Senior Manager, Deal Commercial Strategy & Operations

Remote; Canada; Remote; USD 93,000 - 140,000; Full time

Job summary

Join a forward-thinking company as a Senior Manager in Deal Commercial Strategy & Operations. This exciting role offers the chance to shape global employment solutions while maximizing monetization strategies. Collaborate with diverse teams to design scalable processes and drive impactful commercial initiatives. Embrace innovation in a fully remote environment that values work-life balance and inclusivity. If you're passionate about making a difference in the global employment landscape, this opportunity is perfect for you.

Benefits

Budget for local in-person social events

Co-working space budget

Qualifications

• Solid experience in software industry roles related to deal strategy.
• Strong analytical and strategic thinking skills in deal scenarios.

Responsibilities

• Design and implement scalable deal desk processes with cross-functional teams.
• Manage day-to-day deal desk operations and ensure compliance.

Skills

Deal Desk

Commercial Pricing Strategy

Revenue Operations

Analytical Skills

Leadership Skills

Communication Skills

Financial Modeling

Salesforce

Excel/Google Sheets

Tools

Salesforce

CPQ platforms

Job description

Senior Manager, Deal Commercial Strategy & Operations

Remote-Canada

About Remote

Remote is solving global remote organizations’ biggest challenge: employing anyone anywhere compliantly. We make it possible for businesses big and small to employ a global team by handling global payroll, benefits, taxes, and compliance. Check outremote.com/how-it-works to learn more or if you’re interested in adding to the mission, scroll down to apply now.

Not only do we encourage folks from all ethnic groups, genders, sexuality, age, abilities, disability status and any other under-represented group to apply, but we prioritize a sense of belonging. We have 4 ERGs (Women, Disability, Queer, Minorities in Tech) who meet regularly with the People team. During your interviews and beyond, we ask & encourage anybody who needs an accommodation to request one from their recruiter.

At Remote, we embrace AI as a valuable tool while prioritizing human creativity and authenticity.We look forward to meeting candidates who balance innovation with genuine expertise and experience.To learn more about Remote's AI guidelines check seehere .

All of our positions are fully remote. You do not have to relocate to join us!

What this job can offer you

This is an exciting opportunity to join Remote and make a meaningful impact in the global employment space as the first Deal Commercial Strategy & Operations function within the Revenue Operations team.

We’re looking for a seasoned professional with a strong background in deal strategy, deal desk operations, and pricing to help drive strategic, high-impact commercial initiatives. In this role, you’ll partner closely with our GTM organization—particularly with Sales—as well as cross-functional teams including Finance, Legal, and Billing. Your work will play a key role in maximizing monetization strategies and shaping simple, scalable, and execution-ready process frameworks.

What you bring

• Solid experience in the software industry, ideally in Deal Desk, Commercial Pricing Strategy, or Revenue/Financial Operations roles
• A sharp commercial mindset and a track record of leading multi product commercial and contracting negotiations
• Proven ability to design and implement scalable deal processes from the ground up, collaborating closely with cross-functional teams across Sales, Finance, Legal, Billing, and Operations
• Strong analytical and strategic thinking skills, with demonstrated judgment in high-stakes, complex deal scenarios
• Deep expertise in financial and pricing modeling, with advanced proficiency in Excel/Google Sheets and a comfort working with complex structures
• Proven success partnering with Sales and broader GTM teams, as well as key cross-functional stakeholders including Finance, Legal, and Billing
• A solid grasp of business strategy, financial principles, and legal considerations, with the ability to navigate trade-offs and align deal structures with company goals
• Strong leadership and collaboration skills, with experience influencing decision-making and driving alignment across diverse teams
• Experience working with and managing virtual, globally distributed teams
• Resilience under pressure, with the ability to prioritize, multitask, and perform in stressful and time-sensitive environments such as end-of-month and quarter
• Familiarity with software revenue recognition principles, contracting processes, and operational implications of deal terms
• Exceptional communication and interpersonal skills—clear, concise, and effective across written and verbal formats
• High attention to detail, data-driven, and process-oriented
• Proficient in Salesforce and CPQ platforms
• Fluent in English (written and spoken)
• Previous experience working in a remote or distributed environment is a plus

