Job Title: Senior Sales Executive - SYSPRO ERP
Company: SHEA Syspro Team
Location: United States or Canada
Employment Type : Full-time
The OpportunityWe are looking for a proven, senior ERP sales professional to drive new business across North America. You will own the full sales cycle for mid-market ERP opportunities, from first conversation through signed contract, selling to executives who are making one of the most significant technology decisions their company will face.
This role is for someone who sells through business understanding. You will be comfortable walking a CFO through inventory costing, an operations leader through production planning, and an owner through total cost of ownership, and you will connect all of it to measurable business outcomes. Compensation is built for high performers, with meaningful upside for those who consistently exceed targets.
As Shea's first dedicated new-business hire, you will also help shape how we sell: our ideal customer profile, qualification and forecasting standards, and the playbook future sellers will follow. For the right person, this role is the path to building and leading Shea's sales team.
Key ResponsibilitiesNew Business Development- Generate and close new SYSPRO licence, subscription, and implementation services revenue within mid-market manufacturing and distribution companies.
- Build a self-sourced pipeline through prospecting, industry networking, and referrals, complemented by SYSPRO channel and marketing leads.
- Identify organizations outgrowing entry-level accounting systems or replacing legacy and end-of-life ERP platforms.
Consultative Sales Execution- Lead structured discovery to understand the prospect's business processes, pain points, and strategic goals across finance, operations, supply chain, and manufacturing.
- Translate business requirements into a compelling solution vision and quantified business case.
- Orchestrate demonstrations, workshops, and proposals in partnership with pre-sales consultants and delivery leadership.
- Navigate complex, multi-stakeholder buying groups and manage competitive evaluations against other mid-market ERP vendors.
- Negotiate commercial terms and close agreements that are profitable and deliverable.
Sales Process and Forecasting- Follow and help refine Shea's sales methodology, including qualification criteria, stage progression, and handoff standards.
- Maintain accurate, current opportunity data, activity, and forecasts in HubSpot CRM.
- Provide reliable weekly forecasts and pipeline updates to the CRO.
- Build Shea's sales playbook and help recruit and onboard future sales hires as the team grows.
Partnership and Collaboration- Work closely with SYSPRO channel management on joint account planning, lead registration, and co-selling.
- Partner with the delivery team to ensure scope, timelines, and expectations set during the sale are accurate, protecting customer satisfaction and project margin.
- Share market, competitor, and customer insight to shape Shea's offerings and go-to-market approach.
What You BringRequired- 8+ years of B2B software sales experience, including at least 5 years selling ERP solutions to mid-market organizations.
- A documented track record of meeting or exceeding quota in complex, consultative sales cycles.
- Strong working knowledge of core business processes: order-to-cash, procure-to-pay, inventory management, manufacturing and production, and financial management.
- Ability to engage credibly with C-level and senior functional executives.
- Self-directed discipline and organization to succeed in a fully remote role.
- Proficiency with CRM platforms, ideally HubSpot.
- Willingness to travel for key client meetings and industry events as needed.
- Legal authorization to work in Canada or the United States.
Nice to Have- Direct SYSPRO sales experience with a partner, reseller, or SYSPRO directly.
- Experience with comparable mid-market ERP platforms such as Epicor, Acumatica, Sage, Microsoft Dynamics, Infor, or NetSuite.
- Industry background in manufacturing or distribution.
- Established network within North American mid-market manufacturing and distribution communities.
- Experience selling complementary solutions such as tax and compliance, document management, or business intelligence.
How Success Is Measured- New bookings attainment against annual quota
- Pipeline coverage and quality
- Forecast accuracy
- Win rate on qualified opportunities
- Alignment between sold scope and delivered outcome
Compensation and Benefits- Base salary of CAD 140,000 to 160,000, depending on experience
- Uncapped commission plan with accelerators above quota; on-target earnings of CAD 250,000 at full quota
- Fully remote work with a collaborative, experienced team
