Newsletter Operator Podcast By Matt McGarry and Ryan Carr cover art

Newsletter Operator

Newsletter Operator

By: Matt McGarry and Ryan Carr
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Learn how to grow and monetize your newsletter! We interview the best newsletter operators, founders, and creators on how they grow their audiences and make money.

Hosted by Matt McGarry and Ryan Carr.

© 2025 Newsletter Operator
Economics Leadership Management & Leadership
Episodes
  • Write, Grow, Sell Success Stories: 13,500+ Subscribers Helping People Find Affordable Properties in Europe
    Jul 3 2025

    Join the Write, Grow, Sell waitlist here >>

    Anastasia Negru is the cofounder of AffordiHome, a media brand focused on affordable properties in Europe. She discussed the growth of their newsletter, audience engagement strategies, revenue generation challenges, and the introduction of consultation services. The discussion highlights the importance of understanding customer needs, effective marketing strategies, and the potential for future growth in the real estate sector.


    Episode Topics & Timestamps

    00:00 Introduction to AffordiHome and Its Business Model

    02:51 Growth of the Newsletter and Subscriber Engagement

    05:53 Content Strategy and Audience Acquisition

    09:00 Revenue Generation and Business Challenges

    11:50 Consultation Services and Client Engagement

    14:46 Future Growth Strategies and Business Model Exploration


    Links Mentioned

    https://www.affordihome.com/

    https://x.com/affordihome

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    49 mins
  • How To Build a $10M+ Per Year Community
    Jun 26 2025

    Jordan DiPietro is the former CEO of Hampton, a community business that's scaled to over $10M in annual revenue.

    Episode Topics & Timestamps

    00:00 Introduction to Hampton and Community Business Models
    03:07 Marketing Strategies for Community Growth
    05:56 Sales Process and Lead Conversion Techniques
    09:12 Content Marketing and Lead Generation
    12:09 The Role of MoneyWise Podcast in Community Engagement
    15:06 Building Relationships in Community Spaces
    18:04 Core Groups and In-Person Retreats
    21:12 The Evolution of Community Dynamics
    25:51 The Importance of In-Person Connections
    26:40 Confidentiality and Community Integrity
    27:57 Balancing Exclusivity and Growth
    30:57 Criteria for Membership in Exclusive Communities
    33:29 Staying Focused as a CEO
    35:38 The HubSpot Acquisition of The Hustle
    42:07 The Future of SaaS Companies Acquiring Media
    45:47 Jordan's Next Chapter: Writing and Coaching

    Links Mentioned

    Jordan's newsletter: https://jordandipietro.beehiiv.com/

    Jordan's website: https://jordandipietro.com/

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    52 mins
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