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- Tasks: Work closely with the CEO on strategic projects and cross-functional initiatives.
- Company: Digitail is revolutionising veterinary care with innovative technology for animal hospitals.
- Benefits: Enjoy competitive salary, stock options, flexible work, and a learning budget.
- Why this job: Gain hands-on experience in a fast-paced startup while making a real impact.
- Qualifications: Experience in high-impact roles, strong analytical skills, and project management abilities required.
- Other info: Submit a resume and a 2-minute video explaining your interest in the role.
The predicted salary is between 43200 - 72000 ÂŁ per year.
About Digitail
Digitail is on a mission to transform the veterinary profession with smart, customer-driven technology. We’re building the all-in-one operating system for animal hospitals – simplifying everything from client communication and patient care to scheduling and billing. Having just closed a Series B fundraise, we’re entering an exciting new chapter of growth and innovation.
As we scale, we’re looking for a Chief of Staff to work directly with our CEO and leadership team on high-impact projects across the business. This is a highly strategic, cross-functional role that blends problem-solving, execution, and analytical horsepower – ideal for someone who thrives in ambiguity, wants a front-row seat to startup leadership, and is eager to accelerate their career in strategy and operations.
About the Role
The People Operations Analyst will partner closely with our Head of People to build and maintain smooth, compliant, and employee-friendly HR processes for our multi-country team.
You’ll own key workflows across payroll, onboarding, employee records, and internal tooling, while also supporting strategic initiatives like performance reviews, compensation tracking, and internal events. A successful People Operations Analyst will play a key role in ensuring our people processes run reliably and efficiently, creating the foundation for a smooth and scalable employee experience. This is a great opportunity for someone early in their People Ops career looking to gain HR exposure in a fast-growing tech environment.
Key Responsibilities
- Strategy & Growth: partner closely with the CEO to shape and execute business strategy, identify optimisation opportunities, and address critical challenges
- Cross-Functional Projects: oversee OKR workstreams and strategic initiatives from conception to completion, ensuring delivery, alignment, and learnings across teams
- Market & Revenue Insights: conduct industry research and work with sales/revenue teams to evaluate opportunities, partnerships, and new growth levers
- Data & Reporting: build analyses, track KPIs, and prepare reports/presentations for leadership and board-level stakeholders
- Investor & Board Relations: support fundraising, prepare materials, and coordinate communications with current and prospective investors and board members
- Internal Operations & Communication: run key workflows and communication channels on behalf of the CEO, driving alignment and visibility across the company
About You
- Experience in high-impact roles: you’ve worked as a Founder’s Associate or Chief of Staff in a VC-backed startup, or as a top-performing management consultant, and you’re hungry to put that experience into practice in a scaling SaaS company
- Strategic execution: you’re not just good at ideas – you know how to turn strategy into results, and you care about moving the needle on real business outcomes
- Leadership & ownership: you thrive when given responsibility, enjoy influencing outcomes across teams, and don’t shy away from making tough calls
- Analytical mindset: you love digging into data, building models, and using evidence to spark healthy debate and smarter decisions
- Project management chops: you’re highly organized, keep complex initiatives moving, and make sure nothing slips through the cracks
- Tools & systems comfort: you’re fluent in Google Sheets / Slides and can pick up new tools (e.g. Notion) quickly
- Clear communicator: you can write a crisp memo, build a compelling deck, and present with confidence to leadership, investors, or teammates
- Adaptable & versatile: you enjoy variety, are comfortable with ambiguity, and are just as happy running with a solo project as you are teaming up cross-functionally
- Entrepreneurial spirit: you’re proactive, hands-on, and get energy from solving problems in scrappy, creative ways
- Continuous improvement mindset: you enjoy bringing structure to messy workflows, untangling unclear handoffs, and making things run smoother for everyone involved
Why Join Digitail
- Growth: Join a fast-growing, mission-driven SaaS startup improving the lives of veterinarians and pet parents
- Impact: you’ll have the autonomy to take initiative, drive meaningful change, and grow by doing – without layers of bureaucracy slowing you down
- Compensation: competitive salary and equity package, flexible to your preferences (i.e., optimize for PTO, salary, or equity)
- Hybrid Work: we’ve transitioned from fully-remote to a hybrid model, giving team members the chance to collaborate in-person at least three days a week from one of our hubs: Toronto (CA), London (UK), or Iași (RO).
