Jason Osborn Distinguishes Between LinkedIn Connections and Real Relationships

J

Jason Osborn

LinkedIn Author

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In a recent LinkedIn post, Jason Osborn tackles a common pitfall many professionals encounter on the platform: confusing a large contact list with genuine business relationships. Osborn, a proponent of strategic business growth, argues that much of the activity seen on LinkedIn, while seemingly productive, often falls short of building true connections. He emphasizes that genuine relationship-building requires intention, not just volume.

The Misconception of Activity as Progress

Osborn highlights a fundamental misunderstanding where users equate actions like sending connection requests, liking posts, and following up with messages as indicators of relationship progress. However, he contends that these actions, when devoid of deeper intent, do not foster meaningful connections. As Osborn puts it:

“Most People Think They’re Building Relationships on LinkedIn. They’re Building a Contact List.”

This distinction, Osborn argues, has significant, often unrecognised, costs for professionals and businesses alike. He elaborates on the misconception that mere activity equates to forward momentum in relationship building.

Key Mistakes in Building LinkedIn Relationships

Osborn identifies six specific mistakes that hinder genuine relationship development on the platform. These errors stem from a misunderstanding of what truly constitutes a connection versus a mere transactional interaction.

1. Leading with the Ask

One of the primary errors, according to Osborn, is initiating interactions with a request or pitch before establishing any rapport. “The guard goes up the moment someone feels a pitch coming,” he writes, explaining that this approach immediately signals a transactional intent rather than a desire for mutual connection. This premature ask can alienate potential contacts before a conversation even begins.

2. Confusing Engagement with Connection

Osborn points out that visibility through likes and comments does not automatically translate into trust or a strong connection. He clarifies that being a frequent presence in someone’s notifications is different from being a trusted contact. “Likes don’t build relationships. Conversations do,” Osborn states, underscoring the importance of dialogue over passive engagement.

3. Sporadic Engagement and Transactional Interactions

Another critical mistake highlighted by Osborn is the practice of only reaching out when a specific need or favour is required. This behaviour, he notes, creates a pattern of withdrawals from the relationship without any prior deposits of value. “A message that arrives the moment you need a favour tells the other person everything,” Osborn observes, suggesting that consistent, value-driven interaction is key.

4. Outsourcing the First Impression

The use of automated or templated messages, even if disguised as personal outreach, is also flagged by Osborn. He asserts that recipients can readily identify insincere, automated messages. “You can schedule the send. You can’t schedule genuine interest,” Osborn argues, advocating for authentic, personalized initial contact.

5. Collecting Connections Over Investing

Osborn draws a stark contrast between having a large number of connections and cultivating a valuable network. He argues that quantity does not equate to quality or utility. “10,000 connections who don’t know your name is just a large contact list. Fifty people who would actually take your call is a network,” Osborn emphasizes. This highlights the need to invest time and effort into nurturing a smaller, more engaged group of contacts.

6. Treating Conversations Like Transactions

Finally, Osborn criticizes the approach where interest in a contact wanes once a potential deal or immediate benefit disappears. This conditional engagement, he notes, makes individuals feel valued only for their transactional potential. “People notice when their value to you is conditional,” Osborn writes, stressing that true relationship building involves sustained interest beyond immediate gains.

Shifting Intention for Real Growth

Osborn concludes his post by suggesting that the solution lies not in refining strategies but in altering underlying intentions. He encourages professionals to shift their focus from maximizing reach to investing in the relationships they already have. By adopting a more intentional and authentic approach, professionals can move beyond simply accumulating contacts and start building a robust network of genuine business relationships.

📝 About This Content

This article is based on insights shared by Jason Osborn on LinkedIn.

📅 Originally posted on September 9, 2026 | View original post on LinkedIn →