Awin
Direct Greenhouse career site

Head of Sales- North America (f/m/d)

Location
Chicago, IL · On-site
Job type
Full-time
Level
Executive
Experience
10+ years
Education
Bachelor's degree
Listed
18 days ago

Skills & highlights for this role

  • Sales strategy and regional planning
  • New business revenue ownership
  • Pipeline management and forecasting
  • Enterprise and complex deal leadership
  • Sales team leadership
  • Commercial negotiation
  • Stakeholder and executive relationship building
  • Data-led performance management

Also useful

  • Affiliate marketing
  • Partnership marketing
  • Performance marketing
  • SaaS, MarTech, or AdTech experience
  • Executive education

Purpose of Position

The Head of Sales, North America is responsible for defining and executing the regional sales strategy, driving sustainable new business revenue growth and leading a high-performing Sales organisation across North America. The role owns regional sales performance, pipeline development, forecasting and commercial execution, while remaining closely involved in strategic opportunities and complex negotiations.

Key Tasks

  • Define and execute the North America sales strategy in alignment with company revenue objectives, global commercial priorities and regional market opportunities.
  • Develop the annual regional sales plan, establishing clear priorities across target segments, verticals and strategic opportunities.
  • Own North America new business revenue targets, pipeline performance, forecasting and commercial outcomes, ensuring consistent delivery against agreed objectives.
  • Lead, develop and inspire a high-performing regional Sales organisation, creating a culture of accountability, collaboration, coaching and continuous improvement.
  • Set clear performance expectations and build leadership capability and succession strength across the Sales function.
  • Ensure sufficient pipeline coverage, opportunity quality and progression, supported by rigorous CRM, forecasting and deal-review disciplines.
  • Monitor pipeline creation, conversion, win rate, sales cycle, deal quality and revenue delivery, using insight to improve performance and resource allocation.
  • Act as executive sponsor for priority prospects and strategic opportunities, supporting executive-level discovery, presentations, commercial negotiations and complex deal progression.
  • Build senior relationships with advertisers, agencies, strategic partners and other key stakeholders across the North American market.
  • Partner with Marketing, Client Services, Product, Finance and global Sales leadership to deliver a coordinated go-to-market approach and effective client handovers.
  • Translate client, competitor and market intelligence into recommendations that strengthen commercial positioning, propositions and routes to market.
  • Represent the company at relevant industry conferences, client engagements and commercial events across North America.
  • Provide senior leadership with clear, data-led updates on regional performance, opportunities, risks, resource requirements and investment priorities.

Skills & Experience

  • 10+ years' experience in Sales, Business Development, affiliate or partnership marketing, digital marketing, ecommerce, SaaS, MarTech, AdTech or another technology-led B2B environment.
  • 5+ years' experience leading Sales teams and/or Sales leaders within a complex commercial organisation.
  • Proven success owning and delivering significant new business revenue targets and regional go-to-market strategies.
  • Demonstrated experience leading complex enterprise or strategic opportunities involving senior decision-makers.
  • Strong knowledge of pipeline management, forecasting, conversion, pricing and negotiation.
  • Experience in affiliate, partnership or performance marketing is highly advantageous.
  • Commercial leadership and sound judgement, balancing near-term delivery with sustainable growth.
  • Strategic thinking with the ability to translate company priorities into clear regional plans.
  • Credible, hands-on sales leadership and the ability to coach others through complex opportunities.
  • Strong people leadership, executive presence and stakeholder influence.
  • Analytical, data-led decision-making and disciplined performance management.
  • Collaborative and adaptable approach within an international, fast-moving environment.
  • Professional qualifications or executive education in sales leadership, negotiation, coaching, digital marketing or business leadership are advantageous but not essential
  • Advanced proficiency with Salesforce or a comparable CRM platform.
  • Strong capability with sales analytics, pipeline reporting and forecasting tools.
  • Proficiency with Microsoft 365 and modern sales intelligence and productivity tools. Excellent written and verbal English.
  • Willingness to travel across North America and internationally as required.

Our Offer

  • Flexi-Week: We prioritise your mental health and wellbeing by offering you a four-day Flexi-Week (with one lighter or completely disconnected day per week) at full pay, with no reduction to your annual holiday allowance.
  • Flexi-Office: We offer an international culture and flexibility through our hybrid working model, designed to foster collaboration, trust, and autonomy.
  • Work Expense Contribution & Remote Working Furniture: You will receive a monthly allowance to cover part of your running costs, as well as a furniture package to support you in setting up a comfortable workspace at home.
  • Medical & Life Insurance: Comprehensive health, vision, and dental coverage, along with life insurance protection for you and your family. We offer comprehensive premiums for health (CareFirst BlueCross BlueShield of Maryland), dental, and vision which are 100% covered for the employee and 50% for spouses with eligibility on the first of the month after hire date.
  • 401(k): We contribute regularly to support your long-term retirement savings.
  • Paid Vacation & Time Off: Competitive personal time off as well as sick days. We also offer a variety of different paid special leaves as well as various maternity/paternity for expecting parents

Additional information

In addition, you'll benefit from our global offering, including health and wellbeing initiatives, learning and development via Awin Academy, and peer-to-peer recognition programmes.

Compensation Range: $290k - $350k OTE

Established in 2000, Awin is proud of our dynamic, social and inclusive culture.

Like all businesses, we've had to adapt and nurture our culture in a virtual environment. Our virtual 'Life @ Awin' hub brings our colleagues from across the globe together for various social activities.

Diversity & Inclusion are paramount to us, and we proudly pursue and hire diverse team members. We champion uniqueness and authenticity; this is who we are at our core. Our network of affiliate partnerships are diverse and transparent, as are the employees powering our vision to build the world's leading open partner ecosystem. We welcome all backgrounds, identities, and experiences. If you need support at any point in the application or interview process, please let us know.

Awin is part of the Axel Springer group. Learn more at axelspringer.com/en/, and explore the Axel Springer Essentials here: axelspringer.com/en/inside/the-essentials-what-we-have-adapted-and-why

Apply now to begin the next stage of your career at a progressive company that supports both your professional and personal development.

Read the original posting

From Awin's careers page, first listed on Rolev.ai on October 23, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

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Common questions

Where is the Head of Sales- North America (f/m/d) job at Awin located?

This Head of Sales- North America (f/m/d) position at Awin is located in Chicago, IL (On-site). Always check Awin's application page for specific state eligibility or relocation policies.

What qualifications are required for Head of Sales- North America (f/m/d) at Awin?

For the Head of Sales- North America (f/m/d) role, Awin highlights 10+ years of relevant experience; a bachelor's degree; experience with Sales strategy and regional planning, New business revenue ownership, Pipeline management and forecasting, Enterprise and complex deal leadership, Sales team leadership, Commercial negotiation. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Head of Sales- North America (f/m/d) position at Awin?

This listing links directly to Awin's Greenhouse application page. You can apply directly on Awin's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.