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Chief of Staff

StackAdapt is a self-serve advertising platform that specializes in multi-channel solutions including native, display, video, connected TV, audio, in-game, and digital out-of-home ads. We empower hundreds of digitally-focused companies to deliver outcomes and exceptional campaign performance everyday. StackAdapt was founded with a vision to be more than an advertising platform, it’s a hub of innovation, imagination and creativity.


We’re excited that our current Chief of Staff has graduated into their next career challenge and we want to expand the capacity of our CEO by hiring a strong, analytical Chief of Staff. This Chief of Staff will act as an extension of our CEO, leading projects and initiatives of the utmost importance to StackAdapt with utmost discretion and strategic decision making. 


No two days are ever the same as a Chief of Staff! Whether jumping into a last-minute high-priority conversation alongside the CEO, running in-depth analysis, or working with external partners to develop clear plans to ensure StackAdapt’s long-term success.


We are looking for someone with a robust background in a quantitative field (eg. management consulting, finance) and a proven track record of growing and developing a high-growth business. You possess a rare blend of strategic vision and operational prowess, coupled with exceptional analytical skills, and polished communication skills.

The Chief of Staff is a supremely reliable leader who can always find a way to solve a problem, and always starts with the data!


StackAdapt is a remote-first company, we are open to candidates located anywhere in Ontario for this position, however being within commuting distance of Toronto is advantageous.


What you'll be doing
  • Manage and facilitate the organization’s OKR or other planning frameworks to align cross-departmental efforts with company objectives.
  • Manage the “rhythm of the business” for the executive team.
  • Act as a confidante to the CEO, providing critical input, differing viewpoints and support on executing on strategic initiatives and objectives.
  • Oversee the development and refinement of board and strategy decks, emphasizing clear communication of company initiatives and performance.
  • Lead strategic projects, from conception to completion, that are imperative to the organization’s growth and operational effectiveness.
  • Coordinate and streamline executive communication, acting as a liaison between the CEO, staff, and stakeholders.
  • Drive strategic planning processes, including market analysis, resource allocation, and the measurement of outcomes.
  • Be a conduit for feedback and insights to the CEO to ensure he is kept abreast of what’s going on across the company.


What you bring to the table
  • Bachelor’s degree or higher in a quantitative field such as Economics, Finance, Statistics, Engineering, or a related field.
  • MBA or equivalent work experience in driving and scaling companies in a senior leadership role.
  • No ego, no politics, get-stuff-done attitude. 
  • Exceptional analytical and problem-solving skills, with a passion for data-driven decision-making.
  • Excellent business acumen demonstrated in building board-level and strategic presentations.
  • High attention to detail and the capacity to juggle multiple tasks simultaneously.
  • Previous experience in investment banking or management consulting is a strong advantage.
  • Excellent business acumen - you know what is important, and how to move the needle on it


StackAdapt is a diverse and inclusive team of collaborative, hardworking individuals trying to make a dent in the universe. No matter who you are, where you are from, who you love, follow in faith, disability (or superpower) status, ethnicity, or the gender you identify with (if you’re comfortable, let us know your pronouns), you are welcome at StackAdapt. If you have any requests or requirements to support you throughout any part of the interview process, please let our Talent team know.


About StackAdapt


We've been recognized for our diverse and supportive workplace, high performing campaigns, award-winning customer service, and innovation. We've been awarded:



Ad Age Best Places to Work 2024

G2 Top Software and Top Marketing and Advertising Product for 2024

Campaign’s Best Places to Work 2023 for the UK

2024 Best Workplaces for Women and in Canada by Great Place to Work®

#1 DSP on G2 and leader in a number of categories including Cross-Channel Advertising


#LI-Remote

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CEO of StackAdapt
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Vitaly Pecherskiy
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What You Should Know About Chief of Staff, StackAdapt

Join StackAdapt as our next Chief of Staff and take a pivotal role in driving our innovative multi-channel advertising solutions forward! StackAdapt is renowned for its self-serve advertising platform that empowers hundreds of companies to achieve outstanding campaign performance daily. As our Chief of Staff, you'll work closely with our CEO, acting as their trusted advisor, and managing crucial initiatives that influence the company's trajectory. Each day will present new challenges, from leading important projects to engaging in high-stakes discussions. You'll leverage your background in management consulting or finance to bring a strategic vision and operational excellence to our decision-making processes. We're looking for someone who thrives in dynamic environments, possesses exceptional analytical skills, and is a natural communicator. In this fully remote role, we welcome candidates from anywhere in Ontario, with a preference for those within commuting distance of Toronto. If you're ready to make an impact and drive the success of a high-growth venture, we’d love to see you become part of our diverse and inclusive team at StackAdapt!

Frequently Asked Questions (FAQs) for Chief of Staff Role at StackAdapt
What are the key responsibilities of the Chief of Staff at StackAdapt?

