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Chief of Staff

Are you looking to have an impact on the daily life of millions of entrepreneurs in France (and tomorrow in Europe)?

Are you looking for a work environment that values trust, proactivity, and autonomy?

Are our Engineering principles aligned with your vision?

Then Pennylane is the right place for you !


Our vision

We aim to become the most beloved financial Operating System of French SMEs (and soon, European ones).

We help entrepreneurs rid themselves of time-consuming tasks related to accounting and finance while providing them with access to key financial information to assist in making the best decisions for their business.


About us

Pennylane is one of the fastest growing Fintechs in France (and soon to be in Europe!)


In 4 years of existence, we’ve managed to :

💻 Make ourselves known as a groundbreaking accounting and financial software for small businesses and their accountants

💰 Raise a total of €150 millions, including from Sequoia, the famous fund from the Silicon Valley who invested early in companies like Google, Facebook, Airbnb, Stripe, Paypal and much more...

👨‍👩‍👧‍👦 Grow from 7 cofounders to 550+ happy Pennylaners : we’re now recognized as one of the greatest places to work in France (and also remotely), with a 4.6/5 rating on Glassdoor.

🌍 Build an international environment with more than 25 nationalities, with a strong remote-friendly culture, where 30% of the employees are already working from all parts of Europe

🤝 Earn the trust of thousands of customers and accounting firms and obtain outstanding ratings

🚀 Already more than 200,000 small and medium-sized enterprises (SMEs) and over 3,500 accounting firms use Pennylane in France!


Why This Role Matters

In order to continue our trajectory of rapid growth and ensure the efficient organization of Pennylane, we are seeking an exceptional Chief of Staff. This individual will play a crucial role in providing leverage to the ExCo and facilitating strategic initiatives across the company. Their leadership will be pivotal in orchestrating cross-departmental collaboration, optimizing processes, and implementing structural improvements that enhance our capabilities to innovate and scale effectively.


Key Responsibilities


Strategic Planning & Performance Monitoring

- Partner with the ExCo in defining, communicating and executing company strategy and priorities

- Facilitate quarterly business reviews and strategic planning sessions (i.e. organize strategy workshops, LT offsites)

- Own the entire OKR-process (defining/reviewing the OKRs, tracking them during the meetings with the extended leadership team, challenging our key performance indicators, making sure they align well with team level OKRs or equivalent prioritization frameworks)


Executive Operations

- Prepare briefing materials for board meetings, All Hands, and executive presentations

- Coordinate and lead executive team meetings, ensuring follow-through on key decisions

- Act as a trusted advisor and thought partner to the CEO and ExCo


Cross-functional Leadership

- Drive alignment across departments and break down organizational silos

- Identify operational inefficiencies and implement solutions

- Lead strategic projects and initiatives across multiple departments


Organizational Effectiveness

- Design and implement processes to improve company-wide communication and collaboration

- Support organizational design and scaling initiatives

- Facilitate conflict resolution and problem-solving across teams


Qualifications

- 8+ years of professional experience, with at least 3 years in operational or strategic roles

- Proven track record of leading complex, cross-functional initiatives

- Outstanding written and verbal communication skills

- Strong analytical and problem-solving abilities

- Experience in fast-growing technology companies

- Fluency in English and French


What do we do to make your work life easier


🏢 You'll be able to work remotely from your country of residence, as long as it is in Europe and within a maximum time difference of two hours from the CET time zone

🌴 Wherever you are based, you will get 25 vacations days paid by Pennylane

💵 You’ll have a competitive compensation package

📈 You'll get company shares to enjoy a piece of the success story you're building with us

🏡 You’ll have a budget to turn your home into a more comfortable workspace, as well as a monthly allowance to work from a coworking space whenever you feel like it

⛹️ Through our partner Gymlib, you’ll have access to 8000 fitness spaces in Europe and more than 300 activities related to wellness

🇬🇧 You’ll have access to Busuu to perfect your English or your French

💻 You’ll get the latest Apple equipment

🎉 We are committed to regularly coming together for company events such as Tech Days (which bring remote Pennylaners together every 3 months) or our annual company seminar, fostering significant moments of cohesion for everyone.

If you are based in France, you will have a French contract following French regulation on top of the additional perks : 6 to 12 RTT, 5 weeks PTOs, lunch credits (Swile), Alan Blue healthcare cover and regular events in cities where Pennylaners are mostly presents (Lyon, Bordeaux, Nantes…)

We're working on providing those last advantages to our people based outside of France as well, but it can be quite more complex depending on different countries.


Who are we looking for ?

To thrive at Pennylane, you need :

-To speak English (level is assessed and appreciated according to the department you’re applying to)

-To be energized by an ever-shifting work environment

-To be highly collaborative (within your team or other stakeholders)

-Sufficiently experienced to prioritize business-led actions on your day to day activity


We know that some people are less likely to apply than others, if they don’t feel like they meet the full list of criteria.

If you’re hesitating, we encourage you to apply : who knows, it might be the start of a meaningful and long-lasting collaboration.


We also want to emphasize that we fully embrace diversity, equity and inclusion and that we’re doing our best to create a safe and inclusive environment.

We are committed to providing an equal employment opportunity regardless of gender, sexual orientation, origin, disabilities, or any other traits that make you who you are. If anything, diversity makes us a more fun place to work at.

