[Hiring] Regional Sales Trainer @Insulet Corporation

Role Description

Under the guidance of the Sr. Manager, Field Training, the Regional Sales Trainer role will focus on bridging new hire training learnings to practical execution. This role helps Field Sales representatives apply training in real-world selling situations by reinforcing sales model application, effective resource utilization, approved sales strategies, and territory unit partnership alignment, while addressing observed knowledge or skill gaps and reinforcing expected selling behaviors.

The Regional Sales Trainer works in alignment with cross functional teams and Sales Leadership to reinforce consistent understanding and execution of sales initiatives across the Field Sales. For this role, you will work closely with our salespeople to identify challenges they face on-the-job and recommend ways to increase productivity and support the drive to new customers' starts. Ultimately, you will help increase the overall performance of our sales teams and ensure they have the skills to achieve their goals.

Responsibilities

• Support Sales team in building capabilities that drive sustainable sales growth, confidence, and consistency.
• Travel extensively in the field with new hires to coach, observe, and reinforce selling skills, product knowledge, and clinical messaging during real customer interactions.
• Onboard and develop new salespeople, supporting their transition from classroom training to field execution reinforcing pull through and feedback loops.
• Partner with District Sales Managers, Regional Business Directors, Sales Training and Clinical Business to align on developmental priorities, coaching plans, and performance support.
• Coordinate and facilitate individual and team coaching sessions to reinforce strengths, address skill gaps, and support ongoing development.
• Maintain accurate and up‑to‑date documentation of field coaching activities, training pull‑through, and developmental progress.
• Ensure all training and field coaching activities adhere to company policies, compliance, and regulatory requirements.
• Develop, adapt, and successfully deliver training programs in classroom, virtual, and field settings.
• Demonstrate strong organizational skills, initiative, and flexibility in a fast‑paced, field‑based environment.
• Perform other duties as assigned in support of Sales Training and Commercial objectives.

Qualifications

• Must be a self-starter and have ability to work with limited supervision.
• Hands-on experience with e-learning platforms.
• Thorough knowledge of and skill in using the Microsoft suite of products (Word, PowerPoint, Excel).
• Strong written, verbal, and in‑the‑moment coaching communication skills, with the ability to deliver clear, actionable feedback during ride‑along observations.
• Excellent organizational, prioritization, and collaboration skills, with the ability to balance field travel, coaching demands, and training initiatives.
• Highly organized and customer‑focused, with the ability to tailor coaching and training support to individual and team needs.
• Proven self‑starter who can operate effectively in a field‑based role with limited supervision, while maintaining strong alignment with leadership and training partners.
• Experience leveraging e‑learning platforms to support, reinforce, and scale new hire and ongoing sales development.
• Strong working knowledge of Microsoft Word, PowerPoint, and Excel, with the ability to adapt materials for field training, coaching conversations, and performance tracking.
• Hands‑on experience coaching, mentoring, or developing sales professionals in the field, virtual, or hybrid environment.
• Proven ability to deliver feedback, reinforce skill development, and drive behavior change through coaching.

Requirements

• Bachelor's degree and minimum of 5 years demonstrated success in a sales driven position.
• Valid driver’s license.

Preferred Qualifications

• 1+ year of experience in field sales leadership or field sales training in a related industry (healthcare, pharmaceuticals, medical device, or diabetes).
• Knowledge of diabetes disease state and insulin pump therapy.
• Learning Management System experience.
• Bilingual (English / Spanish).

Benefits

• Medical, dental, and vision insurance.
• 401(k) with company match.
• Paid time off (PTO).
• Additional employee wellness programs.

Additional Information

• The position is field based and requires extensive travel up to 80% and may vary depending on business needs.
• Must reside in the geographical region designated for the role.