As the Chief of Staff at StackAdapt, you'll manage cross-departmental efforts aligned with company objectives, streamline executive communication, and drive strategic initiatives. You'll act as a confidante to the CEO, lead strategic projects from conception to completion, and facilitate the organization's planning frameworks. Your role involves overseeing the development of presentations for the board and ensuring that the CEO stays informed about crucial feedback and insights across the company.

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

To be considered for the Chief of Staff position at StackAdapt, candidates must hold a Bachelor's degree or higher in a quantitative field such as Economics, Finance, or Engineering. An MBA or equivalent leadership experience in scaling companies is preferred. Candidates should demonstrate exceptional analytical skills, problem-solving abilities, and a data-driven decision-making approach. Experience in investment banking or management consulting adds significant value.

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How does StackAdapt support diversity and inclusivity in the workplace for the Chief of Staff role?

At StackAdapt, diversity and inclusivity are at the heart of our culture. We actively seek team members from all walks of life, advocating for individuals regardless of their background, identity, or beliefs. As a Chief of Staff, you'll be part of a collaborative environment that values unique perspectives. We encourage you to share your pronouns and communicate any requirements you may have throughout the interview process to ensure a supportive experience.

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What skills should a Chief of Staff at StackAdapt possess?

The ideal Chief of Staff at StackAdapt should exhibit exceptional analytical and problem-solving skills, polished communication abilities, and a passion for data-driven decision-making. A strong business acumen, attention to detail, and the ability to manage multiple tasks effectively are crucial. Additionally, candidates should embrace a collaborative spirit, focusing on getting things done without ego or politics.

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What opportunities for growth does the Chief of Staff position offer at StackAdapt?

Working as the Chief of Staff at StackAdapt provides unique opportunities for professional growth by engaging with high-impact projects and facilitating strategic decision-making at the C-level. You'll be positioned to influence key initiatives that drive the company’s growth. The dynamic nature of this role, paired with support for furthering your career, makes it an exciting place to evolve your skills and advance in your career.

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Common Interview Questions for Chief of Staff
How do you prioritize tasks as a Chief of Staff?

When prioritizing tasks as a Chief of Staff, I focus on aligning with the organization's objectives, assessing the urgency and impact of each task, and collaborating with relevant stakeholders to ensure that the most critical initiatives are addressed first.

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Can you provide an example of a strategic project you've managed?

Sure! One significant project I managed involved leading a cross-departmental initiative to enhance our customer experience. I gathered data from various teams, analyzed customer feedback, and developed a strategy that increased client satisfaction by 20% within six months.

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How do you handle conflicting priorities for the CEO?

In handling conflicting priorities for a CEO, I engage in open communication to understand their perspective. I present data-driven insights that help in making informed decisions and facilitate discussions around potential compromises or adjustments in prioritization.

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What methods do you use to streamline executive communication?

To streamline executive communication, I implement structured reporting frameworks and ensure that relevant information flows seamlessly between the CEO and other stakeholders. Regular check-ins and brief reports help maintain transparency and alignment across the organization.

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Describe how you would lead a strategic planning process.

Leading a strategic planning process involves conducting a comprehensive analysis of the market, assessing internal capabilities, facilitating workshops to align team goals with the organization's vision, and ensuring all departments contribute to the strategic framework.

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How do you maintain confidentiality in your role?

I maintain confidentiality by respecting sensitive information and following company policies regarding data and communications. I create a culture of trust and discretion within my team, ensuring that all discussions remain private unless otherwise agreed upon.

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What experience do you have with OKR management?

I have extensive experience managing OKRs by implementing frameworks that enable teams to set measurable objectives and key results. I regularly facilitate reviews to assess progress, offer support, and ensure alignment with the overarching business goals.

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What tools do you utilize for project management?

For project management, I utilize tools like Asana and Trello for tracking tasks, timelines, and team collaboration. I also leverage data visualization tools to present project statuses clearly and effectively to stakeholders.

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How do you foster collaboration across departments?

I foster collaboration by creating opportunities for cross-departmental meetings, encouraging knowledge sharing, and promoting a team-oriented culture. Celebrating joint successes reinforces collaboration and builds stronger relationships within the organization.

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Why do you want to be Chief of Staff at StackAdapt?

I am drawn to the Chief of Staff role at StackAdapt due to its unique opportunity to impact strategic initiatives within an innovative and diverse company. I admire StackAdapt’s commitment to performance and creativity, and I believe my skills align perfectly with driving the company's continued success.

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StackAdapt is a self-serve advertising platform offering multi-channel solutions like native, display, video, connected TV, and audio ads, combining advanced machine learning with an exceptional user experience.

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Full-time, remote
DATE POSTED
December 7, 2024

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