Have you ever used a freemium product for years, and then suddenly decide to upgrade to premium?

Or you’ve heard of a product over and over again, and finally you decide to buy it?

Those moments are the most important to dive into as a founder or marketer. 

They’re called Trigger Events. An event or set of circumstances that trigger someone to be interested in or take action on purchasing a product.

People will often suffer through painful problems for a long time before they finally have a trigger event that pushes them to relieve it.

Momentum is powerful. You need an external jolt to change direction.

You want to dig into:

1. The common trigger events for your product.
2. The emotions customers feel at that moment.
3. The job the customers are hiring the product to perform.
4. How you might be able to target them and speak to them at that moment.
5. Whether they’re random, recurring, or caused by macro events. More on this below.

A few examples:

1. Seasonal: Signing up for courses or fitness memberships in January. People reflect on their year and decide to make changes. This caused our first cohort of UNIGNORABLE to sell out in 6 minutes.
2. Seasonal: In a 3 day period I had 4 people ask me if I skied. I felt ashamed to repeat that I never had despite living in Vancouver with 5 ski hills nearby. So I signed up for lessons on my phone that night.
   1. The trigger event was caused by it being the beginning of the season when everyone is excited about skiing. 
   2. The pain I experienced was being 30, not knowing how to ski, and having to tell people that. The trigger event made that pain more acute. The job of the lessons was to make me less ashamed. If I had waited a few weeks, fewer people would have been talking about skiing, and I would have found a new pain to focus on.
3. Random: A startup just raised money and is now looking to ramp up marketing and hiring. Or their in the process of raising money and need to show strong growth numbers.
4. Random: Someone decides to buy a Tesla because their neighbor did.  An example from Branding That Means Business: In a 2007 survey, Prius drivers said the main reason they bought their hybrid car was that it “makes a statement about me” and “shows the world that its owner cares.” But in reality… “one of the strongest predictors of whether someone buys a hybrid is whether the people in their same neighbourhood own one.”
   1. So much for caring about the environment 😂
5. Macro: A recession is starting and companies are laying people off and people are either looking for increased financial security and side hustles, or new jobs.

And you can do this by

1. Talking to customers. Surveys. 1:1 calls. Casual DM or comment thread convos. Just be wary, the reasons they give are not necessarily the true reasons. Dig deeper.
2. Observing customers. Reddit posts. Social posts. Quora questions. Look at both the original post and the comments.
3. Observing competitors: Does your competitor’s marketing change throughout the year? Has it changed recently? What do they say in their ads? You can use the Meta Ad Library and Archive.org to dive into the past.
   1. For this, a competitor doesn’t need to sell the same product. It needs to target the same audience.

Speak to someone’s pain and emotional state at the right moment, and you’ll have their attention.

“Our tool saves you 5 hours per week!”

– Nearly every SaaS tool

Software inherently saves people time. That’s why people make it. So focusing on it as a primary value prop isn’t interesting, nor does it help you stand out.

Instead, translate “saved time” into the valuable output the user now has time for thanks to your product. Let’s use Calendly and Zapier as examples:

Calendly helps people save time by reducing the back-and-forth of scheduling meetings. They could say “save 3 hours per week by removing calendar tetris.”

Instead, they focus on the value different personas get by the scheduling process being quick and painless. For salespeople that’s more revenue, faster sales cycles, and more deals closed.

Zapier lets folks easily connect apps without code. 

Saving time from manually coding integrations is the point of the product. Zapier does talk about time savings, but they emphasize what users can do with that extra time:

• Higher-value work: “Do what you do best, let Zapier do the rest.”

Rule of thumb

If saving time is the main benefit of your product, how do you build upon this benefit in a way that will land with users, buyers, and the CFO?

Does the time savings result in lower costs?

• Smaller full-time team needed to do same job
• Reduced need for freelancers, contractors, or consultants

Does that time savings result in higher revenue?

• Shorter sales cycles
• Increase conversion rates
• Increase lead flow
• Get to market faster

Does the saved time impact their life meaningfully?

• More time to spend with your family

There are 3 moments of truth for any product or service.

