hirly

Sun-Times

Director of Lifecycle & Retention

Chicago, IL (Hybrid workplace)

See how you match this job — and similar ones. Free.

Upload your resume and hirly scores it against this role at Sun-Times first, then against similar open jobs, and shows where you fit and why.

PDF or DOCX, up to 12MB. No sign-up to see your matches.

Get past the screening software and onto a recruiter's desk

hirly rewrites your resume for this job — matching the keywords and skills in the posting, moving your most relevant experience to the top, and writing a cover letter to fit. About 30 seconds.

  • Keywords matched to this posting
  • Fit score before you apply
  • Cover letter included

Matched against 2.6M live jobs from 190,000+ employers in 200+ countries.

Tailor my resume for this job →

Apply from your AI assistant

Connect hirly to Claude and ask it to apply to this job. hirly tailors your resume, fills the employer’s form and asks before sending. ChatGPT: manual setup today.

Some employer sites stop an application at a CAPTCHA or sign-in and hand it back with a link. Applying needs a paid plan. Works with any assistant that supports MCP.

hirly's read of this role

Seniority
Director
Country
US
Work mode
On-site / unstated
First seen by hirly
21 Sept 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

the posting

About Chicago Public Media

Chicago Public Media is one of the nation’s largest local nonprofit news organizations. Home to WBEZ 91.5FM, the Chicago Sun-Times, and Vocalo. Chicago Public Media reaches more than 3.3 million people weekly across broadcast, print, and digital platforms. As a mission-driven organization, we aspire to be the most trusted news source Chicagoans turn to for understanding the people, events, and ideas shaping our community.

Chicago Public Media is a 100% community-funded newsroom powered by nearly 97,000 members whose support makes our journalism possible. This sustained community investment helped drive nationally recognized work in 2025, including 29 awards from esteemed organizations, including the Public Media Journalists Association, the Edward R. Murrow Awards, and the National Association of Black Journalists.

We believe independent journalism is essential to a healthy democracy and that access to objective, fact-based news is a right for every citizen. We serve the public interest by creating diverse content that informs and enriches our community, supported by a dedicated staff of approximately 250 professionals.

For more information, please see the Chicago Public Media Annual Report .

The Opportunity

The Director of Lifecycle & Retention leads Chicago Public Media’s enterprise lifecycle strategy across brands, platforms, and audience touchpoints.

This role is responsible for designing the systems, frameworks, and strategies that strengthen retention, loyalty, participation, and long-term supporter value following acquisition. The Director establishes the lifecycle architecture, audience segmentation, performance goals, and optimization priorities that guide onboarding, engagement, renewal, sustainer conversion, upgrades, reactivation, advocacy, and long-term relationship development.

The role partners closely with Product, Marketing, Insights, Development, Editorial, and the Membership team to translate audience behavior and supporter data into coordinated lifecycle strategies across WBEZ, the Chicago Sun-Times, Vocalo, and future platforms

General Responsibilities

  • Audience Journey Ownership
  • The Membership department operates through two interconnected engines: Growth & Acquisition and Lifecycle & Retention.

The Director of Lifecycle & Retention owns the strategic framework governing the post-acquisition relationship. This includes defining how supporter cohorts move through lifecycle stages, where retention risks and opportunities exist, and how programs and channels work together to strengthen long-term audience value.

The lifecycle framework includes:

Onboarding & Early Member Experience

Sustainer Conversion

Renewal & Retention

Upgrade & Philanthropic Development

Reactivation

Advocacy & Community Participation

The Director establishes the strategy, segmentation, performance goals, and optimization roadmap across these stages. Specialized team members retain ownership of individual membership programs, channels, and experiences operating within that framework.

Growth & Acquisition owns performance through the first financial transaction. Lifecycle & Retention assumes primary strategic accountability following that transaction, with both functions jointly defining and evaluating acquisition quality.

