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11 Ways You Could Be Self-Sabotaging Your Business

Written by Kieran Thomas on .
A man in a suit intently examines his laptop, showcasing a professional and focused demeanor.

Here’s a quick question to ask yourself - Are you losing business unnecessarily?
(Spoiler alert - the answer is almost certainly, yes, even if you don’t think so!)

Working in a variety of different industries in different capacities is a great way to grow and develop professionally and as a person as it exposes you to lots of different approaches to business.

However, one thing that is fairly consistent - every business (even our own) has, at some point, demonstrated instances of avoidable “self-sabotage”.

In this article we will share:

What Is Self-Sabotage in the Context of Business?

Whilst there’s no formal definition, self-sabotage in business could be defined as:

Any item, action or experience which intentionally or unintentionally, has an avoidable, negative impact on the business”.

Self-sabotage can occur in any department. However, it is especially prevalent in marketing and customer service activities.

An Example of Self-Sabotage

Three individuals engaged in conversation at a lively event, sharing ideas and networking in a vibrant atmosphere.

Imagine the following scenario; you’ve just spent a week working hard with your team at a major UK exhibition. It was a huge investment for your company costing thousands of pounds. You and your team have spoken with hundreds of different people.

However, post-event, you find yourself disappointed with low conversion rates. Why?

Well, what you didn’t realise at the time is that whilst your team were all busy talking with lots of people…. they hadn’t actually identified if those people were the right people to spend time talking with. As a result, they effectively wasted time trying to sell your product to people who were never going to convert in the first place.

For anyone who has attended a trade show, you’ve probably experienced this first-hand, when an overzealous salesperson has continued trying to sell you a product you have no interest in, even if you’ve already expressed that to them. They’re so focused on their needs, they totally miss out on listening to yours.

Top Causes of Self-Sabotage

Whilst there are many different and nuanced causes, we can categorise most into one or more of the following:

  • Laziness
  • Poor planning
  • Poor processes or record-keeping
  • Procrastination
  • Lack of knowledge
  • Excessive workloads
  • Poor customer service (often as a result of one or more of the above)

How To Avoid Self-Sabotage

No-one likes to admit when they’ve shot themselves in the foot (and potentially wasted valuable marketing budgets in the process), but being able to correctly identify a moment of self-sabotage is the first and most important step in being able to address it. And, it helps us grow as people. 

Being honest with ourselves and others is also key. Time and time again, self-sabotage persists due to a reluctance to acknowledge or address the root cause.

So without further ado, here are some of the most common examples of self-sabotage, along with some tips to help you avoid them.

1. Lack of Follow Up

This - frustratingly - is one of the most common forms of self-sabotage, and yet it is also one of the most avoidable and one of the easiest to solve. Quite simply, it’s when you should follow up and don’t.

When you think about it - it’s bonkers. 

You’ve spent time and money on marketing your business; whether that be via traditional advertising in newspapers or leaflets, or digital marketing such as search engine optimisation or pay-per-click (PPC) advertising. Someone has then contacted you to find out more, or even hire you or buy your product….. Great!

And then you don’t get back to them.

That’s insane, right? And yet it’s something everyone reading this article can probably relate to.

In fact, this “Sales effectiveness” report by Conversica has some fascinating statistics. They arranged for a secret shopper to contact 100 mid-market and enterprise-level companies by expressing interest in their products or services and requesting to be contacted for more information.

  • 25% of the companies had no option to send an inquiry via their website
  • 25% did not respond to the inquiry at all

Tips on How to Avoid:

Capture & Systemise All Leads

Introduce a system where you capture all inbound enquiries and follow-ups. If you’re a small business or have a limited budget, this doesn’t need to be complicated. A very simple spreadsheet with the following fields is better than nothing at all and takes just a couple of seconds to update, but helps to ensure nothing gets forgotten about once captured:

  • Name
  • Date of enquiry
  • Contact details
  • Status
  • Notes

Bonus Tip: By adding just one additional field - “Source” - You can turn it into a powerful way to monitor which of your marketing approaches are bringing in the most new business.

Better still - invest some time to properly introduce a lead tracking system!

Speed of reply

Speed of reply is really important, as studies have shown that leads contacted within the first 5 minutes are 20 times more likely to convert… which brings us to our next example of self-sabotage.

2. Make It Easy for People To Contact You

It seems like this would be an obvious one, but you’ll be surprised how many sites insist you contact them via a certain method. Worse still - some big brands, such as Facebook, generally don’t want people to contact them, and so will intentionally make it close to impossible to find any points of contact.

Unless you're Facebook - do the opposite. Ensure every page on your website has, at the very least, your phone number and email address in either the footer or header sections. 

