Why Selling Online Feels Awkward (And How to Fix It)

If selling online feels uncomfortable, there’s a reason.

And it’s not because you’re bad at sales.

It’s because you’re trying to sell without authority.

The Real Reason Selling Feels Awkward

Awkward selling usually comes from one of three gaps:

1. Lack of clear positioning
2. Lack of perceived expertise
3. Lack of structured content

When your audience doesn’t clearly understand:

• Who you help
• What problem you solve
• Why you’re qualified

Any offer feels abrupt.

You’re asking for trust that hasn’t been built.

The Confidence Myth

Many people believe they need more confidence.

They don’t.

Confidence is a byproduct of clarity.

When you know:

• Your framework
• Your process
• Your outcomes

You stop sounding uncertain.
You stop overexplaining.
You stop justifying your price.

Confidence follows structure.

The Authority Shift

Authority changes everything.

Authority means:

• You speak in solutions, not opinions
• You teach from principles, not trends
• You explain why things work
• You identify mistakes before your audience does

When you consistently educate at a strategic level, people begin to associate you with answers.

Then selling becomes logical.

Not pushy.
Not forced.
Logical.

The Strategic Fix

If selling feels awkward, audit your content.

Ask yourself:

• Do I clearly define the problem?
• Do I demonstrate expertise through structured insight?
• Do I show a repeatable method?
• Do I create clarity or just motivation?

If your content is motivational but not instructional, you’ll always struggle to sell.

Education builds authority.
Authority builds trust.
Trust makes selling seamless.

Selling Should Feel Like Service

When your audience understands:

• The problem
• The cost of staying stuck
• The pathway forward

Your offer becomes the next rational step.

You don’t chase.
You don’t pressure.
You don’t persuade aggressively.

You lead.

And leaders don’t feel awkward selling.

They feel responsible for offering the solution.