Customer Support Retention Specialist

Posted Yesterday
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Hiring Remotely in Chicago, IL, USA
In-Office or Remote
Mid level
Consumer Web • Digital Media • Healthtech • Mobile • Music • Software • App development
Hallow helps people find peace and draw closer to God.
The Role
Handle inbound cancellation contacts via phone, chat, and email to retain subscribers. Make tailored offers (discounts, pauses), log outcomes, surface churn insights, and support Intercom QA and automation/AI responses. Provide empathetic, judgment-driven service and accurately track trends to improve product and experience.
Summary Generated by Built In
Who we are

Hallow is on a mission to help people pray. We’re the No. 1 prayer app in the world, with more than 1 billion prayers prayed across 150+ countries. We're building a product that is authentically Christian and Catholic, while at the same time a resource for anyone looking to grow deeper in a relationship with God. We believe that people are hungry for peace, and that there is no surer way to find it than by learning to sit in silence with Christ: “Come to me, all you that are weary and are carrying heavy burdens, and I will give you rest” (Mt 11:28).

Our goal is to build something truly great. Something that combines the beauty of the Church's spirituality with world-class product and content execution. And we need a world-class team to make it happen.

We launched the app in December 2018 and have been blown away with the incredible growth & traction. Hallow has been downloaded more than 30 million times with over 250,000 5-star reviews. We're blessed to be backed by some of the best mission-driven investors in the world and are excited to build out the team to help a lot more folks grow closer to God.

We are a startup. We move quickly. We are small but we take big swings. Each person is responsible for making an impact. It is hard—but deeply meaningful—work. We'd be honored & humbled if you'd consider joining us.
TL;DR: We're looking for a warm, tenacious communicator to join us as a contract Retention Specialist - someone who can meet a subscriber in a moment of doubt, listen well, and help them find a reason to stay.

What You'll Do
  • Conduct Retention Calls: You'll be on the front lines speaking with subscribers who have expressed intent to cancel, listening carefully and using good judgment to help them find a path forward.
  • Make Tailored Offers: Work within an approved offer framework to present the right option for each subscriber - a discount, a pause, or sometimes just a good conversation.
  • Handle Difficult Conversations: Approach every call with empathy and patience, including conversations where a subscriber ultimately decides to leave. Every interaction reflects Hallow's care for the person, not just the outcome.
  • Track Outcomes & Surface Insights: Log every call and outcome accurately - what worked, what objections came up, and what would have changed the outcome. You'll be the person who knows best why subscribers leave, and the broader team will count on you to surface those patterns to improve the product and experience.
  • Intercom Support & QA: In-between calls, you'll also answer live chat and email messages and support the needs of our community through our Intercom customer messaging platform, while helping ensure the quality of our automations and AI agent responses.

What You'll Love
  • Mission: This work is incredibly humbling. Every day we hear amazing stories and we get the pleasure of working on something that's impacting lives. One of our favorite user quotes: "I hate quoting an old, overused cliche, but I've been very lost. And I think for the first time in a while I may be found."
  • Ownership: You'll be directly responsible for keeping people connected to their prayer life. Every save is meaningful — not just for Hallow, but for the subscriber on the other end of the call.
  • Growth: From day 1, you'll be a part of the startup journey. Over the next year, we'll build out the team significantly, and we'll need your help to build a world-class retention function.
  • Flexibility: HQ is in Chicago (USA); this position is remote. We're flexible on location within the United States. This role is expected to be between 30-40 hours per week depending on volume.
  • Comp: We will pay competitive market rates for this hourly contract position.

What We're Looking For
  • Passion: First & foremost, we're looking for someone excited about our mission. It makes it a lot more fun :)
  • Empathetic Communicator: You speak and write simply and warmly. You know how to meet someone where they are, you don't get flustered when someone's frustrated, and people feel heard when they talk to you.
  • Good Judgment: You know when to offer a discount, when to push back gently, and when to let someone go gracefully — and you don't need a script to figure that out.
  • Integrity: You care about the person on the other end of the call. You won't pressure someone into staying if it's not the right call. You're honest even when it means losing the save.
  • Experience: 3+ years of experience in customer support, retention, customer success, or a related role — ideally handling phone calls for a subscription or consumer app environment. Experience specifically handling inbound cancellation calls, retention or "save" programs is a strong plus. Native or near-native proficiency in spoken English is required. Experience with tools such as Intercom, Slack, and ClickUp and foreign language skills in Spanish, French, Italian, Portuguese, Polish, or German are also a plus.


We're a small team and we care deeply about each new hire, so sometimes it can take us a while to get through the hiring process for these roles. Apologies in advance for any delays. We'll do our best to keep you updated throughout the process, and we really appreciate your patience and understanding as we work through everything.

We are honored that you'd consider joining the team and look forward to connecting with you.

Best,

Alex at Hallow
CEO & Co-Founder

Skills Required

  • 3+ years experience in customer support, retention, customer success, or related role
  • Experience handling phone calls for subscription or consumer app environments
  • Experience with inbound cancellation calls or retention/save programs
  • Native or near-native proficiency in spoken English
  • Familiarity with Intercom customer messaging platform
  • Familiarity with Slack
  • Familiarity with ClickUp
  • Empathetic communicator with strong judgment and integrity
  • Ability to work approximately 30-40 hours per week (contract)
  • Based in the United States (remote, US-based candidates)
  • Foreign language skills (Spanish, French, Italian, Portuguese, Polish, or German)
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The Company
HQ: Chicago, IL
106 Employees
Year Founded: 2018

What We Do

We are building a faith-based meditation app. Think Headspace or Calm, but for prayer & catholic spirituality. We believe that we're all looking for peace, and that there is no surer way to find it than by learning to sit in silence with God: “Come to me, all you that are weary and are carrying heavy burdens, and I will give you rest.” MT 11:28. And we believe that if we’re able to combine the beauty of the Church’s prayer & meditation traditions with the world's best technology & design, it might just change the world.

Why Work With Us

Hallow’s authentically Catholic culture is what sets us apart. You’ll be learning and growing alongside the best team in the world. You’ll be supported by generous benefits, flexible PTO and work hours, and stipends designed to develop the whole person, not just the employee. Your work will change thousands of lives for the better.

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