If you fail any of them, people will leave, possibly never come back, and talk negatively about your product. 

If you nail them, you’ll get the sale, keep the customer, and have them raving about you to their friends.

Let’s dive into ZMOT, FMOT, SMOT:

#1. Zero Moment of Truth (ZMOT)

Picture this: It’s the first warm weekend of the year and you hang out on your friend’s amazing new patio set. Suddenly your patio sets feels inadequate.

That is a Trigger Event to make you interested in buying patio furniture. And you’ve entered the Zero Moment of Truth: the initial research phase.

You ask your friend how she likes her patio set, where she got it (Costco), and how much it cost. It kicks off an entire 30-minute conversation about patio furniture with everyone there. 

(Yep, you’re over 30 and fully domesticated.)

This moment is key. What your friends say here will define how you feel about the different brands and products. If someone says they don’t like something, or that they love something, it’ll shape how you view the products and it’ll take a lot to change your opinion.

Typical ZMOT moments:

• Asking friends what they use
• Reading articles for “best patio furniture”
• Going to Amazon, Wayfair, or Costco and browsing the results
• Going to Reddit or Quora to find what people recommend
• Researching what an influential person or company uses

Important aspects during ZMOT:

• Positive word of mouth. Happy customers are the best sales people.
• Presence on listicles about “best X”
• A strong search presence for important keywords
• Presence in Reddit or Quora posts on related topics
• Paying for Search Ads to show up during the product research phase

#2. First Moment of Truth (FMOT)

You’re back from the party, and yep, your patio set looks sad in comparison. You want to replace it.

You head to Costco to take a look at the patio set and you find it, sit on it, and read the box. You also look at the other patio sets they have there.

This is now the First Moment of Truth: when you encounter a product or brand on a store shelf (or website) and decide to buy or not.

This is where the product’s presentation, packaging, in-store/on-site marketing need to grab your attention and convey the desired message to convince you to buy it.

Note: Oftentimes you don’t even get the chance for the Zero Moment of Truth prior to this because a product is presented to you without you having time or ability to do research.

Typical FMOT moments:

• Seeing a product on store shelves or on Amazon/Walmart/Costco/Wayfair
• Visiting a product landing page
• Seeing a product ad or an influencer talking about a product
• Seeing a promo email about the product

Important aspects during FMOT:

• Distinct packaging or presentation that makes it stand out (Pringles vs Lays chips)
• The right marketing to convince you that the product will do the “job” you want it to do. (More on the Jobs-To-Be-Done framework)
  • Social proof, strong copy, imagery, objection handling 
• A price that seems fair based on the perceived value they’ll receive.
• Previous positive brand interactions or perceptions, for example, they heard great things about your product during the ZMOT.

#3. Second Moment of Truth (SMOT)

Your friends said great things (ZMOT), and you liked what you saw in store (FMOT). You buy the patio set and bring it home. You throw the box onto the patio and open it up to assemble.

You’ve now entered the Second Moment of Truth: when you experience the product for the first time after buying.

Positive experiences during the SMOT can lead to repeat purchases, brand loyalty, and word-of-mouth recommendations, while negative experiences can lead to returns, complaints, and negative reviews.

Typical SMOT moments:

• You open up the product at home after buying it in-store or online
• You open up the app after downloading it on the app store
• You start using the software after signing up for the free trial
• You open up the first lesson of the online course you bought
• You start working with a new agency and you kick off your first week of work

Important aspects during SMOT:

• The unboxing experience. Does it feel high quality or cheap?
  • Apple invests a ton of effort into their unboxing experience to make it feel premium.
• The “onboarding” of it 
  • Is it easy to use? Or is it hard to use (or put together)?
  • Is it intuitive? Or is it confusing?
  • Are there instructions to guide or help you? Or are you left to your own devices?
• The “feel” of it
  • Does it feel nice to use?
  • Is it delightful?
  • Does it feel worth the price you paid?
• The effectiveness of it
  • Does it immediately prove itself as being able to do the job you bought it to do? 

