Retention Specialist

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!

The Opportunity

As a Retention Specialist at Constant Contact, your role is to become a trusted advisor and advocate for our customers at a critical decision point. You will engage directly with customers expressing an intent to cancel or downgrade, and through your consultative, empathetic, and solutions-driven approach, you’ll help them rediscover the value of our platform.

This position is pivotal in preserving revenue, reducing churn, and ensuring our customers feel heard, supported, and successful.

This is not an entry-level position. You must demonstrate seasoned judgment, advanced negotiation techniques, and a deep understanding of how our platform supports small businesses and nonprofits.

This role can be a fully remote position within the United States.

Compensation: Hourly base rate of $17–$20 USD and an on-target bonus structure of $16,800 annually.
Start Date: March 16th
Schedule: Monday, Tuesday, Friday, and Saturday

What You’ll Do

Customer Retention Excellence

• Respond promptly and professionally to customer retention inquiries via phone, email, and Salesforce cases, focusing on delivering positive customer outcomes.

Handle Save Opportunities

• Manage inbound calls from customers requesting cancellation or downgrade. Apply problem-solving and retention techniques to overcome objections and highlight solution-based value.

Tailored Consultative Support

• Identify the customer's industry, pain points, and usage trends to personalize your messaging and propose marketing strategies that align with their business goals.

Execute Retention Strategies

• Leverage a structured offer tree, active listening, and product knowledge to recommend relevant features, services, or account optimizations.

Offer Management & Compliance

• Use save offers judiciously based on call type, business rules, customer potential, and historical engagement data.

Cross-Functional Collaboration

• Work collaboratively with Billing, Tier 1, Customer Success, and Product Support teams to resolve any underlying customer issues driving churn.

Insights & Special Projects

• Track cancellation reasons, identify trends, and participate in pilots or process improvements that enhance customer satisfaction and business performance.

What You’ll Bring

• 2+ years in a Customer Retention, Inside Sales, or Account Management role (preferably in a SaaS, tech, or subscription-based business)

• Strong verbal and written communication skills with a proven ability to handle sensitive customer conversations confidently

• Demonstrated experience with save-rate-driven metrics or quota-based goals

• Ability to navigate difficult conversations and turn negative experiences into positive outcomes

• Strong analytical thinking with the ability to assess account history, campaign effectiveness, and billing patterns

• Familiarity with Salesforce, Stripe, Five9, IEX, Verint and customer lifecycle stages, and CRM best practices preferred

• A growth mindset—someone who learns quickly, adapts in a fast-paced environment, and thrives on hitting goals

• The ability to navigate multiple systems to resolve customer inquiries

Performance Metrics (Industry Best Practices)

• Save Rate Target: 40%+ on qualified cancellation calls

• Talk Time Goal: 8–12 minutes average to allow for consultative interactions

• Invoice Retained: Revenue impact of saves, alongside Save Rate

• Retention Offer Usage: Within compliance of offer policy and guidelines

• 7-Day Stick Rate: Key retention validation metric (customer remains post-interaction)

Why This Role Matters

Retention Specialists are the frontline defense against revenue loss. Your ability to retain customers directly contributes to our business sustainability, customer trust, and brand reputation. You will be equipped with tools, training, and real-time data insights to help you succeed in delivering measurable impact—while advocating for and celebrating our customers.

#LI-Remote

Pay Transparency – All Full Time Employees: $35,000–$41,600 USD
The specific salary offered to a candidate may be influenced by a variety of factors including experience, education, and work location. Compensation package includes health and welfare benefits including paid leave.

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.

• Join the experts. If you're passionate about supporting businesses and organizations, you won’t find a better spot to share your talent.

• 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.

Application Deadline: 30 days (may be filled prior if a candidate is selected).

Equal Opportunity

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.

Additional Notices:

• Pay transparency protections under 41 CFR 60-1.35(c).

• Massachusetts law prohibits lie detector tests as a condition of employment.

• Constant Contact does not accept unsolicited resumes from external recruiters or agencies.