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Awkward Moments Handbook

Stop letting awkward keep you from awesome. Reframe what awkward means, then build your own way to recover when it happens.

You said the wrong thing, the joke didn't land, or the silence went on a beat too long. Now you're replaying it. The Awkward Moments Handbook helps you handle those moments two ways: by reframing what awkward means, and by recovering with a simple three-step plan: Name it, Neutralize it, Nudge it forward.

Four short video lessons, about 40 minutes in all, and a 16-page workbook where you write recovery plans and go-to lines that sound like you.

Awkward Moments Handbook: course artwork

Sound familiar?

Awkward moments happen to everyone. The real problem is what happens after: the replay, the cringe, and the quiet decision to avoid the next situation so it can't happen again.

Little by little, the fear of awkward keeps you from the conversations, rooms, and relationships you actually want.

Your guide

I struggle with social cues myself, so I've had more than my share of awkward moments. Awkward is the price you pay on the path to awesome, and you can get a lot better at paying it.

I'm Cole Jennette, a pastor and a communication coach. Both jobs come down to the same thing: helping people understand themselves, connect with each other, and say the hard or awkward thing well.

As a pastor, I spend my days in conversations with people in every season of life. As a coach and the founder of Overt, I break those conversations down into skills anyone can learn. These courses are the practical version of that work: short, honest, and built so you can use something the same day you learn it.

When I'm not teaching, I'm home in Maryland with my wife of 20 years, our three teenagers, and Abe, our giant schnauzer.

  • Certified emotional intelligence coach (MHS EQ-i 2.0)
  • Pastor and communication coach, working with people in every season of life
  • Founder of Overt, a coaching practice built around conversation skills
Cole Jennette teaching on a video call, shown on a monitor

Here's how it works

  1. Step 1: Reframe it

    Learn the Awkward Cycle and trade “Am I dumb?” for “How can I be helpful?”

  2. Step 2: Recover from it

    Use three steps: Name it, Neutralize it, Nudge it forward.

  3. Step 3: Build your plan

    Use the workbook to write recovery plans and lines in your own voice for the moments you're facing now.

What you'll walk away with

  • Four short video lessons, about 40 minutes in all
  • A 16-page downloadable workbook with space to build your own recovery plans
  • Understand the Awkward Cycle: event, interpretation, curiosity, and action
  • Reframe awkward as something human, and shift from “I'm dumb” to “I'm helpful”
  • Learn a three-step recovery: Name it, Neutralize it, Nudge it forward
  • Write recovery plans and go-to lines in your own natural voice

Who it's for

  • People who replay awkward moments in their head long after they happen
  • People who avoid situations because they're afraid of saying or doing the wrong thing
  • Anyone who wants a simple, repeatable way to bounce back and keep the conversation going

What's inside

4 lessons, about 40 min of video

  1. 1IntroWorkbook4 minFree preview: Intro
  2. 2What Is Awkward?9 min
  3. 3Reframing Awkward12 min
  4. 4Recovering16 min

Questions people ask

How long is the course?

Four video lessons, about 40 minutes in all, plus a workbook you fill in at your own pace.

Is there a workbook?

Yes. A 16-page workbook covers the whole course, including space to build your own recovery plans. You can download it from the first lesson.

What is Name it, Neutralize it, Nudge it forward?

It's the three-step recovery taught in the course. You own what just happened, show that you're okay so the other person can relax, and then move on to what you really wanted to talk about.

Will this make awkward moments go away?

No. The course is built on the idea that awkward is part of the path to awesome. The aim is to turn the intensity down and give you a way to recover with confidence.

Who teaches it?

Cole Jennette, certified emotional intelligence coach and founder of Overt.

What if it isn't a fit?

There's a 14-day refund policy. The details are on the refunds page.

Awkward Moments Handbook

Stop letting awkward keep you from awesome

$27one-time payment

  • Awkward Moments Handbook: 4 video lessons
  • Downloadable workbook
  • Lifetime access, watch at your own pace

Secure checkout through Stripe. Promo codes can be applied at checkout. 14-day refund policy.

If nothing changes

  • Replaying the same moment for hours, or days
  • Saying no to invitations so you can't embarrass yourself
  • Letting one awkward moment decide how you see yourself

What it can look like instead

  • You can name an awkward moment and move past it, in the moment
  • The other person relaxes because you're clearly okay
  • You have a few go-to lines that sound like you
  • Awkward turns down from a ten to something you can handle

All-Access Bundle

Every course, one price

  • Foundations
  • Conversations: More, Better and Less Awkward
  • Awkward Moments Handbook

$97instead of $161 bought separately

See everything included