Don’t force people to just use one method because it’s the one that suits you best.

For extra brownie points, you can use your contact form’s “Thank You” page, or an auto-reply for emails, to display your opening times and confirm typical call-back timeframes. For example, if you normally call back within 15 mins, and someone has just sent you a message 1hr after you stopped work for the day, this instantly helps manage expectations, and they’ll know that you’re likely to call them back first thing on the next working day. It may sound like a small thing, but that transparency in terms of reply time frame can sometimes lead to people refraining from reaching out to competitors until they’ve given you time to reply.

Tips on How To Avoid:

  • Provide various methods of communication, with at least a phone number AND email as an option
  • If you have a contact form, ensure you test it
  • Don't force users to have to enter phone numbers or postcodes in certain formats (such as with or without certain spaces). It’s your problem - not theirs - to render content in a format suitable for you. Therefore, let users enter valid data in a flexible manner (e.g. RG1 1AB, or RG11AB). Your system can/should then format as necessary during processing.
  • If you have a chatbot, provide a means of connecting with a human, as most chat bots still have a long way to go when it comes to helping with unusual, intricate, or non-scripted enquiries
  • Answer the phone (See below)

3. Not Making It Easy For People To Buy From You

If you have an eCommerce site then this one is especially for you. There are lots of barriers which eCommerce sites can put in the way of customers, ultimately resulting in lost sales, but one of the most common causes of abandonment is no “guest checkout” option.

Each year, the average cart abandonment rate in the UK typically sits around 70 to 75%, with forced account creation accounting for between 22% to 37% (depending on the study/source), although most recent data is only available for USA markets.

In fact, Amazon* famously demonstrated how forcing users to create an account was costing them a lot of moneycreate an account; and that it all came down to just one word - “Register”.

Case Study: The Famous $300 Million Button

Long story short; back when it was commonplace for eCommerce sites to ask users to either login or register prior to completing a transaction, large retailers like Amazon were doing the same. However, they didn’t actually realise this approach was losing them sales; after all, everyone was doing the same and it was generally regarded as the right way to do things

However, a usability study revealed that users didn’t really like this approach - they just had no other option! 

The solution? They replaced the “Register” button with a “Continue” button and a message saying:

You do not need to create an account to make purchases on our site. Simply click Continue to proceed to checkout. To make your future purchases even faster, you can create an account during checkout.

Effectively they introduced the world’s first “guest checkout”. The result…. 

  • Purchasing customers increased by 45%!
  • Sales increased by an extra $15 million in the first month alone
  • And in the first year, sales increased by $300 million!

And yet today we still see sites without a guest checkout option.

(* Actually, there’s been discussions since this news first broke about whether this was actually Amazon or “Best Buy” but we’ll not get into that here)

Tips on How To Avoid:

  • Consider if you really need users to create an account, and whether doing so is mainly for your benefit or theirs
  • Read the above case story, and then re-consider if you need a guest checkout. If you feel that you don’t, that’s OK - just re-read the case study, and then re-read the bullet point above! [Repeat until you realise that you really do!]

4. Not Treating Leads With Sufficient Urgency

For small businesses with limited resources (there’s less of an excuse for larger brands), we know how hard it can be juggling all of the demands for your time, to the extent that new business enquiries can sometimes be the last thing you want! 

However, with the ever-growing use of online reviews and speed-of-reply being utilised as a ranking factor in certain platforms, it is of vital importance that you reply in a timely manner.  

Whilst the actual insights vary, studies typically show that:

  • Between 50% to 70% of sales typically go to the company who responds first
  • Leads that are contacted within the first 5 minutes, are 20 times more likely to convert, than those contacted after 30 minutes.

The sooner you reply, the less likely it is that a potential customer will need to reach out to one of your competitors.

Tips on How to Avoid:

Answer the Phone!

Yes; sometimes it really is that simple. Whilst it may not always be possible for you personally to answer the phone, there are a number of ways to ensure that is never a reason to lose potential business. A variety of different options exist such as:

  • having a networked phone system - this enables colleagues to pick up incoming calls if you are tied-up
  • having incoming calls routed to a call-handling centre or virtual assistant (VA) - this can be set to happen by default, or after a certain number of rings. 

VAs and call handling services do cost money, but generally charge a small monthly fee, and a per-call fee, so you typically only pay for what you use, and they can be a great way to filter out incoming sales calls, so they can save you time and money.

5. Assuming People Know Who You Are, or What You Do

One of the great things about working within a digital agency is the wide array of different clients and industries that we get to work with. As a result, it would be fair to say that all of the team would regard themselves as being both generally tech savvy, and also good at quickly learning about different clients.

