Careers at Tailwind

July 14, 2025

Analyst 

About Tailwind

Tailwind Ventures enables early- and growth-stage companies to withstand the scrutiny of due diligence and secure capital. The firm serves venture clients across North America, in a variety of sectors and stages.

Tailwind applies finance, business, and marketing expertise in a holistic approach we call diligent preparedness to enable capital readiness and capital access. Our diligent preparedness process empowers ventures to build stronger businesses and improve the risk-reward relationship for ventures and investors. We actively work with each venture client to strengthen the fundamentals and financials, and to construct an evidence-based narrative that demonstrates the competencies required to create value for investors.

The firm is also developing a digital platform to augment and amplify its processes, and planning to launch a strategic opportunities fund to invest in select venture clients.

Job Description

We are seeking a highly entrepreneurial Analyst to join our finance team, full-time, in-person at the Tailwind office in Calgary, starting by September 2025.

The Analyst position is a critical and dynamic role. The successful applicant will work closely with Tailwind’s Associates and Vice President to diligently prepare the firm’s venture clients for the investment community.

We are a small company, and fit is as important as skill — so we’re looking for the right individual that embraces and lives our values, is willing to work hard, is driven to learn, and loves coming to work. We appreciate smarts, hustle, curiosity, and imagination. 

Key Job Responsibilities 

• Conducting qualitative and quantitative research and analysis, including financial modelling and market sizing exercises, on client companies and their markets as well as the broader North American VC / PE market
• Synthesizing and articulating insights in a clear, concise, and compelling way, in verbal, written, and visual forms, for team members, ecosystem partners, clients, and investors
• Drafting internal and external documents (reports, CIMs, decks, teasers, analysis and insights for publication, etc.)
• Building and maintaining internal databases, updating internal CRM and project management tools, and compiling and managing VDRs for clients and investors
• Participating in internal and client-facing meetings, representing Tailwind at ecosystem events, and contributing to business development 
• Providing general support to the finance team and the marketing team, as needed

Key Requirements

• Bachelor’s degree in finance or accounting with a track record of outstanding academic achievement; any progress towards a graduate level program such as a CFA, CPA, CBV, MBA or equivalent with emphasis in finance or accounting is also highly desirable
• A minimum of one year of work experience in a consulting, investment banking, VC / PE, or related role; any prior experience in the venture ecosystem and / or the SMB community is also highly desirable 
• A self-starter and a strong team player, with the ability to generate thoughtful ideas that can improve the company, and the agility to work independently in a deadline-driven, high-performance team environment 
• Excellent work ethic and attention to detail, with the ability to work extended hours as needed
• Impeccable oral and written communication skills, with the ability to comfortably interact with entrepreneurs and executives 
• Advanced skills with Microsoft Excel, PowerPoint and Word; any prior experience with PitchBook / HubSpot / Jira or equivalents is also highly desirable 
• Excellent qualitative and quantitative research and analytical skills, including the ability to organize unstructured qualitative data, perform quantitative financial modelling and market sizing exercises, and visually present key insights
• Intellectually curious and creative, with a keen interest in disruptive / innovative technology and trends, and a growth mindset

What we offer

We hold ourselves to a high standard of excellence in everything that we do. We challenge each other to learn and grow, live our values, and we share in our dedication to delivering exceptional service to our clients.

We offer: 

• Competitive base compensation including benefits and potential for variable pay 
• Active support for your career growth and professional development 
• Performance framework that provides a clear pathway for career progression; top performers can expect accelerated advancement from Analyst to Associate
• Opportunity to build business development and client engagement skills 
• Exposure to work on a wide range of businesses and deal types, including the ability to see all sides of dealmaking (i.e. origination to closing)

How to apply

If you are interested, please send your PDF resume and cover letter with the subject line “Analyst” to info@tailwindventures.co.

The deadline for accepting applications is July 28th, 2025.

While we appreciate all interested individuals, only candidates that are legally authorized to work in Canada without sponsorship will be considered at this time.

We thank all applicants for their interest; only short-listed candidates will be contacted. Note that applications will be reviewed as they are received and short-listed candidates may be contacted prior to the submission deadline.

Short-listed candidates may be asked to complete: a short video responding to a few key questions; a technical interview; and a panel interview with members of the Tailwind team.

Please feel free to view this job on the Careers section of our website.