What’s it really like to become an Online Business Manager—without any online experience and a big international move on your plate? Meet Lindsay Connolly, former NYC fashion executive, OBM School graduate, and now a thriving Accredited OBM working remotely from Belgium.

In this episode of The OBM Show (also available as a video), Lindsay shares her inspiring journey from corporate life in Manhattan to running a premium OBM business at $100/hr—built around her lifestyle, family, and values.

🎥 Prefer video? Watch Lindsay’s full story here

From Fashion Executive to Remote OBM

For Lindsay, moving abroad was meant to be a personal reset—but it also opened the door to an entirely new career path. After nearly a decade working in operations roles in the fashion industry, Lindsay took time off to reflect on what she truly wanted next.

“I knew I wanted to work for myself. But I didn’t know the online world… or how I’d fit into it.”

Joining OBM Week became her turning point. She realized that the skills she already had—operations, leadership, communication—were <em”>exactly what made a great OBM. And after winning a giveaway spot in the OBM Accelerator, her journey officially began.

Claiming Her Value, and Building a Business with Boundaries

From day one, Lindsay committed to charging premium rates—and she’s never looked back. Working just 25 hours a week with a handful of ideal clients, she now runs a high-value, high-impact business.

In this episode, Lindsay shares:

  • The mindset shift that helped her go from “I have no experience” to fully booked
  • How OBM Week and Accreditation gave her clarity and confidence
  • Her strategy for sticking to $100+/hr rates—even when it felt scary
  • What her client relationships and daily routine look like now
  • How she uses clear contracts to avoid burnout and protect her time

From Burnout to Clarity and Confidence

For Lindsay, becoming an OBM didn’t just change her career—it changed her identity.

“This work has helped me meet myself again. I’m more present for my son, my husband, and myself.”

Whether she’s setting up systems, leading client projects, or managing a full calendar with intention, Lindsay is living proof that you can build a business that fits your life—and not the other way around.

Key Takeaways from Lindsay’s Journey

You Already Have What It Takes: Lindsay’s operations experience in corporate translated perfectly into OBM work—she just needed to reframe it for the online space.

Confidence Comes from Action: Joining OBM Week gave her clarity. Accreditation gave her the structure to grow with confidence.

Premium Is Possible: Lindsay set $100/hr rates from the start—and built a sustainable business by honoring her value and boundaries.

Want to Follow in Lindsay’s Footsteps?

1️⃣ Download the Free OBM Starter Kit: Get started with actionable resources to launch your OBM career. Download here
2️⃣ Learn More About OBM Accreditation: Elevate your skills, gain credibility, and stand out as a certified OBM. Learn More.
3️⃣ Subscribe to The OBM Show: Weekly episodes packed with real-world stories and actionable strategies to grow your career. Spotify | Apple | Amazon

Lindsay’s story is a reminder that you don’t need to have it all figured out to begin. If you’re ready to explore what’s possible, there’s no better time to take that first step.