Regional Sales Trainer - South Region (Field Based)

Job SummaryThis is a unique opportunity to move beyond individual sales success and make a broader impact by shaping the performance of an entire sales organization at one of the most innovative companies in diabetes care. As a Regional Sales Trainer with Insulet, you'll play a critical role in developing and coaching new sales talent, helping them translate training into real-world results while partnering closely with sales leadership to drive growth across the business. You'll spend time in the field, influencing selling behaviors, refining skills, and helping teams achieve success with the market-leading Omnipod® platform that is truly changing the lives of people living with diabetes. With strong visibility across the organization, extensive collaboration with leaders, a competitive compensation package, and the chance to make a meaningful difference for both patients and sales professionals, this role offers an ideal next step for someone passionate about coaching, leadership, and healthcare innovation.

Are you ready to take your career to the next level by joining a global medical device market leader in diabetes care? At Insulet Corporation, we are transforming lives with innovative products that empower people living with diabetes to take control of their health. Over years of technological advances, we developed Omnipod®, a line of tubeless, wearable, Pod-based insulin management systems.

Position Overview

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

Skills and Competencies:

• 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

Education and Experience

Minimum Qualifications

• 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)

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

If you’re ready to be a part of a company that’s changing the future of diabetes care, we want to hear from you. Join us at Insulet Corporation, where your talent will make a real difference in people’s lives.

For U.S.-based positions only, the annual base salary for this role is $135,000 - 140,000. This position is eligible for incentive compensation.

We offer a comprehensive benefits package, including:

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

Application Details: This job posting will remain open until the position is filled. To apply, please visit the Insulet Careers site and submit your application online.

NOTE: This position requires field-based working arrangements (travel within assigned territory required). #LI-Remote

Insulet Corporation (NASDAQ: PODD), headquartered in Massachusetts, is an innovative medical device company dedicated to simplifying life for people with diabetes and other conditions through its Omnipod product platform. The Omnipod Insulin Management System provides a unique alternative to traditional insulin delivery methods. With its simple, wearable design, the tubeless disposable Pod provides up to three days of non-stop insulin delivery, without the need to see or handle a needle. Insulet’s flagship innovation, the Omnipod 5 Automated Insulin Delivery System, integrates with a continuous glucose monitor to manage blood sugar with no multiple daily injections, zero fingersticks, and can be controlled by a compatible personal smartphone in the U.S. or by the Omnipod 5 Controller. Insulet also leverages the unique design of its Pod by tailoring its Omnipod technology platform for the delivery of non-insulin subcutaneous drugs across other therapeutic areas. For more information, please visit insulet.com and omnipod.com.

We are looking for highly motivated, performance-driven individuals to be a part of our expanding team. We do this by hiring amazing people guided by shared values who exceed customer expectations. Our continued success depends on it!

At Insulet Corporation all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.

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