Of course it’s not always this clean

There are various other ways this could go down:

1. You see an ad (FMOT), you visit the site, then you start doing research by asking friends and checking Reddit (ZMOT). You don’t buy now but you do about a year later.
2. You’re given the product as a gift and jump straight to the SMOT.
3. You use a Macbook at work for 2 years, then lose it when you change jobs. You then start doing research to buy a new laptop to make sure a Macbook is still the right decision. You started with SMOT and eventually entered ZMOT.

The order does not matter, nor whether an individual consumer does all three. 

What matters is that these are critical moments to convert and retain happy customers. And they all need to be considered and worked on.

Nothing turns people off more than pitching something completely irrelevant to them.

To avoid that, you must be selective about who, what, and when you pitch. Bad examples:

• The instant pop-up modal on all pages pushing them to book a demo.
• A 5 email sequence to everyone on your list promoting an expensive product.

Here's one way to do it better: Infer by past behavior. If they've:

• Visited relevant product pages.
• Clicked on relevant links in your emails.
• Read relevant content.
• Or came from a specific website.

You can infer things about them and what they might be interested in. 

For example, when we promote new cohorts of Un-ignorable (next coming mid-April!) , we focus on people who have joined the waitlist, visited the landing page, clicked an email related to Un-ignorable, or read our LinkedIn Organic Playbook.

Not everyone wants to build a personal audience, and that's okay. We don’t need to keep bugging people who aren’t interested.

But here's a better way: Ask people directly.

A few weeks ago, I added a question before News & Links asking people whether they're a founder, freelancer, or have a full-time role. This then links to a survey page where we ask more questions. Their answers are automatically saved in our email tool.

(We hide the section if you've already answered the question.) 

People are also given this survey right after subscribing, both on the thank you page and in the welcome email.

Several thousand people have already filled it out. Now, we can customize our drip emails, promo emails, and page content to what they actually care about.

Takeaway: Gather data from users and personalize their experience. We use RightMessage.

~50% of emails are spam. And 75% of emails are opened via Gmail.

Google and Yahoo are rolling out stricter requirements from email senders to combat the never-ending wave of spam. 

Here's the 80/20 of what you need to know:

#1. It was originally targeted for Febuary 2024, but it has been delayed to June 2024.

#2. If you send > 5,000 emails to Gmail users in a day, you need to meet these 3 criteria:

• Add SPF, DKIM, and DMARC authentication to your DNS records for your mail server. This is technical, check out this article for help.
• Have one-click unsubscribe buttons and process them within 2 business days.
  
• Maintain a spam rate of 0.1% or less. A "spam" happens when a user marks a message as spam. If you send an email to 5,000 people, 6 people marking it as spam is enough to upset Google. For reference, we get 1 to 3 out of ~90,000.

#3. Email deliverability is serious. Every sub that doesn't get your emails is a lost potential customer and revenue.

The average open rate for business emails is ~20%. Our newsletter hovers around 45-50% for 90,000+ subscribers because we take it very seriously.

Read "Give single opt-in a chance" from a previous newsletter for a breakdown of everything we do to keep our open rates high (beyond the technical stuff above).

Which would you choose:

1. Initiative A: Gives you 500 new users this week but nothing afterward.
2. Initiative B: Gives you 20 new users in week one, 22 in week 2, etc (growing 10% WoW) for every week going forward.

Initiative B will take 14 weeks to reach 500 new users.

But after 1 year, you’ll have 28,208 new users and grow by ~2600 per week. By the end of year 2, you have 4,035,039 new users (assuming a constant 10% growth rate).

This is the general principle behind compounding Growth Loops:

In short, the output of a marketing initiative feeds back into the input. Examples:

Another classic example is ads:

1. You spend money to run ads
2. You profitably acquire new customers
3. You use said profit to acquire more customers. If you need help running ads, we’ve built an ad agency specifically designed for startups.

In short, your primary marketing efforts should not be one-off tactics. Instead, they should be initiatives that can compound. Here are examples that do not compound:

• Launching on Product Hunt: You get an influx of users. You… can’t launch on Product Hunt again.
• Timed-limited Promos: You get a big influx of customers and revenue. You can’t just run another promo.
• Press coverage: You get featured in Forbes. You get a big spike in traffic. It disappears a couple of days later. You can’t be featured all the time.