However, every now and then we will encounter a website (not always that of a potential client; it may be as a result of general browsing or competitor research for our clients) which leaves us genuinely scratching our heads, trying to figure out exactly what it is that a company does. In most cases, the problem is that the brand has opted for so much “marketing speak” and “corporate jargon” that any real meaning or value has been lost.

Never assume everyone knows who you are or what you do. 

Tips on How to Avoid:

  • When possible, use “Plain English” (See the “Plain English Campaign”). It is known that using plain language:
    • Improves accessibility
    • Improves user experience
    • Improves ranking potential (Note: Correct at the time of writing)
  • Ensure your homepage has a concise, interesting and informative sentence which ultimately sums up who you are and what you do (See the example below)
  • Every service page (if applicable) should have a powerful, one sentence benefit statement clearly visible at the start of the page
  • Consider all aspects of your business. Are you making any assumptions? Each time you make an assumption, it could be causing you not to share important information with your target audience.

[Example of a clear description for one of our clients: Industrial Polythene based in Witney, Oxfordshire] 

A screenshot of the Industrial Polythene website homepage which clearly shows the text "Industrial Polythene - One of the UK's leading independent suppliers of Polythene Films & Packaging Products.

6. Lack of Information

Take a look at the following image, and see if you can work out:

  • What it is
  • What the benefits are
  • Is it relevant or of interest to you

A screenshot from a pet retail brand showing almost no content about a product called the "Kong Scuttle Pod" The only information displayed is the price, SKU, UPC and branch availability. There are no images, and no product information to aid users

How did you get on? If you answered “not a clue” then you wouldn’t be the only one. 

Now take a look at the following screenshot for the same product on another website… 

A screenshot of the Kong Scuttle Pod pet product as displayed on the Chewy.com website; includes a wealth of images and information including reviews, benefits, pricing information delivery information and more.

Which would you buy from?

It would be easy for the site owners of the first site, or the manufacturer of the product) to look at sales figures and assume that any underperformance is as a result of the product; but is it really? This is a great example of self-sabotage… especially if the site owner hasn’t realised the problem exists. It’s also why it’s so important to test your site, and listen to user feedback but we’ll touch on each of those later in this article.

OK - so could the Chewy example be made better? 

Ultimately, yes; adding a video of the product in use would increase that page’s ability to rank for enhanced video snippets in search engines, and would increase conversions further. 

Now, in fairness, this (in isolation) isn’t necessarily an example of self-sabotage. However, if someone (either externally or internally) has suggested adding a video and explained the benefits of doing so, and for whatever reasons, the person receiving the feedback failed to consider it or pass the feedback onto the relevant team for consideration, then that is an example of self-sabotage.

So sometimes self-sabotage can have an element of nuance.

Here’s another example:

A screenshot of the "Happy" website showing bare-bones website content; consisting of just primary navigation, site logo, some award information and the title "Happy London Menu" but with not additional information

Would you book at this restaurant? We’ll come back to this one in the next section.

Tips on How to Avoid:

Put yourself in the user's shoes. You don’t want to provide so much information that it becomes overwhelming. Ask yourself the following questions:

  • Does the site provide a clear navigation structure, and/or search feature, designed to help users find everything they need quickly and easily, and
  • Does the site guide the user to your desired next stage in the sales funnel? For example, is it easy for them to potentially make a purchase or place an inquiry?
  • Does the information on your site provide the user with more helpful information than your competitors?
  • Does it provide content in a more user friendly format?

7. Lack of Testing

A screenshot of the "Happy" website showing bare-bones website content; consisting of just primary navigation, site logo, some award information and the title "Happy London Menu" but with not additional information

Let us return to the “Happy” example above for a moment as it’s a great example of when you can have multiple instances of self-sabotage occur in a single instance. 

We saw this exact screen whilst choosing from a selection of restaurants for this year’s BYB Christmas work party. Of the 5-6 restaurants we looked at, theirs was the only website that didn’t work properly and didn’t include a menu. Guess whose site very nearly didn’t get our vote!

We say nearly, because they ultimately did - which led to them winning the team vote by one.

(Update: Happy subsequently lost our business - what a rollercoaster ride of self-sabotage it was! More on that later)

We were curious why and how an established brand with multiple locations could fail to provide such an important piece of information as a menu. Their whole business revolves around it!

Upon exploring the code, it revealed that the site ONLY displays the menu IF you accept cookies! In fact, it wasn’t just the menu - most of the site content only rendered after cookies were accepted.