Average salary estimate

$115000 / YEARLY (est.)
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$100000K
$130000K

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What You Should Know About Chief of Staff, Pennylane

Exciting things are happening at Pennylane, and we're on the lookout for an exceptional Chief of Staff to help us take our mission to the next level! As a rapidly growing Fintech in France, we have been revolutionizing the financial operations of small and medium-sized enterprises. If you're passionate about making a difference in the lives of entrepreneurs while thriving in a work culture built on trust and proactivity, this role is tailor-made for you! In this pivotal position, you'll team up with our Executive Committee to drive strategic initiatives and enhance our organizational effectiveness. Your responsibilities will include everything from facilitating quarterly business reviews and leading executive team meetings to driving cross-departmental collaboration and solving operational inefficiencies. We're looking for someone with extensive experience in operational or strategic roles, who has a proven track record in leading complex initiatives and great communication skills. With us, you'll enjoy a flexible remote work environment, generous vacation days, competitive compensation, and the chance to play an integral role in shaping the future of Pennylane as we expand into Europe. If you're ready to make a lasting impact and grow alongside a diverse team that values creativity and collaboration, we want to hear from you!

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

The Chief of Staff at Pennylane is integral to our success, focusing on strategic planning, executive operations, and cross-functional leadership. This role involves partnering with the Executive Committee to define company strategies, facilitate business reviews, and align departments for optimal collaboration, ensuring that Pennylane continues to thrive within the fast-paced Fintech landscape.

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What qualifications are needed for the Chief of Staff role at Pennylane?

Ideal candidates for the Chief of Staff role at Pennylane should possess 8+ years of professional experience, with at least 3 years in operational or strategic roles. Strong analytical skills, outstanding communication abilities, and experience in fast-growing technology companies are crucial. Proficiency in English and French is also required to effectively navigate our diverse work environment.

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How does remote work function for the Chief of Staff position at Pennylane?

At Pennylane, the Chief of Staff role is fully remote, allowing you to work from your country of residence within Europe. We believe in a flexible work environment, enabling you to maintain a healthy work-life balance while being close enough to engage with your team during core hours.

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What opportunities for professional development are available for the Chief of Staff at Pennylane?

As Chief of Staff at Pennylane, you will not only lead critical projects but also have access to continuous learning opportunities, including workshops, tech events, and training programs to refine your skills. We support your personal and professional growth to help you make a significant impact in your role.

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Can you describe the company culture at Pennylane for the Chief of Staff position?

The culture at Pennylane is built on trust, collaboration, and innovation. As Chief of Staff, you will experience an inclusive environment where diverse perspectives are valued. We embrace flexibility and creativity, fostering a workplace that encourages you to influence company strategies while connecting with over 550 passionate team members.

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Common Interview Questions for Chief of Staff
Can you describe your experience in leading cross-functional initiatives as a Chief of Staff?

When discussing your experience in leading cross-functional initiatives, emphasize specific projects you managed, how you coordinated with different departments, and the outcomes achieved. Highlight your ability to cultivate collaboration and navigate challenges to meet project goals effectively.

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How do you approach strategic planning and performance monitoring?

In answering this question, discuss your methodology for strategic planning, including how you set OKRs, track progress, and adjust strategies when needed. Illustrating your experience in facilitating strategic workshops will highlight your organizational and leadership skills.

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What strategies do you use to improve organizational effectiveness?

Share specific strategies you've implemented to enhance communication and collaboration across teams. Discuss how you've approached process improvements and the metrics used to measure the success of these initiatives, showcasing your analytical mindset.

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How would you handle conflict or disagreements within the executive team?

Convey your approach to conflict resolution, focusing on active listening, understanding all perspectives, and facilitating discussions to reach a consensus. Providing an example of a past situation will further illustrate your ability to navigate challenges diplomatically.

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Can you give an example of a strategic project you led to completion?

When discussing a strategic project, detail your role, the objectives, how you coordinated with various teams, and the impact of the project on the organization. Emphasizing your leadership and problem-solving abilities will resonate well with the interviewers.

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What tools or methodologies do you use for tracking OKRs?

Mention specific tools you've used for tracking OKRs, such as Asana, Trello, or OKR software. Explain how you engage teams and hold meetings to ensure alignment with objectives, showcasing your familiarity with effective project management practices.

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How do you prioritize tasks in a fast-paced environment?

In your response, highlight your technique for prioritization, such as the Eisenhower Matrix or agile methodologies. Sharing examples of how you've successfully met deadlines in previous roles will help demonstrate your ability to thrive under pressure.

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What do you consider the key qualities of a successful Chief of Staff?

Discuss qualities like strong communication skills, adaptability, strategic thinking, and collaboration. Connecting these qualities to the specific needs at Pennylane can strengthen your answer, demonstrating your alignment with their values.

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How do you ensure that all departments align with the company’s strategic goals?

Illustrate your approach to fostering alignment, mentioning regular check-ins with department heads, consistent communication of objectives, and the importance of feedback loops. This showcases your proactive nature and commitment to collaboration.

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Why do you want to work at Pennylane as the Chief of Staff?

Reflect on your passion for the Fintech industry, the innovative nature of Pennylane's solutions, and your alignment with their values. Make sure to express your enthusiasm for contributing to their growth and mission, which will resonate well with the interviewers.

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Full-time, remote
DATE POSTED
January 9, 2025

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