The things that don’t scale can be great ways to launch or get initial users and attention. But what truly scales a company are compounding growth loops.

This image summarizes this tactic perfectly:

Whenever you write copy, whether it's for:

• An ad
• Your homepage
• A sales email
• A pitch deck

Always anticipate and address people's biggest objections.

Your offer and product should be bold and interesting. But people naturally think it's too good to be true. We’ve all been disappointed by false promises. 

Or they're going to misunderstand and misinterpret. If you don't handle their objections, they will likely come to the wrong conclusion, leave, and never return because they've already ruled you out.

Examples of big companies we all know:

Of course, to handle objections, you need to know what they are, so:

• Ask your sales team.
• Talk to your customers. What questions do they ask? What hesitations do they have?
• See what they talk and complain about on Reddit, Quora, and social posts.

Then, handle their biggest objections upfront.

To learn more about creating landing pages that convert, check out our Landing Page guide and our Above the Fold Playbook.

1. The best way to do outreach is to know the person personally. You know them and they know you.
2. The second best way is to know a lot about the person already. You can reference small details or commonalities.
3. The third best way is to do a lot of research into the person to find commonalities.
4. The fourth best is weak personalization from easy-to-grab details from Clearbit.

The way most do it? They buy a list and blast it with zero personalization or research. It's a numbers game with terrible conversion rates.

This is often the case with sales calls, too. The salesperson follows a script without personalizing anything to you or your business.

Here's a new way to research people using Arc browser's AI feature called "Browse for me:”

All I did was:

1. Download the Arc Search app
2. Type in "who is neal o'grady"
3. Then tap the "Browse for me" button

Within 3 seconds, it summarized my career, education, notable highlights, and links to learn more.

You can get Arc to perform any search for you, not just for people.

It's not perfect. And some of the details are out of date. But for 3 seconds, it's pretty good.

If you send an outreach message or hop on a sales call with someone, you'll have a much better chance if you understand who you're talking to first. It only takes a few minutes.

$1,400,000,000 is spent on Amazon every day.

They're one of the most heavily tested and optimized product page and checkout experiences.

First, let's analyze the smart stuff they do on a product page mobile view:

Quite a lot. And this doesn't even include one-tap checkout.

Here's an overview of the lesser-known things on there:

• Social proof: We value what others value. High, plentiful reviews. Amazon Choice. And 2k+ monthly purchases signal it's a desired, de-risked item.
• Small price in red: A price in a small font is interpreted as cheaper than a large font (the Numerical Stroop Effect). Red is also interpreted as cheaper, particularly by men.
• Requires effort: A small amount of effort towards something increases the likelihood of completion. Requiring a simple tap for the 20% off coupon likely increases conversion rates.
• Fitt's Law: In the image below, you'll see Amazon used to have the Sub/One-time toggle on the left-hand side. Fitt's Law dictates that large and close objects are interacted with more often. As most people are right-handed, putting important tappable elements on a mobile screen's right and bottom edges is key.

Note, for that reason, they may keep the Heart button on the left-hand side to discourage its use. They want people to buy now, not add it to their wishlist. But it's always nice to have the fallback action available.

‍

Talking about what you're not is as important as talking about what you are, especially if you're challenging the status quo.

BRLO is a challenger startup in the alcohol-free beer category. It can't compete with massive beer brands' multibillion-dollar media spend, so it knew it had to get creative.

People are growing tired of perfect yet wholly inauthentic portrayals of men, who have dominated beer advertisements for decades.

(This sentiment away from "perfect" towards "authentic" is everywhere.)

So, they positioned themselves to be the complete opposite:

An authentic, full-bodied, and juicy beer leaning into Berlin's alternative reputation.

Much like Liquid Death did to the water industry.

Yet, the cleverest part of this strategy?

They stole fame from one of the most famous, inauthentic ads of the moment by Calvin Klein and satirized it. Here's a snippet of the comparison:

They found their enemy and satirized them.

Check out Will Poskett's post for the entire video.

Fun fact: Will is an alumnus of our audience-building course, Un-ignorable ;0

We're a bootstrapped, lean company. We love other bootstrapped, lean companies.

