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Senior Director, Sales Strategy & Planning

Who we are is what we do.

Deel and our family of growing companies are made up of global teams dedicated to helping businesses hire anyone, anywhere, easily. 

The team comprises over three thousand self-driven individuals spanning over 100 countries, and our unified yet diverse culture keeps us continually learning and innovating the platform and products for customers.

Companies should be able to hire the best talent anywhere in the world, so we are building the best platform to make that a reality. Our market-leading technology, expertise, and global team are crucial to the platform’s success. We deliver the best products and features in our space, enabling millions of jobs worldwide and connecting the global workforce with the best companies and opportunities.

Why should you be part of our success story?

A 30-mile hiring radius should no longer dictate how companies hire because exceptional talent lives everywhere. Deel sees a world without hiring borders and endless talent that pairs perfect candidates with great companies.

We offer global teams all the tools they need to hire, onboard, manage, pay, and scale at full speed. We aim to foster a diverse global economy by building a generational platform that seamlessly connects companies with talent worldwide.

After our successful Series D in 2021, we raised another $50M in 2023, doubling our valuation to $12B. There’s never been a more exciting time to join Deel — the international payroll and compliance market leader.

About the Role:

Deel is looking for a seasoned leader to head Sales Strategy and Planning function. This is a high visibility role that will partner with CRO to evolve sales strategy and ensure seamless execution of the entire sales lifecycle by establishing and driving scalable frameworks and processes globally. In this role, you will identify, design, and execute on strategies to improve performance and efficiency of the sales organization and lead short-term and long-term planning for the revenue organization. You will collaborate closely with Revenue leadership, Customer Success, Product, Marketing, and the other Revenue Operations functions to formulate and implement effective strategies, ensure alignment, maximize quality revenue growth, and drive timely execution. 

You are right for this role if you understand nuances of GTM strategy, can execute rapidly in a fast-growth high-tech company, comfortable building cross functional consensus, organized and can see the big picture as well as willing to dive into details, and can ruthlessly prioritize and problem solve. 

Key Responsibilities:

  • Revenue Operations Leadership: Lead and develop a high-performing sales operations team, driving efficiency and cross-functional alignment

  • Sales Process Optimization: Develop and execute strategies to effectively deploy selling resources, optimize the sales cycle, and reduce friction in the customer journey.

  • Data-Driven Decision Making: Provide data-driven actionable insights to identify trends, opportunities, and areas for improvement.

  • Strategic Planning and Execution: Drive annual and long-term planning process. Build scalable processes for territory planning and quota setting to maximize sales efficiency.

  • Forecasting & Reporting: Establish and maintain high-fidelity forecasting models, sales performance dashboards, and key performance indicators (KPIs) to track health of business.

  • Health of Business Assessment: Lead annual and quarterly business reviews, providing data-driven recommendations to optimize revenue performance.

  • Cross-Functional Collaboration: Partner closely with leadership across Sales, Marketing, and Customer Success to align on revenue goals, strategies, and execution.

  • Process Innovation: Drive continuous improvement initiatives to enhance sales effectiveness, improve conversion rates, and maximize revenue opportunities.

  • Sales Technology & Tools: Partner with Technology teams to optimize CRM platforms (e.g., Salesforce) and sales enablement tools to improve workflow automation and sales productivity.

Requirements:

  • Experience: 12+ years of experience in Revenue Operations, Sales Operations, or a similar role, with at least 5 years in a leadership position managing teams of 10+ people.

  • Proven Track Record: Demonstrated success in scaling revenue processes and driving operational efficiencies in high-growth companies. Established history of driving multiple complex projects at the same time to on-time completion.

  • Analytical & Strategic Thinking: Strong analytical skills with a data-driven approach to decision-making, forecasting, and process improvement.

  • Sales Lifecycle Knowledge: Deep understanding of sales cycles, pipeline management, and revenue drivers in B2B SaaS environments.

