Sales Director

Insight Global is hiring for a Sales Director to join PayByPhone, a global mobile parking payments platform used by cities, operators, and millions of drivers worldwide. The Sales Director is a senior individual‑contributor role responsible for driving new business growth across the Pacific Northwest territory. This is a true hunter role, focused on building net‑new pipeline, closing complex deals, and expanding PayByPhone’s presence within municipal, government, and enterprise environments. You’ll operate with a high degree of autonomy owning your territory end‑to‑end, navigating long and sometimes stalled deal cycles, and consistently creating momentum in the pipeline. This role is ideal for someone who thrives in B2G sales, understands how municipalities buy, and enjoys being on the road building relationships.

Day‑to‑Day Responsibilities

New Business Development
• Own the full sales cycle from prospecting through close
• Build and maintain a strong pipeline of net‑new opportunities
• Develop territory plans and execute against revenue targets
• Navigate complex, multi‑stakeholder deal cycles, including stalled or delayed deals
Territory Ownership
• Manage the Pacific Northwest territory with a mix of driving and flying
• Travel approximately 30–40%, with higher activity in peak seasons (fall) and lighter travel during winter months
• Attend multiple conferences annually to build brand presence and generate leads
Consultative & Strategic Selling
• Sell into municipal, government, and public‑sector organizations (B2G)
• Act as a thought leader and trusted advisor, consulting prospects on optimizing their parking and payment environments
• Lead RFP responses in collaboration with internal bid and marketing teams
Internal Collaboration & Reporting
• Partner closely with Client Success, Marketing, and Product teams to ensure smooth handoffs and successful launches
• Maintain accurate documentation and reporting in Salesforce CRM
• Provide visibility into pipeline, forecasts, and territory performance

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

1. Minimum 5+ years in a hunter sales role (manager level or director), owning full-cycle new business
2. Proven experience selling into government, municipal, or public‑sector organizations (B2G)
3. Background in fintech, parking, payments, or adjacent technology industries
4. Experience closing complex, enterprise‑level deals with long sales cycles
5. Strong prospecting, pipeline development, and closing skills
6. Comfort working independently and owning a territory solo
Salesforce (or comparable CRM) experience

• Direct experience selling into municipalities rather than only private‑sector businesses (B2G)
• Existing network within West Coast or Pacific Northwest public‑sector organizations
• Experience with RFP‑driven sales cycles
Strong conference and in‑person selling presence

Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.