing sensitive information and how you ensured confidentiality while handling projects. Emphasizing your discretion and the protocols you followed to protect sensitive data will convey your professionalism.

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What do you see as the biggest challenges for a Chief of Staff in a technology-driven company?

Discuss potential challenges like rapid technological change, the need for alignment across departments, and resource allocation. Position yourself as a proactive problem solver, demonstrating how you would navigate such challenges effectively.

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How would you ensure effective communication between the CTO and other departments?

Talk about your strategies for establishing communication frameworks, using tools like regular updates, meetings, and collaborative platforms to keep all teams aligned. This shows your proactive approach to communication.

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What methodologies do you prefer when leading project management initiatives?

Share your familiarity with Agile, Scrum, or Waterfall methodologies, and explain how you’ve applied these approaches to enhance project outcomes. Illustrate your ability to tailor methodologies to fit project needs.

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Describe a time you identified a need for change within an organization.

Use the STAR method to structure your response: describe the situation, task, action, and result. This allows you to convey not just the need for change but your role in proposing and driving that change effectively.

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How do you support talent development initiatives within your teams?

Emphasize your commitment to mentoring, coaching, and providing training opportunities. Your awareness of identifying talent gaps and creating development plans for team members will communicate your focus on continuous improvement.

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What strategies do you use to handle team conflicts or differing opinions?

Discuss your conflict resolution techniques, such as active listening, mediation, and finding common ground. Demonstrating your diplomacy and understanding will showcase your ability to foster a collaborative team environment.

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Bentley's mission is to provide innovative software and services for the enterprises and professionals who design, build, and operate the world's infrastructure - advancing both the global economy and the environment for improved quality of life.

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Full-time, remote
DATE POSTED
December 13, 2024

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