Compensation & Benefits
- Salary is competitive and based on level of experience
- Stock options in a high-growth, VC-backed SaaS startup!
- Learning budget of USD $1,000/yr and coaching from industry professionals in our VC network
- Equipment including a Macbook and a USD $300 workstation stipend
- Vacation of 20 days per year
To Apply
- Please upload your resume and email a 2-minute “why” video (e.g., Why Digitail? Why this role? Why you?) to calvin@digitail.io
- You can read through our Candidate Pack to learn more about Digitail and the interview process.
We look forward to hearing from you!
Chief of Staff (Office of the CEO) at VC-Backed Series B Startup employer: Digitail
Contact Detail:
Digitail Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land Chief of Staff (Office of the CEO) at VC-Backed Series B Startup
✨Tip Number 1
Familiarise yourself with Digitail's mission and values. Understanding how they aim to transform the veterinary profession will help you align your experiences and ideas with their goals during discussions.
✨Tip Number 2
Prepare to discuss specific examples of how you've successfully executed strategic initiatives in previous roles. Highlighting your analytical mindset and project management skills will demonstrate your fit for this high-impact position.
✨Tip Number 3
Research the current trends in the SaaS industry, particularly those affecting veterinary practices. Being knowledgeable about market insights will allow you to engage in meaningful conversations with the leadership team.
✨Tip Number 4
Practice your communication skills by preparing a concise presentation on a relevant topic. This will not only showcase your ability to convey complex information clearly but also demonstrate your readiness to interact with investors and board members.
We think you need these skills to ace Chief of Staff (Office of the CEO) at VC-Backed Series B Startup
Some tips for your application 🫡
Understand the Role: Before applying, make sure you fully understand the responsibilities and requirements of the Chief of Staff position at Digitail. Tailor your application to highlight how your experience aligns with their needs.
Craft a Compelling 'Why' Video: Since Digitail requests a 2-minute video, use this opportunity to showcase your personality and passion for the role. Clearly articulate why you want to work at Digitail, why this specific role excites you, and what makes you a great fit.
Highlight Relevant Experience: In your resume, emphasise any previous roles that demonstrate your strategic execution, project management skills, and analytical mindset. Use specific examples to illustrate your impact in past positions.
Showcase Communication Skills: Given the importance of clear communication in this role, ensure your written application is concise and well-structured. Consider including a brief memo or presentation as part of your application to demonstrate your ability to communicate effectively.
How to prepare for a job interview at Digitail
✨Research the Company and Its Mission
Before your interview, take the time to understand Digitail's mission and how it aims to transform the veterinary profession. Familiarise yourself with their products and services, as well as recent news about their Series B funding. This will show your genuine interest in the company and help you align your answers with their goals.
✨Prepare for Strategic Questions
Given the strategic nature of the Chief of Staff role, be ready to discuss how you've successfully executed strategies in previous roles. Think of specific examples where you identified opportunities for optimisation or tackled critical challenges, and be prepared to explain your thought process and outcomes.
✨Demonstrate Your Analytical Skills
Since the role requires an analytical mindset, come prepared with examples of how you've used data to drive decisions. You might want to share experiences where you built analyses or tracked KPIs that led to significant business improvements. This will highlight your ability to use evidence in decision-making.
✨Showcase Your Communication Skills
As a Chief of Staff, clear communication is key. Be ready to present your ideas succinctly and confidently during the interview. You could even prepare a brief presentation on a relevant topic to demonstrate your ability to communicate effectively with leadership and stakeholders.