  • Collaboration & Communication: Exceptional ability to work cross-functionally and communicate complex data and insights to executive stakeholders. Strong influencing and conflict diffusion/de-escalation skills

  • Process-Driven Mindset: A hands-on operator who thrives in fast-moving, ambiguous environments and can build processes from the ground up.

  • Industry Experience: Experience in SaaS, tech, or high-growth companies is preferred.

  • Education: Bachelor's degree in Business, Finance, or related field; MBA a plus.

Total Rewards

Our workforce deserves fair and competitive pay that meets them where they are. With scalable benefits, rewards, and perks, our total rewards programs reflect our commitment to inclusivity and access for all. 

Some things you’ll enjoy

  • Provided computer equipment tailored to your role

  • Stock grant opportunities dependent on your role, employment status and location

  • Additional perks and benefits based on your employment status and country

  • The flexibility of remote work, including WeWork access where available

DISCLOSURE 

We use Covey as part of our hiring and/or promotional processes. As part of the evaluation process, we provide Covey with job requirements and candidate-submitted applications.Certain features of the platform may qualify it as an Automated Employment Decision Tool (AEDT) under applicable regulations. For positions in New York City, our use of Covey complies with NYC Local Law 144.

We began using Covey Scout for Inbound on the 19th of February, 2025.

For more information about our data protection practices, please visit our Privacy Policy.

You can review the independent bias audit report covering our use of Covey here: https://getcovey.com/nyc-local-law-144.

At Deel, we’re an equal-opportunity employer that values diversity and positively encourage applications from suitably qualified and eligible candidates regardless of  race, religion, sex, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, pregnancy or maternity or other applicable legally protected characteristics.

Unless otherwise agreed, we will communicate with job applicants using Deel-specific emails, which include @deel.com and other acquired company emails like @payspace.com and @paygroup.com. You can view the most up-to-date job listings at Deel by visiting our careers page.

Deel is an equal-opportunity employer and is committed to cultivating a diverse and inclusive workplace that reflects different abilities, backgrounds, beliefs, experiences, identities and perspectives.

Deel will provide accommodation on request throughout the recruitment, selection and assessment process for applicants with disabilities. If you require accommodation, please inform our Talent Acquisition Team at recruiting@deel.com of the nature of the accommodation that you may require, to ensure your equal participation.

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CEO of Deel
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Alex Bouaziz
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What You Should Know About Senior Director, Sales Strategy & Planning, Deel

At Deel, we're breaking down hiring barriers and championing a world where talent knows no borders. As a Senior Director of Sales Strategy & Planning, you will play a central role in shaping how we connect businesses to exceptional global talent. You'll partner with our Chief Revenue Officer to enhance our sales strategy and ensure that every step of our sales lifecycle is executed with precision and clarity. In this high-visibility position, your leadership will guide a nimble sales operations team to promote efficiency across departments. Your knack for data-driven decision-making will help pinpoint trends and create actionable insights that elevate our revenue performance. It’s all about collaboration, so you’ll work closely with the leaders of Sales, Marketing, and Customer Success to align on our revenue goals. We seek someone who not only understands the ins and outs of go-to-market strategies but also thrives in a fast-paced tech environment. If you have a passion for building innovative sales processes and a track record of implementing successful strategies, Deel is where you’ll want to be. Join us and help us redefine the global hiring landscape with creativity and vision!

Frequently Asked Questions (FAQs) for Senior Director, Sales Strategy & Planning Role at Deel
What are the main responsibilities of the Senior Director, Sales Strategy & Planning at Deel?

The Senior Director, Sales Strategy & Planning at Deel is responsible for leading the Sales Operations team, optimizing sales processes, and driving strategic planning and execution across the revenue organization. Their duties include developing scalable frameworks for sales cycle management, providing insights through data-driven analysis, and collaborating with various departmental leaders to align strategies and goals.

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What qualifications are required for the Senior Director, Sales Strategy & Planning position at Deel?

