SUBSCRIPTION INSIDER®

Private Executive Roundtable

Protecting Subscription Profitability

Where Daily Operations Create Cost, Revenue Leakage, and Margin Pressure

A private working session for senior subscription leaders responsible for revenue operations, payments, service, fulfillment, subscriber experience, and profitability.

Wednesday, August 26, 2026 | 2:00–5:30 PM ET | Hearst Tower, New York City

Limited to approximately 30 senior executives.

Request an Invitation

No webinar. No sales presentation. A candid, in-person conversation with leaders managing the same pressure points.

Why This Conversation Matters

Profit pressure often begins in day-to-day operations.

A billing exception becomes a customer-service issue. A fulfillment problem creates a refund request. A weak handoff delays resolution. Payment, access, and support problems increase cost and weaken the subscriber relationship.

These issues are often managed separately even though their effects can compound across the business.

This roundtable will examine where those connections break down, which warning signs deserve earlier executive attention, and where clearer ownership, reporting, and execution could make a difference.

Pressure points we will examine

● Billing exceptions and failed payments

● Service burden and avoidable contacts

● Fulfillment and access problems

● Refunds and disputes

● Weak cross-functional handoffs

● Unclear ownership and reporting

How the Session Will Work

The room will be part of the conversation.

The session will begin with a focused executive discussion and then open to the experiences, questions, and operating challenges of the leaders attending.

Frame the operating questions

Kathy Greenler Sexton will open the session by identifying the operational issues that can quietly affect cost, revenue, margin, and subscriber trust.

Hear two operator perspectives

Kathy will interview Terry Rowinski and Renée Doegar about what they are seeing across billing, payments, fulfillment, service, subscriber experience, and recurring-revenue operations.

Bring the room into the discussion

Participants will compare experiences, discuss where problems are appearing inside their organizations, and examine what stronger ownership and execution could look like.

Questions We Will Examine

Where does daily operational friction become a profit problem?

○ Where are routine operating problems creating avoidable cost or revenue loss?

○ Which warning signs deserve executive attention sooner?

○ Where do billing, payments, service, fulfillment, access, and subscriber-experience problems compound?

○ Which handoffs create delay, confusion, or unclear ownership?

○ What information do leaders need to identify problems earlier?

○ What should companies be asking of their teams, systems, workflows, and vendors?

○ Where could stronger execution support both profitability and the subscriber relationship?

○ Which operating issues require cross-functional attention rather than another isolated fix?

The agenda will provide structure, but the experience and questions of the people in the room will shape the conversation.

What You Can Take Back to Your Team

Practical ideas, questions, and next steps.

The session is designed to help participants see operational problems more clearly and identify areas worth examining after the roundtable.

A clearer view of risk

See where daily operating problems may be affecting cost, revenue, margin, or the subscriber relationship.

Better internal questions

Bring practical questions back to functional leaders, operating teams, and executive peers.

Stronger ownership

Consider where accountability or coordination across departments needs to improve.

Areas to examine

Identify systems, workflows, reporting, and vendor relationships that deserve a closer look.

Action items

Leave with practical ideas and priorities to consider with your team after the session.

Executive relationships

Build connections with peers managing similar operating and profitability pressures.

Senior Leaders Already Confirmed

Experienced operators will be in the room.

Senior leaders from subscription, media, publishing, membership, and recurring-revenue businesses are already joining the conversation.

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The value of the session will come from the operating experience in the room and a willingness to discuss what is working, where problems remain, and what leaders are learning.

Who Should Request an Invitation?

A working session for senior decision-makers.

This conversation is designed for C-suite executives and senior functional leaders responsible for:

● Subscription and recurring-revenue operations

● Billing and payments

● Customer service and subscriber experience

● Fulfillment and customer access

● Retention and customer lifecycle

● Finance, margin, and profitability

● Cross-functional operating performance

● Systems, vendors, and operating partnerships

It is intended for leaders from subscription, membership, media, publishing, nonprofit, and other recurring-revenue businesses. Attendance is limited to maintain a useful peer discussion.

Discussion Leaders

Operator experience from across the subscription business.

TERRY ROWINSKI
PHOTO PLACEHOLDER

Terry Rowinski

President, CDS Global

Terry joined CDS Global as President in May 2024. He brings more than 30 years of leadership experience across fintech, direct-to-consumer businesses, and supply-chain management.

RENÉE DOEGAR
PHOTO PLACEHOLDER

Renée Doegar

Publisher, London Review of Books

Renée will bring the perspective of a publisher whose subscription business spans print, digital publishing, podcasts, newsletters, events, and an app.

KATHY GREENLER SEXTON
PHOTO PLACEHOLDER

Kathy Greenler Sexton

CEO and Publisher, Subscription Insider

Kathy will lead the session, interview Terry and Renée, and bring the experience and questions of the full room into the conversation.