This insight is a kick in the pants for startups looking to run profitable ads.

But it's also incredibly motivating.

Here are the biggest drivers of profitable ads (from analyzing up to 28,000 brands):‍

1. A huge brand – up to 20x multiple on ROI‍

Yep, that's not what any of us wanted to hear. Here's the data:

The bigger you are, the more effective your ads, thanks to existing awareness and affinity. Often, you're just reminding people to buy or that you are selling something new they should get.

Sadly, we can't control that one, but we can control this one:

2. Great creative – up to 12x multiple on ROI

Here, you can see the difference in performance across creative campaigns for two established brands:

And if you look at all the other ways that influence ad profitability, focusing on great creative is really the best way (since you can't control your brand size or budget):

The magic doesn't come from button pressing and knob twisting in an ads dashboard. It comes from great ads that are noticeable, memorable, and cause an emotional response that drives action.

It's 12:35AM, you've swiped your 420th TikTok/reel, and you know you should go to bed, but you can't stop. Often, it takes some external jolt to get you to stop finally.

You then think, "Ugh, I need to delete it from my phone.”

If your app is never-ending and potentially addictive (Duolingo, Tinder, games, social media)

1. First of all, congratulations, that's hard to achieve.
2. Add in graceful exit points. This keeps users from getting so burnt out that they stop returning and increases overall satisfaction with your product.

Surprisingly, TikTok actually already does this.

If you watch too long, they have a video that tells you to take a break. But it misses the mark for a few reasons:

1. It looks like all the other videos.
2. It's too easy to skip.
3. It doesn't use data against me.

Here's what Growth Design suggests instead:

Being told I've watched 293 videos would get me to put the phone down. And I'd be extremely appreciative that THEY took the initiative.

Duolingo could add one as well. After you hit your goal for the day, they currently dump you back into the lesson tree, where you see the weeks of effort ahead of you. You feel like you've barely progressed and are less satisfied with your efforts.

Instead, they should do this:

Give your users a graceful exit. They'll appreciate you for it.

Check out Growth Design's case studies for both TikTok and Duolingo.

Baby carrots now account for 80% of all carrot consumption.

(For those who don't know, baby carrots are simply a sweeter variety of carrots that are chopped up into shorter pieces and have rounded edges.)

What can be learned from the humble baby carrot:

#1. Create a new experience for an existing product

• A full-sized carrot: A vegetable you cook.
• A baby carrot: A healthy snack food—at home or on the go.

This shift allowed for 4 interesting benefits:

1. Convenience as a value prop. Making carrots "grab and go."
2. Reframe from vegetable to snack. Are carrots the healthiest vegetable? Unlikely. Are they healthier than a chocolate bar? Absolutely.
3. New usage occasions. Instead of just in soups, now carrots can go in veggies trays, kid's lunches, and in the backpack for a snack in the park.
4. New distribution opportunities. As a grab-and-go snack, it makes sense for them to be in gas stations—a place that will never have a vegetable aisle.

#2. Push into the new category, don't fight it

Instead of leaning into the health value prop (carrots good—junk food bad), they found that treating baby carrots as a part of the junk food category, rather than in opposition to it, led to 10% more sales.

People already know they're healthier than candy and chocolate.

People need to be convinced that they're delicious, addictive, and indulgent, and can satisfy their junk food craving.

Look closely at most successful creators and you'll notice something. For example, let's take a look at MrBeast's YouTube channel:

Just in his last 20 videos, you can see a few repeat formats:

1. $1 vs $XXXXXXXX [thing]
2. [something] vs [adjective] [something else]
3. I [verb] X [thing]
4. World's [superlative] [thing]
5. Somebody surviving something and winning money

You'll also notice his thumbnails have recurring elements. And the videos themselves follow a certain structural pattern.

