Join to apply for the Head of Sales - North America role at Teamwork.com

The Opportunity As Head of Sales in North America, you’ll lead the GTM motion across North America with a sharpened focus on outbound selling and vertical penetration into the PSA industry (agencies, consulting firms, IT services, etc.). You’ll scale a high-performing sales org, build playbooks, and grow pipeline through strategic outbound programs in coordination with Marketing and RevOps. This is a highly strategic and execution-focused role for a SaaS sales leader ready to drive outbound-led, vertical-focused growth.

Location This is a hybrid role in Denver.

Key Responsibilities

Manage and scale the US sales team across segments (SMB and Mid-Market for both Inbound & Outbound motions).

Own forecasting, coaching, and performance metrics across new business and expansion teams.

Build a high-performance culture focused on understanding customer needs, value-based solution-selling, strong discovery skills, and value articulation.

Lead execution of outbound sales strategy targeting PSA verticals.

Drive high-quality outbound pipeline generation through segmentation, ICP targeting, and multichannel prospecting.

Partner with Marketing on ABM campaigns and outbound cadences that open doors at key accounts.

Develop territory strategies rooted in PSA market trends and whitespace analysis.

Build account plans and lead strategic deal execution in high-value opportunities.

Collaborate with Product and Marketing to ensure alignment on ICP, messaging, and objection handling.

Feed structured PSA vertical insights back into GTM, pricing, and roadmap discussions.

Implement outbound sales methodologies (e.g. MEDDIC, Challenger, SPICED) and build playbooks aligned to PSA personas.

Introduce outbound KPIs and dashboarding to improve visibility, accountability, and conversion rates.

What Good Looks Like (Qualifications)

7 - 10+ years in B2B software sales, with a proven track record in building and leading inbound & outbound motions.

Experience targeting verticals like professional services, agencies, or IT Services, or Consulting firms is a strong plus.

Strong record of leading and coaching teams in solution and value selling, understanding customer needs and pains, and demonstrating how best to meet those needs.

Deep understanding of pipeline development, segmentation, and messaging frameworks.

Success in managing both inbound and outbound motions across multiple teams.

Experienced leader who creates a high-accountability, high-performance team environment; skilled in hiring, developing, and retaining top outbound sales talent.

Highly analytical, with fluency in CRM, KPIs, and funnel dynamics (Hubspot experience preferred but not required).

Deep empathy for the buyer journey and PSA-specific sales challenges.

Compensation & Benefits

In accordance with the Colorado Equal Pay Transparency Rule, the Head of Sales role has an annual on-target earning range of $250,000 - $350,000 USD, depending on experience.

Employee Share Options (ESOP), competitive salary & OTE, up to 30 days vacation from day 1, pension benefit (region-specific), health plans and wellbeing programs, Give Back program, Ministry of Happiness social club, educational resources with a generous development allowance, inclusive parental leave, flexible working policies, and recognition programs.

Learn more information about our benefits package on our website or by discussing it with your recruiter.

We know the confidence gap and imposter syndrome can get in the way of meeting spectacular candidates, so please don’t hesitate to apply — we’d love to hear from you.

Seniority level

Executive

Employment type

Full-time

Job function

Sales and Business Development

Industries

Software Development

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