According to a security survey by Thales in 2023, around 56% of participants said they always accept cookies. That means that 44% includes a mix of people who may or may not accept cookies, and those who reject them by default. As a result, a significant proportion of Happy’s potential customers may not see the menu, and will “bounce”  (leave the website and head to a competitor's site).

Unless you’re aware of the problem, it would be natural to assume people have all of the information they need, and therefore, have chosen not to purchase or book for another reason. However, would you book the restaurant based on the above?

It looks like they’ve subsequently “sort of” fixed the issue for the time being, as now they set cookies by default even if you reject them…. but that’s a whole different topic.

A screenshot showing a number of cookies installed without consent by Google and Happy, even after declining consent.

Tips on How to Avoid:

The options available for website and process testing depends on your budget and size of organisation, so for the most part, we’ll focus on the abilities of small businesses with low test capabilities or budgets:

  • Create a simple spreadsheet to list the most important tests to perform, and then test each on a reasonable basis (even if it’s once every 6 months), and definitely after any significant changes such as changing provider, or updating that page or feature on your website. 
  • Testing all aspects of your business regularly is vitally important. If your site has a search feature, use it. If you have a contact form, submit it, If you have a password reminder, request it.
  • Test in mobile and desktop browsers
  • Don’t just assume that something works for everyone just because it does (or did) for you.
  • Depending on the scale of your business, the resources you have for testing may vary (e.g. small businesses may not have resources or technical knowledge to warrant a full test suite, or the ability to implement “regression testing”) but providing a “reasonable” level of tests across the key aspects of your business should be something you should aim to review regularly.
  • Ensure that your customer service and marketing teams know how to capture and pass on customer feedback onto the relevant technical teams.

8. Poor Customer Service

Oh dear “Happy” - this wasn’t a great month!

So, as mentioned above, despite the technical hurdles which we were able to overcome ourselves, they initially won the team vote by one. But unfortunately the story doesn’t end there.

Unfortunately a catalogue of errors with our booking and really poor customer service led us to losing confidence in their ability to deliver, so we cancelled our booking and switched to another restaurant.

The frustrating thing is - all of the issues could have been easily avoided with the correct processes, correct training, and correct communication procedures in place.

(We should just pause for a moment and flag that we hadn’t intended to single out ‘Happy’ in this article - it just happens to be a timely example which occurred whilst it was being written, and highlights beautifully how one brand can suffer from many of the self-sabotage examples discussed in this article. It also highlights that large established businesses are just as likely, if not more so, to experience self-sabotage.)

Tips on How to Avoid:

Poor customer service occurs for a number of reasons, so there may not be a quick fix, but a few places to start include:

  • Training - Have all of your team received full and comprehensive training? Has it been refreshed following any major changes? Has it been refreshed since they joined the company? (It’s easy to pick-up bad habits)
  • Processes - Robust processes can be a double edged sword. They can promote consistency, but they also tend to remove or reduce the ability for people to think for themselves or even address issues if the current processes don’t support a potentially better path. Always help your team feel empowered to do what’s right, fair, and legal to resolve an issue.
  • Empowerment & Pride - Customer service advisors who feel trusted, empowered, and valued typically provide better customer service than those who are treated poorly. Similarly, ones who are encouraged by their managers to find ways to save their company money at every opportunity are often the ones who end up costing the company money in the long run. 

A few years back there was an event with Theo Paphitis (Dragon’s Den) and John Roberts, the founder of Made.com. John mentioned:

 “two of our values are to treat every customer like your gran and do things that make your mum proud”

As a result, they provide* their teams with the ability to devise almost any solution they feel reasonable and/or necessary to resolve an issue to the customers satisfaction. 

If we recall him correctly, he surmised that if an employee could demonstrate they had resolved an issue in the best way possible and in a way their mum or gran would be proud of, then managers would have no problem with it. 

What was particularly interesting is that, even by giving their staff the ability to incur most costs, the staff often didn’t actually need to. This shows the power that trust, training, and the ability to sometimes not be ruled by a rigid process, can have.

(* correct at the time of the event. We don’t know if this policy is still in effect.)

9. Lazy Customer Service

Lazy customer service has been given its own section because it is rife, and deserves its own special attention. 

Sometimes your customer service training, processes, and the bulk of your team may be exceptional, but could be let down by one or two bad apples. Conversely, in some companies the staff are treated so badly that laziness is a result of staff frustration. Apathy sets in, and the customers ultimately pay the price.

To provide an example; We recently encountered a bug on a website which prevented me from being able to view an entire category of products. Rather than simply go elsewhere, we reached out to them via chat.