The ideal candidate for the Senior Director, Sales Strategy & Planning role at Deel should have at least 12 years of experience in Revenue or Sales Operations, including 5 years in a leadership role. A strong analytical background, solid knowledge of B2B SaaS sales cycles, and experience with sales technology like CRM platforms are crucial. A Bachelor's degree is required, while an MBA is a plus.

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What does the recruitment process for the Senior Director, Sales Strategy & Planning at Deel entail?

The recruitment process for the Senior Director, Sales Strategy & Planning role at Deel typically includes an initial application, followed by interviews that assess both technical and leadership skills. The company utilizes Covey as part of their evaluation process, ensuring a transparent and structured approach to selecting the best candidate.

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What skills are important for success in the Senior Director, Sales Strategy & Planning role at Deel?

Successful candidates for the Senior Director, Sales Strategy & Planning position at Deel should possess strong analytical and strategic thinking skills, exceptional collaboration and communication abilities, and a process-driven mindset. They must also be comfortable working in fast-paced environments and capable of managing multiple projects simultaneously.

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What opportunities for career growth does Deel offer for the Senior Director, Sales Strategy & Planning role?

Deel offers a dynamic work environment with ample opportunities for career growth. As a Senior Director, Sales Strategy & Planning, you will be in a pivotal position to influence the company's sales strategies and processes, opening pathways for further advancement within the executive team as the company scales its revenue and expands its reach.

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Common Interview Questions for Senior Director, Sales Strategy & Planning
Can you describe your experience leading a sales operations team?

In your answer, emphasize your leadership style, strategies for team development, and examples of how you've driven efficiency in a sales operations context. Highlight any metrics or results that demonstrate your team's success under your guidance.

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How do you approach sales process optimization?

Discuss specific methodologies you’ve used to analyze sales processes. Provide examples of how your initiatives have reduced friction and improved sales cycle times, along with any data supporting these improvements.

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What strategies do you use for forecasting sales performance?

Offer insights into your forecasting methods, including the tools you utilize and how you analyze data trends. Share a specific instance where your forecasting contributed to revenue growth or informed strategic decisions.

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How do you ensure alignment between sales and marketing in your strategies?

Explain your approach to cross-functional collaboration, including regular meetings, shared objectives, and co-developed strategies. Provide an example of a successful joint initiative that improved both sales and marketing outcomes.

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Can you give an example of a time you drove a major change in sales operations?

Describe the change initiative, your role in leading it, the challenges you faced, and the positive outcomes it resulted in. Include any quantifiable improvements in efficiency or revenue.

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What techniques do you use to analyze data for actionable insights?

Discuss the tools and frameworks you employ to sift through data effectively, and explain how you transform that data into insights that guide sales strategies and decisions.

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How do you manage competing priorities or conflicts within cross-functional teams?

Highlight your conflict resolution skills and your ability to prioritize tasks effectively. Share a scenario where you successfully navigated competing interests to achieve a collaborative solution.

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How do you stay current with industry trends and incorporate them into your strategies?

Detail how you research industry trends, network with peers, and attend conferences. Cite examples of trends you've analyzed and how you adapted or innovated your strategies in response.

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What is your experience with sales technologies like CRM systems?

Explain your familiarity with different CRM platforms and how you've utilized them to streamline sales processes. Provide insights into your experience with sales enablement tools and their impact on team productivity.

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What is your approach to developing long-term revenue strategies?

Describe how you combine your analytical mindset with strategic foresight to develop comprehensive revenue strategies that account for market fluctuations, company direction, and sales team capabilities.

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Deel is an American payroll and compliance provider founded in 2019 by Alex Bouaziz, Shuo Wang, and Ofer Simon. The company is based in San Francisco, California and has reported having 2,000 employees in January 2023.

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CULTURE VALUES
Inclusive & Diverse
Collaboration over Competition
Fast-Paced
Growth & Learning
Empathetic
FUNDING
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Full-time, remote
DATE POSTED
March 30, 2025

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