Key Responsibilities

• Design and implement scalable deal desk processes, partnering closely with Revenue Operations, Finance, Legal, Billing, and GTM teams to ensure efficient, compliant, and commercially sound deal execution
• Act as a trusted strategic advisor to Sales and GTM stakeholders, guiding deal structure, pricing strategy, and commercial terms to support successful contract execution and long-term customer value
• Manage the day-to-day deal desk operations, including reviewing and approving quotes, facilitating deal approvals, and ensuring alignment with internal policies and business goals
• Evaluate and structure non-standard deal requests, ensuring clear communication of business rationale and accurate documentation within the Deal Approval System
• Own and continuously improve pricing tools, calculators, and deal templates to enhance consistency, usability, and strategic alignment
• Drive initiatives to automate and optimize deal desk workflows, reducing friction and enabling sales productivity across the Quote-to-Cash lifecycle
• Interpret and escalate contractual terms as needed to ensure alignment with revenue recognition policies, compliance requirements, and operational capabilities
• Collaborate with cross-functional teams (including Finance, Compensation, and Sales Operations) to ensure bookings, commissions, and reporting are accurate and up-to-date
• Provide guidance and training to Sales teams on deal best practices, process adherence, and pricing strategy
• Support high-volume periods such as month-end and quarter-end, ensuring timely deal closure and alignment with revenue targets

Practicals

• You'll report to: Director, Field Operations, Planning & Compensation
• Team: Revenue Operations
• Location: EMEA, AMER East, Latam
• Start date: As soon as possible

Remote Compensation Philosophy

Remote's Total Rewards philosophy is to ensure fair, unbiased compensation and fair equity pay along with competitive benefits in all locations in which we operate. We do not agree to or encourage cheap-labor practices and therefore we ensure to pay above in-location rates. We hope to inspire other companies to support global talent-hiring and bring local wealth to developing countries.

At first glance our salary bands seem quite wide - here is some context. At Remote we have international operations and a globally distributed workforce. We use geo ranges to consider geographic pay differentials as part of our global compensation strategy to remain competitive in various markets while we hiring globally.

The base salary range for this full-time position is between$93,100 USD to $139,700 USD. Our salary ranges are determined by role, level and location, and our job titles may span more than one career level. The actual base pay for the successful candidate in this role is dependent upon many factors such as location, transferable or job-related skills, work experience, relevant training, business needs, and market demands. The base salary range may be subject to change.

Application process

• Interview with recruiter
• Interview with Hiring Manager & Manager Deal Desk
• Interview with cross-functional stakeholder, Manager Planning & Compensation

Our full benefits & perks are explained in our handbook atremote.com/r/benefits . As a global company, each country works differently, but some benefits/perks are for all Remoters:

• budget for local in-person social events or co-working spaces

How you’ll plan your day (and life)

We work async at Remote which means you can plan your schedule around your life (and not around meetings). Read more at remote.com/async .

You will be empowered to take ownership and be proactive. When in doubt you will default to action instead of waiting. Your life-work balance is important and you will be encouraged to put yourself and your family first, and fit work around your needs.

If that sounds like something you want, apply now!

How to apply

• Please fill out the form below and upload your CV with a PDF format.
• We kindly ask you to submit your application and CV in English, as this is the standardised language we use here at Remote.
• If you don’t have an up to date CV but you are still interested in talking to us, please feel free to add a copy of your LinkedIn profile instead.

We will ask you to voluntarily tell us your pronouns at interview stage, and you will have the option to answer our anonymous demographic questionnaire when you apply below. As an equal employment opportunity employer it’s important to us that our workforce reflects people of all backgrounds, identities, and experiences and this data will help us to stay accountable. We thank you for providing this data, if you chose to.

At Remote, we embrace AI as a valuable tool while prioritizing human creativity and authenticity.We look forward to meeting candidates who balance innovation with genuine expertise and experience.To learn more about Remote's AI guidelines check seehere .

Please note we accept applications on an ongoing basis.

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