VP, Head of GTM Strategy

Dayforce US, Inc.; Toronto; Remote; CAD 150,000 - 250,000; Full time

Job summary

A top-tier global HCM company seeks a Vice President of Sales Strategy & Planning to enhance their go-to-market effectiveness. The role involves driving strategic planning, fostering sales partnerships, and ensuring alignment across functions. Ideal candidates will have extensive experience in sales strategy and leadership within a dynamic SaaS environment.

Benefits

Comprehensive wellness initiatives

Excellent time away from work programs

Competitive pay and benefits

Opportunities for personal and professional growth

Qualifications

• 12+ years of experience in Sales Strategy, Sales Planning, or Revenue Operations.
• 5+ years in a senior leadership capacity.
• Proven success owning planning cycles end-to-end.

Responsibilities

• Lead a high-impact team responsible for Sales Planning, Territory & Segmentation Strategy, and Demand Planning.
• Define and evolve sales segmentation and coverage models.
• Establish the performance measurement framework for sales execution.

Skills

Sales Strategy

Data-driven decision making

Sales Planning

Revenue Operations

Executive-level communication

Cross-functional collaboration

Job description

Posted Wednesday, June 18, 2025 at 4:00 AM | Expires Saturday, August 2, 2025 at 3:59 AM

Dayforce is a global human capital management (HCM) company headquartered in Toronto, Ontario, and Minneapolis, Minnesota, with operations across North America, Europe, Middle East, Africa (EMEA), and the Asia Pacific Japan (APJ) region. Our award-winning Cloud HCM platform offers a unified solution database and continuous calculation engine, driving efficiency, productivity and compliance for the global workforce. Our brand promise - Makes Work Life Better TM - Reflects our commitment to employees, customers, partners and communities globally.

Location : Work is what you do, not where you go. For this role, we are open to remote work

About the opportunity

Dayforce is seeking a Vice President of Sales Strategy & Planning to drive our go-to-market effectiveness through strategic planning, data driven decision making, and deep sales partnership. This executive will lead a high-impact team responsible for Sales Planning, Territory & Segmentation Strategy, and Demand Planning ; bringing together insight, operational rigor, and cross-functional alignment.

This role is ideal for a strategic thinker who knows the HCM space and thrives in high paced SaaS environment. As a senior leader, you’ll partner closely with Sales, Finance, Marketing, Enablement, and Executive Leadership to optimize our sales engine, improve productivity per rep, and ensure every dollar of investment has clear ROI.

What you’ll get to do

Sales Strategy & GTM Architecture

• Define and evolve sales segmentation and coverage models to align with market opportunity, customer needs, and productivity goals.
• Lead territory optimization initiatives to ensure fair distribution, maximize rep capacity, and unlock whitespace.
• Partner with Corporate Strategy to shape long-term frameworks that inform GTM design, channel mix, and global sales evolution.
• Generate strategic insights that guide how we prioritize initiatives & investment, structure incentive programs, and deploy field support.
• Build strong alignment with Product and Product Operations to proactively plan for and monetize growth from new product innovations and enhancements.
• Lead the annual and quarterly sales planning cycles, including headcount modeling, demand planning, productivity assumptions, quota allocation, and territory design
• Build and continuously refine sales capacity & quota models that inform investment decisions and align with top-line targets
• Partner closely with Finance to ensure alignment between revenue goals, resource plans, and expense forecasts
• Drive planning cadence and operational rigor across all GTM segments and geographies
• Be the strategic partner to Sales, Finance, Marketing, and RevOps; bringing cohesion to planning, execution, and performance management

Performance & Productivity Insights

• Establish the performance measurement framework for sales execution, including key metrics like PPR, attainment, close rates, and cycle times
• Monitor rep productivity and pipeline conversion trends to identify opportunities to improve outcomes
• Partner with Enablement and Sales Leadership to connect insights to action; driving programs that improve seller ramp, execution, and ROI
• Support QBRs, board meetings, and executive strategy sessions with clear, data-driven narratives

Skills and experience we value

• 12+ years of experience in Sales Strategy, Sales Planning, or Revenue Operations, with 5+ years in a senior leadership capacity
• Proven success owning planning cycles end-to-end: headcount modeling, quota setting, ramp, and segmentation
• Strong business acumen; Executive-level communication skills; capable of crafting clear, persuasive narratives
• You’re passionate about sales and lead with curiosity, continuously seeking to improve systems, processes, and outcomes
• Expertise in seller productivity metrics (PPR, close rates, ASP, win rates, cycle times) and ROI-based decision-making
• You build high-performing, cross-functional relationships that break silos and accelerate results

What’s in it for you

Dayforce is fueled by the diversity of our talented employees. We are an equal opportunity employer and consider and embrace ALL individuals and what makes them unique. We believe our employees should be happy and healthy, with peace of mind and a sense of fulfillment.

We encourage individuals to apply based on their passions.

Dayforce encourages personal and professional growth. We offer excellent time away from work programs, comprehensive wellness initiatives and recognition through competitive pay and benefits.

With a commitment to community impact, including volunteer days and our charity, Dayforce Cares we provide opportunities for you to thrive both in your career and personal life. Our focus is not just on your job but on supporting you to be the best version of yourself.

About the Salary Ranges

Please note that the salary range mentioned in this job description should serve simply as a guide. The final compensation offered may vary based on a variety of factors, including bonuses and/or incentives, or a candidate’s experience, skills, budget and location. Our company is committed to providing a fair, equitable, and competitive package that reflects the value an individual brings to the organization.

Proficiency in English is required for this position as this role will regularly interact with English-speaking stakeholders, co-workers, managers and/or clients across the world. Further, our back office support teams, including but not limited to Human Resources, are primarily English speaking. Employees need to be able to communicate with these departments in English to appropriately administer their business relationship. Due to the significant high volume of interactions with these English-speaking co-workers, managers, stakeholders and/or clients, which is inherent to this position, it is not possible to reorganize the company's activities to avoid this requirement.

Fraudulent Recruiting

Beware of fraudulent recruiting. Legitimate Dayforce contacts will use an @dayforce.com or @Ceridian.com email address. We do not request money, checks, equipment orders, or sensitive personal data during the recruitment process. If you have been asked for any of the above, or believe you have been contacted by someone posing as a Dayforce employee, please refer to our fraudulent recruiting statement found here:https://www.dayforce.com/be-aware-of-recruiting-fraud