  • Core Area of Focus - Lifecycle & Retention
  • Design and continually improve a scalable lifecycle system that:

Strengthens long-term supporter loyalty and retention

Identifies and reduces preventable churn

Increases sustainer conversion and long-term giving stability

Expands lifetime value across supporter segments

Uses behavioral, transactional, and engagement signals to improve lifecycle decision-making

Creates pathways for deeper participation and philanthropic progression

Connects membership programs, communications, and experiences within a unified relationship strategy

Success Metrics

Retention and renewal performance

Sustainer conversion growth

Churn reduction across audience cohorts

Upgrade, reactivation, and long-term revenue growth

Lifetime value improvement

Audience participation and engagement performance

Lifecycle experimentation and optimization performance

Long-term supporter loyalty and relationship health

Sustainable Relationship Philosoph y

This role is responsible for strengthening long-term audience relationships through participation, trust, belonging, relevance, and ongoing engagement - not solely renewal transactions. Success in this role will be measured not only by retention performance but by the organization’s ability to deepen supporter connection and build durable, long-term audience relationships over time.

Strategic Responsibilities

Lifecycle Strategy & Modeling

Design and optimize lifecycle frameworks across brands, platforms, and audience segments

Establish lifecycle stages, audience strategies, and performance expectations

Develop retention, churn, and lifetime value models aligned with long-term growth goals

Identify retention risks, lifecycle drop-off points, and opportunities for deeper engagement.

Establish lifecycle KPIs, dashboards, and performance reporting frameworks

Lead lifecycle performance analysis and strategic recalibration

Audience Intelligence & Optimization

Develop lifecycle segmentation frameworks using transactional, behavioral, and engagement data

Identify behavioral signals associated with retention, churn, conversion, upgrade potential, and long-term loyalty

Define priority lifecycle cohorts and differentiated relationship strategies

Establish testing standards and a lifecycle experimentation roadmap

Translate performance insights into strategic recommendations for programs, communications, and audience experiences

Engagement & Loyalty Strategy

Define engagement strategies that strengthen retention, participation, and long-term supporter value

Identify the experiences and behaviors most strongly associated with loyalty and retention

Establish audience priorities that inform member programs, benefits, communications, and experiences

Partner with Product and audience teams to connect personalization, digital behavior, participation, and membership strategy

Develop frameworks for measuring relationship health beyond financial transactions.

Retention & Revenue Strategy

Establish retention strategy and performance goals across supporter segments

Define strategic frameworks for sustainer conversion, renewal, upgrade, philanthropic progression, and reactivation

Identify cohorts requiring differentiated retention strategies

Evaluate retention economics and lifetime value across supporter segments

Partner with membership program owners to translate lifecycle strategy into effective renewal, stewardship, upgrade, benefit, and engagement programs

Lead recurring lifecycle and cohort performance reviews

Lifecycle Messaging Strategy

Establish messaging frameworks for onboarding, stewardship, retention, upgrade, and reactivation

Define audience objectives, segmentation priorities, behavioral triggers, and measurement expectations for lifecycle communications

Ensure continuity between acquisition messaging and the long-term supporter experience

Partner with channel and program owners to translate lifecycle strategy into effective email, direct mail, digital, event, and other audience experiences

Cross-Functional Leadership

Lead lifecycle strategy across Product, Marketing, Insights, Editorial, Development, Revenue Operations, and technology teams

Translate Membership priorities into cross-functional requirements for audience data, personalization, product experiences, measurement, and engagement

Establish shared lifecycle goals and decision frameworks across teams whose work influences retention and supporter value

Represent lifecycle and retention

Original posting on Sun-Times's site ↗

Listed on hirly, a job board. hirly is not the employer: Sun-Times is hiring for this role.

Browse similar roles

Want this one?

Upload your resume and hirly rewrites it for this job and writes the cover letter — in about thirty seconds, before you sign up.

Tailor my resume for this job