Salesforce Enablement Trainer (Contract)

The role

We are seeking a highly execution-oriented Salesforce Training Program Manager (Contract) to lead the delivery and operational rollout of end-user training for our transition from HubSpot to Salesforce. This role is responsible for ensuring that global revenue teams are fully prepared to adopt Salesforce ahead of go-live. You will partner with extended Sales Operation team on training execution, including facilitation, logistics, stakeholder coordination, and reporting. You will not be responsible for training content design. This is not a passive training role, you will act as the operational owner of the training rollout, ensuring sessions run at scale, learners are engaged, and the business is ready to transition successfully. 

You are welcome to work remotely from the United States (East Coast preferred).

Your responsibilities will include: 

Training Delivery 

• Deliver high-quality, live virtual Salesforce training sessions tailored to role-specific audiences as needed - Sales Reps, SDRs, Account Managers, Customer Success, Partners
• Facilitate sessions that are interactive, practical, and grounded in real workflows
• Adjust delivery approach based on audience needs, feedback, and engagement levels 

Program Execution & Logistics 

• Own training logistics, including scheduling across time zones (primarily EMEA and AMER), session registration, communications, and attendance tracking
• Manage training calendars and ensure coverage across all required roles and regions
• Coordinate session recordings and ensure availability for on-demand consumption 

Stakeholder Alignment 

• Partner closely with Enablement, Sales Operations, and business leaders to align on rollout priorities, sequencing, and expectations
• Communicate training plans, progress, and risks clearly to stakeholders
• Act as the primary point of contact for training execution during the rollout 

Content Adaptation 

• Customize existing training materials for clarity, role relevance, and real-world application
• Identify gaps or friction points in content and provide actionable feedback to the enablement team
• Ensure training reflects current Salesforce configurations and workflows 

Tracking & Reporting 

• Track training completion, attendance, engagement, and feedback across all audiences
• Provide regular reporting on readiness metrics and highlight risks to adoption
• Recommend and implement improvements based on data and learner feedback 

Adoption Readiness 

• Drive high levels of learner engagement and accountability leading up to go-live
• Identify at-risk teams or regions and proactively address gaps
• Support reinforcement efforts (office hours, follow-ups, targeted sessions) to ensure readiness 

We expect you to have: 

• Proven experience delivering Salesforce.com training at scale for sales and/or customer-facing teams
• Strong facilitation skills with revenue audiences (Sales, SDRs, Account Management, Customer Success)
• Demonstrated ability to manage training programs and logistics across regions and time zones
• Experience supporting Salesforce implementations or migrations 
• Highly organized and execution-focused with the ability to manage multiple workstreams simultaneously
• Ability to operate independently and drive outcomes with minimal oversight
• Strong communication and stakeholder management skills
• Comfort working in fast-paced, evolving environments with shifting priorities 

It will be an added bonus if you have: 

• Experience training global teams across EMEA and AMER
• Experience working with HubSpot, particularly in migration contexts
• Familiarity with sales processes (pipeline management, forecasting, activity tracking)
• Familiarity with broader revenue tech stack (e.g., sales engagement, forecasting, or analytics tools) and how they integrate with Salesforce
• Experience working with enablement teams and leveraging LMS platforms
• Background in B2B SaaS or technology organizations
• Experience supporting change management or large-scale system rollouts 

Compensation and Duration

Compensation for this contract role is budgeted at an hourly rate of $55 - $70, depending on experience and qualifications - This is 3-month minimum contract with possibility of extension.