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From $50 Million in Ads to Selling a 7-Figure Agency: Jessie Healy's Journey
In this insightful episode of Fail with Fire, Jessie Healy, founder of the UK-based eCommerce growth agency Webtopia, shares her remarkable entrepreneurial journey. Jessie’s experience spans spending $50 million on digital advertising for major brands like Etsy, Farfetch, and Candy Kittens, leading to the creation of her agency. Throughout the episode, Jessie discusses the challenges of running a fully remote agency, her decision to sell Webtopia, and the lessons learned from overcoming obstacles, such as navigating iOS 14’s impact on digital advertising. This episode is a must-listen for anyone looking to scale a business, balance personal and professional life, or understand the realities behind successful entrepreneurship.
In this insightful episode of Fail with Fire, Jessie Healy, founder of the UK-based eCommerce growth agency Webtopia, shares her remarkable entrepreneurial journey. Jessie’s experience spans spending $50 million on digital advertising for major brands like Etsy, Farfetch, and Candy Kittens, leading to the creation of her agency. Throughout the episode, Jessie discusses the challenges of running a fully remote agency, her decision to sell Webtopia, and the lessons learned from overcoming obstacles, such as navigating iOS 14’s impact on digital advertising. This episode is a must-listen for anyone looking to scale a business, balance personal and professional life, or understand the realities behind successful entrepreneurship.
00:00 Introduction
01:57 Connecting with Women in DTC
03:37 How Family Views Jessie’s Work
05:48 Introduction to Failures and Growth
06:24 Moving to New Zealand While Running a UK Agency
10:01 Remote Leadership Challenges
12:05 The Impact of iOS 14
14:09 Isolation and the Weight of Leadership
15:15 Balancing Agency Life and Motherhood
16:19 Realizing the Need for Change
17:58 Selling Webtopia
19:39 Hurdles in Selling an Agency
20:43 Post-Sale Life and Business Shift
21:14 Realities of Running an Agency
23:32 iOS 14 and Shifting Consumer Behavior
25:01 Reflections on Agency Growth
28:07 Advice for Aspiring Media Buyers
30:08 The Role of a Modern Media Buyer
33:48 The Balance of Creative, Data, and Client Management
Overview of this episode of Fail With Fire
Introduction to Jessie Healy
Jessie’s background in digital advertising and experience working with major brands, leading to the creation of her agency Webtopia.
Building Webtopia
How Jessie founded Webtopia in 2018, scaling it to seven figures, and the unique value proposition of offering creative-focused strategies in a competitive eCommerce space.
Challenges of Running a Remote Agency
The challenges Jessie faced when managing a remote team from New Zealand while her agency was based in the UK, including time zone difficulties and balancing work and personal life.
Navigating iOS 14 & Client Challenges
Jessie shares how the iOS 14 privacy update and changes in consumer behavior during the pandemic made it harder to maintain clients and deliver results, pushing her to rethink her business model.
Decision to Sell the Agency
Jessie’s realization that she wasn’t happy running the agency, and the process she went through to sell Webtopia in 2023, along with insights on the challenges and lessons of selling a business.
Life After Selling the Agency
How Jessie has transitioned into consulting and running an accelerator for eCommerce brands, plus the personal and professional transformations she experienced.
Hot Takes: Media Buying Today
Jessie shares her thoughts on brand PMAX traffic and incremental growth, questioning whether Google’s brand traffic is truly driving new customer acquisition.
Connect With AdBeacon!
www.AdBeacon.com
https://www.instagram.com/adbeacon/
https://www.facebook.com/OfficialAdBeacon/
https://twitter.com/ad_beacon
https://www.tiktok.com/@adbeacon
View all episodes
By Fail With FireIn this insightful episode of Fail with Fire, Jessie Healy, founder of the UK-based eCommerce growth agency Webtopia, shares her remarkable entrepreneurial journey. Jessie’s experience spans spending $50 million on digital advertising for major brands like Etsy, Farfetch, and Candy Kittens, leading to the creation of her agency. Throughout the episode, Jessie discusses the challenges of running a fully remote agency, her decision to sell Webtopia, and the lessons learned from overcoming obstacles, such as navigating iOS 14’s impact on digital advertising. This episode is a must-listen for anyone looking to scale a business, balance personal and professional life, or understand the realities behind successful entrepreneurship.
In this insightful episode of Fail with Fire, Jessie Healy, founder of the UK-based eCommerce growth agency Webtopia, shares her remarkable entrepreneurial journey. Jessie’s experience spans spending $50 million on digital advertising for major brands like Etsy, Farfetch, and Candy Kittens, leading to the creation of her agency. Throughout the episode, Jessie discusses the challenges of running a fully remote agency, her decision to sell Webtopia, and the lessons learned from overcoming obstacles, such as navigating iOS 14’s impact on digital advertising. This episode is a must-listen for anyone looking to scale a business, balance personal and professional life, or understand the realities behind successful entrepreneurship.
00:00 Introduction
01:57 Connecting with Women in DTC
03:37 How Family Views Jessie’s Work
05:48 Introduction to Failures and Growth
06:24 Moving to New Zealand While Running a UK Agency
10:01 Remote Leadership Challenges
12:05 The Impact of iOS 14
14:09 Isolation and the Weight of Leadership
15:15 Balancing Agency Life and Motherhood
16:19 Realizing the Need for Change
17:58 Selling Webtopia
19:39 Hurdles in Selling an Agency
20:43 Post-Sale Life and Business Shift
21:14 Realities of Running an Agency
23:32 iOS 14 and Shifting Consumer Behavior
25:01 Reflections on Agency Growth
28:07 Advice for Aspiring Media Buyers
30:08 The Role of a Modern Media Buyer
33:48 The Balance of Creative, Data, and Client Management
Overview of this episode of Fail With Fire
Introduction to Jessie Healy
Jessie’s background in digital advertising and experience working with major brands, leading to the creation of her agency Webtopia.
Building Webtopia
How Jessie founded Webtopia in 2018, scaling it to seven figures, and the unique value proposition of offering creative-focused strategies in a competitive eCommerce space.
Challenges of Running a Remote Agency
The challenges Jessie faced when managing a remote team from New Zealand while her agency was based in the UK, including time zone difficulties and balancing work and personal life.
Navigating iOS 14 & Client Challenges
Jessie shares how the iOS 14 privacy update and changes in consumer behavior during the pandemic made it harder to maintain clients and deliver results, pushing her to rethink her business model.
Decision to Sell the Agency
Jessie’s realization that she wasn’t happy running the agency, and the process she went through to sell Webtopia in 2023, along with insights on the challenges and lessons of selling a business.
Life After Selling the Agency
How Jessie has transitioned into consulting and running an accelerator for eCommerce brands, plus the personal and professional transformations she experienced.
Hot Takes: Media Buying Today
Jessie shares her thoughts on brand PMAX traffic and incremental growth, questioning whether Google’s brand traffic is truly driving new customer acquisition.
Connect With AdBeacon!
www.AdBeacon.com
https://www.instagram.com/adbeacon/
https://www.facebook.com/OfficialAdBeacon/
https://twitter.com/ad_beacon
https://www.tiktok.com/@adbeacon