Software Developer Summer (Python) Intern 2026
internship•Wakefield
About this role
Effective Date: variable, minimum 3 months to 6 months commitment preferred
Location Note: Hybrid work environment with office in Wakefield, MA. Must be available for In-office two to four days per month and at maximum three multi day events spring/summer/fall.
The Purpose of Your Role:
We are looking for rising students who would like to gain hands-on experience in a fast-paced software development environment. Our interns aren’t getting coffee or taking notes; they become a true part of the team and of the organization as a whole. You will learn about the company and its culture and learn how to build and maintain software. Additionally, you will gain valuable experience working in a professional business environment, being integrated in the team, allowing you to build skills, get feedback on your performance, and gain advice and insights for your future career.
What you'll bring to Sentinel:
We are looking for someone who has a growth mindset and likes to take on challenges. You should feel comfortable jumping into projects and tasks, and like helping to develop solutions.
What you’ll be responsible for:
What you’ll be part of:
Joining our company means becoming part of something special. We're driven by a mission to excel in our industry and within our team, supported by people who truly care about our organization.
Sentinel was recently recognized by The Boston Globe as a Top Place to Work in 2020, 2023 and 2025. In 2021, 2022, 2023 and 2024, Sentinel earned a Top Workplace USA Award from Energage.
At Sentinel, we welcome people from diverse experiences, backgrounds, and perspectives – and we wouldn’t have it any other way. So even if you don’t meet every single requirement, please consider applying if you like what you see. Our priority is to find talented individuals who enrich our team culture, contribute with enthusiasm, and are passionate about what they do.
Sentinel is an equal opportunity employer and welcomes everyone to our team. If you need reasonable adjustments at any point in the application or interview process, please let us know.
Some of our Benefits:
Who we are:
Sentinel Group proudly serves nearly 5,000 clients throughout the U.S. For 35+ years, we’ve remained devoted to positively impacting the lives of our people, our clients and our communities. With a 9-year average associate tenure among our 265 professionals, our team’s commitment to excellent service has positioned Sentinel as the only provider who makes benefits EASY: easy for your people; easy for your business; and easy for you.
Our ultimate goal is to help companies and their employees prepare for their future health, wealth and retirement needs. Whether it’s through retirement plans, group health insurance, reimbursement accounts or financial planning, we engineer simple solutions and continuously strive to make them better. Our in-house experts – and their commitment to excellence – define who we are.
Sentinel is also one of the largest employee benefits firms in Massachusetts (Boston Business Journal) and was named a 2022 Retirement Plan Adviser of the Year in the Mentorship category (PLANADVISER Magazine).
Location Note: Hybrid work environment with office in Wakefield, MA. Must be available for In-office two to four days per month and at maximum three multi day events spring/summer/fall.
The Purpose of Your Role:
We are looking for rising students who would like to gain hands-on experience in a fast-paced software development environment. Our interns aren’t getting coffee or taking notes; they become a true part of the team and of the organization as a whole. You will learn about the company and its culture and learn how to build and maintain software. Additionally, you will gain valuable experience working in a professional business environment, being integrated in the team, allowing you to build skills, get feedback on your performance, and gain advice and insights for your future career.
What you'll bring to Sentinel:
We are looking for someone who has a growth mindset and likes to take on challenges. You should feel comfortable jumping into projects and tasks, and like helping to develop solutions.
What you’ll be responsible for:
- Migrate automated workflows to Apache Airflow (Python)
- Implement new features for existing applications (TypeScript)
- Learn or solidify knowledge in required technologies
- Must be working toward a Bachelor’s or Masters degree (preferably in Computer Science or related fields)
- Strong listening and communication skills
- Knowledge with Python (Airflow desirable)
- Good to know: TypeScript, React, agile development
- Pay rate for this position is $25/hour
What you’ll be part of:
Joining our company means becoming part of something special. We're driven by a mission to excel in our industry and within our team, supported by people who truly care about our organization.
Sentinel was recently recognized by The Boston Globe as a Top Place to Work in 2020, 2023 and 2025. In 2021, 2022, 2023 and 2024, Sentinel earned a Top Workplace USA Award from Energage.
At Sentinel, we welcome people from diverse experiences, backgrounds, and perspectives – and we wouldn’t have it any other way. So even if you don’t meet every single requirement, please consider applying if you like what you see. Our priority is to find talented individuals who enrich our team culture, contribute with enthusiasm, and are passionate about what they do.
Sentinel is an equal opportunity employer and welcomes everyone to our team. If you need reasonable adjustments at any point in the application or interview process, please let us know.
Some of our Benefits:
- PTO (vacation, sick, personal time bank)
- FTO (Flexible time off for vacation, sick, and personal time) after 2 years of service
- 12 Paid Holidays (10 stated and 2 floating holidays)
- 2 Community Volunteer Days
- 5 Summer Half Days
- Medical, Dental, Vision
- Life Insurance
- LTD & STD
- Retirement Plan with 4% Employer Match
- Parental Leave
Who we are:
Sentinel Group proudly serves nearly 5,000 clients throughout the U.S. For 35+ years, we’ve remained devoted to positively impacting the lives of our people, our clients and our communities. With a 9-year average associate tenure among our 265 professionals, our team’s commitment to excellent service has positioned Sentinel as the only provider who makes benefits EASY: easy for your people; easy for your business; and easy for you.
Our ultimate goal is to help companies and their employees prepare for their future health, wealth and retirement needs. Whether it’s through retirement plans, group health insurance, reimbursement accounts or financial planning, we engineer simple solutions and continuously strive to make them better. Our in-house experts – and their commitment to excellence – define who we are.
Sentinel is also one of the largest employee benefits firms in Massachusetts (Boston Business Journal) and was named a 2022 Retirement Plan Adviser of the Year in the Mentorship category (PLANADVISER Magazine).
What you'll do
- Interns will migrate automated workflows to Apache Airflow using Python and implement new features for existing applications using TypeScript. They will also learn or solidify their knowledge in required technologies.
About Sentinel Group
Sentinel Group is the employee benefits provider who makes it EASY: easy for your people; easy for your business; and easy for you.
Ready to join Sentinel Group?
Take the next step in your career journey
Frequently Asked Questions
What does a Software Developer Summer (Python) Intern 2026 do at Sentinel Group?
As a Software Developer Summer (Python) Intern 2026 at Sentinel Group, you will: interns will migrate automated workflows to Apache Airflow using Python and implement new features for existing applications using TypeScript. They will also learn or solidify their knowledge in required technologies..
Is the Software Developer Summer (Python) Intern 2026 position at Sentinel Group remote?
The Software Developer Summer (Python) Intern 2026 position at Sentinel Group is based in Wakefield, Massachusetts, United States. Contact the company through Clera for specific work arrangement details.
How do I apply for the Software Developer Summer (Python) Intern 2026 position at Sentinel Group?
You can apply for the Software Developer Summer (Python) Intern 2026 position at Sentinel Groupdirectly through Clera. Click the "Apply Now" button above to start your application. Clera's AI-powered platform will help match your profile with this opportunity and guide you through the application process.