The alll-in-one solution for small businesses and self-employed.

Head of Operations and Finance

Remote (CA; US)
Job Type
3+ years
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About the role

🌳 About Bonsai

Bonsai helps 500,000+ freelancers and small businesses in 100+ countries start, run, and grow their businesses.

The way the world works is changing: solo businesses make up 40% of the workforce today and will be 50%+ by 2030. People want flexible and independent careers. Companies want great on-demand talent. This is one of the largest shifts since the Industrial Revolution, but the tools to support it are stuck in the 20th or even 19th centuries!

That's where Bonsai comes in. We take care of a freelancer's admin work - contracts, proposals, invoices, payments, accounting & taxes and even banking - so they can focus on the work they love and just make money. Ask any freelancers you know... they'll tell you this is a huge and painful time suck.

We're profitable, growing quickly, and are backed by some of the world's best investors (YC, Matrix Partners, Index Ventures).

We've also been 90% remote since 2016 and our team is spread across 9 different countries.

About the Role

We are looking for an experienced Head of Operations and Finance to oversee our organisation’s ongoing operations and finances procedures.

Working alongside the CEO, you will solve problems, lead initiatives and partner with internal teams to continuously improve operational and financial efficiencies.

For this role, you will develop a deep understanding of Bonsai's business model, and operational challenges across all products, as you will be responsible for a variety of operational procedures with direct business impact including:

Finance Operations:

As a SaaS and Fintech company, Bonsai is built on a unique business model combining subscription and financial revenue, similar to how companies like Shopify, Square or Toast price their services. This makes leading our finance topics a key and high leverage responsibility.

Your responsibility will include:

Setting up our financial reporting capabilities Developing and maintaining forecasting models in coordination with our marketing and product team Running budgeting and month-end financial review sessions with our leadership team Partnering with our accounting firm to ensure key on-time and compliant financial reporting Collaborating with marketing to inform acquisition performances across channels and user segments Supporting deep dives on maximising key business metrics like payback or retention Working with our CEO to prepare for equity or debt fundraising

Business Operations:

You will partner with multiple cross-functional teams (Marketing, Product, Support, Data...) to design and implement optimisation opportunities.

Your responsibility will include:

Researching, sizing and prioritising key strategic initiatives, like expanding to new countries or switching to new financial partners Suggesting and implementing operational improvements to increase our team's performance. This can include reviewing support team processes and queue management or marketing performance reporting Leading data-focused initiatives that enable team to make more informed decisions

Payment Operations:

As a fintech company, we do processes payments on behalf of our customers. Enabling them to collect payments requires us to maintain and optimise key procedures.

Your responsibility will include:

Actively monitoring, analysing, and reporting on the effectiveness of payment risk-related procedures Identifying risks and operational needs in new policies or product features, and working to ensure risks are contained, effectively mitigated, or removed on our payment product Managing our risk team


6+ years of relevant experience in investment banking, management consulting or at a finance/operations positions at a high growth startup Strong analytical and data processing skills Experience with SaaS and payment Business minded - You tie every decision and initiatives to a business or revenue goal Action oriented - You strive to deliver every day and keep high velocity. You don't hesitate to get your hands dirty to get things moving when you are stuck needing outside help of resources Organized - You strive with or without complexity and resources. You know how to prioritize and lead initiatives with several stakeholders Bi-lingual in English.

💰 Benefits

Industry leading compensation package — we know you will have a large impact on the company and we strive to compensate accordingly Unlimited holidays — we actually want you to take time off Remote-work option — work from anywhere, always Visa sponsorship in Paris - if you would like to relocate and work in our Paris office All-expenses paid team retreats — our last retreat was in Portugal Complete internal transparency — everyone sees everything within the company

About Bonsai

Founded with the purpose of empowering anyone to work for themselves, Bonsai is the trusted back-office software solution for 500,000+ small businesses and self-employed around the world.

Bonsai helps individuals and teams manage their clients, deliver great work, get paid on time and track finances. All in the same place and integrated together to make running a business as seamless as possible.

At Bonsai, you’ll join a technical, experienced team that’s backed by some of Silicon Valley’s top investors and building the future of service businesses in the world.

Team Size:25
Location:Boulder, CO
Matt Brown
Matt Brown
Matt Nish
Matt Nish