Deal Desk Specialist

We're transforming the grocery industry

At the company, we invite the world to share love through food because we believe everyone should have access to the food they love and more time to enjoy it together. Where others see a simple need for grocery delivery, we see exciting complexity and endless opportunity to serve the varied needs of our community. We work to deliver an essential service that customers rely on to get their groceries and household goods, while also offering safe and flexible earnings opportunities to the company Personal Shoppers.

The company has become a lifeline for millions of people, and we’re building the team to help push our shopping cart forward. If you’re ready to do the best work of your life, come join our table.

The company is a Flex First team

There’s no one-size fits all approach to how we do our best work. Our employees have the flexibility to choose where they do their best work—whether it’s from home, an office, or your favorite coffee shop—while staying connected and building community through regular in-person events. Learn more about our flexible approach to where we work.

Why this role is on the menu

The company's Sales organization is at an inflection point. New products, pricing models, and acquisitions are making every deal more complex, and the processes behind them need to scale just as fast. We're hiring a Deal Desk Specialist to make every deal fast, well-structured, and compliant, so Sales can close with confidence and Finance, Tax, and Legal can trust what gets booked. This role sits at the intersection of Sales and Finance, and the person who fills it will have a direct line of sight to deal velocity, revenue quality, and the health of our Quote-to-Cash process.

What you'll cook up in your first year

• Deal Velocity: Deals move from quote to close without friction. Pricing, discounting, and structure are reviewed and approved quickly and correctly, so Sales spends its time selling instead of chasing approvals.

• Risk & Compliance: Contract risks are spotted before signature, and every deal aligns with ASC 606 and our approval policies, giving Finance, Tax, and Legal confidence in what gets booked.

• Quote-to-Cash Excellence: Our Salesforce/CPQ Quote-to-Cash process runs cleanly end to end. It is documented, consistent, and easy to follow, with issues caught and fixed before they reach a customer or the books.

• Cross-Functional Partnership: Sales, Finance, Tax, and Legal work from one shared playbook, and teams across the company are trained on deal best practices and know exactly when and how to engage Deal Desk.

• Scalable New Programs: New products, pricing models, and acquisitions are operationalized from day one. Each is owned from kickoff to rollout, with processes in place before volume arrives.

The secret ingredients we're looking for

You're proactive, tactful, and detail-obsessed: someone who spots problems before they land and arrives with a proposed solution. You're humble, professional, and positive with stakeholders, driven by doing the right thing, finding win-win outcomes, and being both efficient and thorough. You build trust easily in a remote environment, work independently, and stay flexible as priorities shift, thriving in a fast-paced, entrepreneurial setting inside a large company.

Must-have pantry staples (Minimum Qualifications)

• Bachelor's degree in Business Administration, Finance, Accounting, or Economics

• 4+ years of experience in Deal Desk, Auditing, Finance, Partnerships, Brand Management, and/or Revenue Accounting

• Experience working with sales organizations, and communicating across the sales team and outside vendors

• Ability to read complex contracts and evaluate risk

• Understanding of ASC 606

• Understanding of Quote-to-Cash processes in SFDC/CPQ

• Proficiency in Excel

• Strong analytical, organizational, and time management skills with excellent attention to detail

• Experience with using AI solutions to enhance current processes and workflows

Optional garnishes (Preferred Qualifications)

• Salesforce experience

• CPQ experience

• Experience with Google Workspace (Docs, Sheets, Slides)

#LI-Remote

The company provides highly market-competitive compensation and benefits in each location where our employees work. This role is remote and the base pay range for a successful candidate is dependent on their permanent work location. Please review our Flex First remote work policy here . Currently, we are only hiring in the following provinces: Ontario, Alberta, British Columbia, and Nova Scotia.

Offers may vary based on many factors, such as candidate experience and skills required for the role. Additionally, this role is eligible for a new hire equity grant as well as annual refresh grants. Please read more about our benefits offerings here .

For Canadian based candidates, the base pay ranges for a successful candidate are listed below.

CAN

$102,000 — $107,500 CAD