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Principal Product Manager - Customer Experience and AI

May 25, 2026

At Constant Contact, we are seriously awesome people who take ownership and make an impact by operating with the mindset, integrity and courage of a small business owner. There’s something so profoundly rewarding about knowing that your work is empowering people everywhere to pursue their dreams. Here, we all play an integral part in helping business owners, entrepreneurs, non-profits and individuals to succeed by giving them all the help and tools they need to grow online. We’re energized by new challenges and new possibilities-and we’re just getting started!

As the Principal Product Manager for Customer Experience and AI, you are the strategic "Squad Leader" for some of our most critical retention initiatives. You won't just be managing features; you will be the single-threaded owner of customer value.

What You'll Do:

Drive customer happiness through showing customer value: Our team is in charge of customer engagement and retention overall, however the leading indicator of retention is people seeing value in our platform, and therefore being satisfied. You will own not only reducing friction on the path to value, but also answer key questions like “How can our AI Assistant more effectively contribute to customer happiness?”
Drive measurable customer outcomes: Deliver against retention metrics including Net Revenue Retention, product engagement, and NPS. You'll be in charge of breaking these into metrics your squad can directly influence, and call your shots on what experiments will lead to the desired outcomes. You will also know your numbers cold and use them to prioritize effectively
Make AI feel like magic, not a gimmick: Embed AI thoughtfully into the product experience so our customers experience a seamless and intelligent helper, faster workflows, and better results without needing to become AI experts themselves
Bring AI into how we build, not just what we build: Champion AI-assisted product development practices across research, prototyping, and iteration to help the team move faster and learn more
Collaborate across the org: Partner closely with engineering, design, marketing, and customer success / support to ship work that actually solves problems. You'll translate customer pain into clear requirements and rally teams around outcomes
Coach and elevate others: Mentor PMs and cross-functional partners, raising the bar on product thinking across the organization even without direct reports
Communicate with clarity and conviction: Present strategies and tradeoffs to executives, defend your roadmap with data, and stay open to feedback that makes the work better

Who You Are:

The Strategic Builder: You have 8+ years of Product Management experience in SaaS (ideally SMB), with a track record of leading complex, high-ambiguity product areas.
AI-Fluent & UX-Focused: You understand how to deploy LLMs in production environments and have a sharp eye for how AI should—and shouldn't—interact with a user.
A Master Communicator: You can "jam" with engineers on technical constraints and then pivot to pitch a 12-month vision to the C-suite. You write clearly and present with confidence.
Metrics-Driven: You live in the data. You are comfortable pulling the levers needed to hit aggressive targets and understand the qualitative stories behind the dashboards.
Customer-Obsessed: You genuinely care about the success of small businesses. You’re the first to jump into a support ticket or customer call to find the "why" behind the friction.
Collaborative Leader: You thrive in a "squad leader" model, leading by influence and making everyone around you better through kind, direct feedback and shared accountability.

Nice to Haves:

Experience with email marketing, marketing automation, or PLG (Product-Led Growth).
Direct experience with prompt engineering or RAG pipelines.
Background in growth-focused initiatives (onboarding, monetization, or retention).

#LI-HK1 #LI-Remote

The specific salary offered to a candidate may be influenced by a variety of factors including the candidate’s experience, their education and work location. In addition, some roles may be eligible for additional on target commission pay or bonus. The compensation package includes health and welfare benefits including paid leave.

Pay Transparency - All Full Time Employees

$159,500—$191,000 USD

Why You’ll Love Us:

We celebrate one another’s differences. We are proud of our culture of diversity and inclusion, and we're always working hard to strengthen and improve this culture. We have programs in place that bring us together on important issues and provide educational opportunities for all employees.
Join the experts. If you're passionate about supporting businesses and organizations, you won’t find a better spot to share your talent. We’re dedicated to improving the quality of our product from a customer standpoint and have a true desire to enable the success of businesses, non-profit organizations, and community groups.
You’ll have opportunities to grow your career. We encourage and support our team members to learn different aspects of the business, take on stretch assignments, seek coaching opportunities and professional development opportunities.
A generous paid time off policy and a competitive benefits package that supports the health and well-being of you and your family

At Constant Contact, we’re all about work flexibility and are proud to serve our customers as a hybrid workforce. Our hybrid work model combines the convenience of remote work with access to our great office locations to collaborate in-person, participate in live trainings, and socialize with colleagues.

Application Deadline: 30 days. We may fill this job opening prior to the deadline if a candidate is selected by us.

Vision6 Pty Limited is an affiliate of Constant Contact, Inc. and a part of the Constant Contact group of brands.

Constant Contact is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, gender, gender identity, national origin, citizenship, age, disability, sexual orientation, genetic information, veteran status or any other status protected under applicable law. If you require accessibility assistance applying for open positions, please contact talentacquisition@constantcontact.com.

The contractor will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information. 41 CFR 60-1.35(c)

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

At Constant Contact, we respect personnel privacy and are committed to protecting the personal information we obtain and maintain from both current, former, and prospective employees. We maintain this Personnel Global Privacy Notice (this “Notice”) in compliance with applicable privacy laws, including the California Consumer Privacy Act (the “CCPA”) and the UK General Data Protection Regulation (collectively, the “Data Protection Laws”). Click here for a full copy of our General Personnel Privacy Notice.

Notice to Recruiters and Staffing Agencies:

Constant Contact has an internal talent acquisition department and designated career site for individuals looking to join our team. Constant Contact will not accept unsolicited resumes from any external recruiters, staffing firms, search agencies or any fee-based referrals. Any unsolicited resumes sent to directly to Constant Contact, in any capacity will be considered property of Constant Contact. Constant Contact will not pay a fee for any placement resulting from the receipt of an unsolicited resume.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...