There are a few great reasons to find repeatable formats:

1. If you like $1 vs $1,000,000 Hotel, you'll probably like $1 vs $1,000,000,000 Yacht. Which in itself is smart because:
   1. It's easy for the YouTube algorithm to know what to recommend next.
   2. It's easy for your audience to decide what they should watch next. It's de-risked that they're going to like it.
2. If it ain't broke, don't fix it. Hence, the 5,000 Marvel movies. Every piece of content is an investment. You de-risk the investment by repeating what worked in the past.
3. It's less effort. This newsletter has a repeat format: Intro → sponsors → 3 growth tactics → news → something fun → outro. I'm not reinventing the wheel each time. I know what a "growth tactic" looks like. I like to say it's more like "filling in the blanks."

Get creative and find your repeatable content formats. Then, you can be creative within those boundaries.

Note: This concept also applies to ads :). If you find something that works, keep experimenting with that idea.

Americans (mostly men) spent $26,000,000,000 for Valentine's Day last year, and only 52% was for their partner. The rest was for their family, friends, coworkers, and kids.

It's one of the biggest gift-giving days of the year and is a huge opportunity for DTC brands.

You should test some ads using copy and creative targeted to Valentine's Day. Here are some example ad openers using a few of our hook types: 

#1. Credibility: 12,166 boyfriends have already bought X for their partner.

• Leverages the social proof of how many have bought from you.
• It also triggers an "Oh damn, I'm behind.”
• Depending on the product, you can try variations other than boyfriend or partner.

#2. Fear: There's only 2 more days until Valentine's Day.

#3 Counter-Narrative: Valentine's Day is BS. But your love isn't. Treat your partner anyway.

• Gets attention with the opener.
• Calls out the growing sentiment that people think Valentine's Day is overly consumeristic or fake but reframes the day as a positive.

#4 Celebration + Curiosity: It's Jack and Jill's 25th anniversary! Here's what Jack got her for their special day.

• Ad creative could show a couple with Jill looking excitedly down at the gift she's getting, but you can't see what it is. Piques the curiosity. Here's a quirky AI example:

#5 Identity: Still looking for the perfect gift to show your love? 

• Speaks to the situation they're in using a Barnum-style question.

#6. Surprise: 48% of Valentine's Day gifts aren't for partners. Treat your mom for Valentine's

• Surprising fact gets their attention. 
• Make it seem socially normal to buy for someone other than a partner.
• It reminds them of a specific person they could buy for. 

#7. Value: 10 Valentine's Day gifts that will WOW her (him/them).

• The ad sends to a piece of content where your product is the first on the list. 

As always, get creative with your Valentine's Day experiments.

"This reminds me of that time I was in a witch’s coven in France."

7 years ago in Thailand, I learned the power of a strong hook from a quirky German man.

He had spent the past year backpacking around Asia when I met him. His most profound skill was finding the perfect one-liner to hook you into one of his travel stories.

One that makes you immediately stop and say: “Wait, what? Go on...”

His line about a French witch’s coven is a perfect example. The actual story is just of him and 3 ladies at a music festival in France deciding to call their group a “witch’s coven.”

There are infinite ways he could have introduced the story where I'd halfheartedly listen to another story about partying. But this opener got me extremely invested in the story.

A hook is the opening to anything you want people to pay attention to

Whether it’s a:

• Ad
• Social post
• YouTube video
• Cold email/DM
• Fundraising pitch
• Newsletter tactic 😜

Or even a quirky travel story including French witches.

People are gone if you don’t intrigue them immediately.

Because hooks are so important, I've compiled various free resources as I've grown my LinkedIn audience to 58,000 followers. Here they are:

1. The Hook Vault. We used Readwise's list of top Twitter thread creators and analyzed the top 4 hooks from the top 100 creators. We'll expand this as time goes on.
2. Un-ignorable Hooks Email Course. After analyzing hundreds of hooks, patterns emerged. In this course, I teach the 11 fundamental ways to hook someone.
3. Breakdown of the top 26 hooks on Twitter. Each hook is color-coded to show the smart thing each creator did to hook you.
4. An analysis of the top 20 female creator's hook. Due to the total lack of gender diversity of the top 100 creators, I created one for the top 20 women.
5. An analysis of 12 ways to hook with Thumbnails. A hook can be an image too.

We've taught 1596 founders how to build their personal audience. The lesson on hooks is a favorite of every cohort. All of the lesson contents (and more) are in the resources above!