After jumping through multiple hoops in their chatbot, we eventually managed to speak with a person. The problem was explained and what impact it was having on the ability to actually view and buy certain products from them. They couldn’t have been less interested if they tried

Now; in an ideal world, what would have been nice to have seen was either that:

  • they had the ability to fix the issue themselves, or
  • they demonstrated they:
    • understood the problem, 
    • were grateful for me taking time out to let them know, and 
    • advised they’d be sending it to the dev. team to look into
    • Bonus points would have been awarded for them offering to get back in touch when the issue had been resolved!

In contrast, this person did none of that. To begin with, they suggested we look for another category of product instead. That’s a bit like a sales person asking a customer who was looking for a car if they’d like to buy a motorbike instead.

Begrudgingly, they then offered a couple of other very weak and not very useful ideas. 

The problem in each case was:

  • None of the solutions were really viable for fixing the issue for me in that instance, PLUS,
  • Left the core issue unresolved, which meant anyone else experiencing the issue would have suffered a similar fate

Ultimately the problem was that they either:

  • hadn’t really understood the problem, and couldn’t be bothered to clarify, 
  • didn’t care about the impact it was having on the company in terms of lost revenue
  • didn’t want the hassle of having to deal with something which didn’t fall within their scripted responses 

And the end result? Leaving the chat not only left us with a very negative view of the company, but also without being able to buy their product despite wanting it.

Tips on How to Avoid:

Unfortunately “lazy” customer service typically stems from dissatisfaction of an employee with the company. Therefore, sometimes your options may be limited, but just as external feedback is an opportunity to improve and avoid self-sabotage, so too is this scenario.

Remember, very few people actually want to be lazy at work; it really makes the day drag. Laziness is a symptom…. so you need to identify the root problem*.

  • Be aware of your team's performance. Try to spot any potential problems or warning signs. If you become aware of a problem with a particular individual:
    • Speak with the team member (in a non confrontational way) and encourage them to share insights and feedback which you may be unaware of and able to help with
    • Speak with other members of the team. Laziness and/or dissatisfaction occurs over time and shows itself in different ways. By speaking with the wider team, you can begin to build a picture of whether any issues are isolated or shared
    • Don’t be defensive. As a manager or business owner it can be as hard to hear negative staff feedback as it can be to hear negative feedback from customers. However, if you don’t listen then things will only get worse, and could ultimately result in staff leaving which could put even greater pressure on your teams, exacerbating the problems further.
    • Time to part ways? If all else fails, the best way forward may be to discuss how you can help the relevant team member find a role where they would be happier. After all, we spent the majority of our days at work, so you may as well do something you enjoy!

(*Note: This does not constitute HR advice. For that, speak with a HR professional - these are purely some ideas which may help)

10. Make Positive Use Of Negative Customer Feedback

Negative customer feedback is invaluable, and whilst it is important to minimise the root causes, smart companies will 100% listen to it when it is offered.

Too many people feel “negative” feedback is something to be ignored or defended against. However, the fact that someone has given up their time to share a frustrating experience with you, should be taken as an opportunity. 

In fact, every time a customer reaches out to share feedback, raise a complaint, or offer a suggestion you should use it as a valuable opportunity to see if you can improve and ultimately strengthen your brand, your product, and your position in relation to your competitors. And don’t apply that just for direct communication. Feedback provided via public means such as via reviews, social media, etc are just as insightful and valuable. 

Choosing to ignore customer feedback or give it the time and respect it often deserves, is another yet example of self-sabotage.

11. Not Listening to What People Are Actually Telling You

Let’s return to our trade show example from earlier in the article, as this is a problem many of us will have experienced first-hand - “trying to sell to the wrong audience”.

Picture the scene: a trade show with a very luxurious stand with a Point of Sale (POS) system provider. 

However, as soon as you look, you are pounced on by a member of their events team asking if you are interested in what they offered. You politely explained that you have an eCommerce business and so have no need for a store POS system.

That’s where attempts to sell really should have stopped. 

They don’t. Instead, they spend the next 10 minutes trying their hardest to sell the benefits of a system you don’t need. You try several times to politely escape but with no avail. So desperate are they to get their needs across, they totally fail to acknowledge or understand yours.

When Is It OK to Self Sabotage?

Under normal circumstances, the following would have been a great example of bad marketing and self-sabotage for a number of reasons:

A very simplistic business card sized flyer which includes a website address, phone number and the words 'FREE DELIVERY' followed by 'Furniture-Seating-Computing-Repairs-Machines'

  • It was delivered door-to-door in Didcot, which meant it went to thousands of residential addresses which weren’t their target audience
  • Would have been time consuming to fully implement
  • It’s super basic (it doesn’t even include any images) - Most of their target audience will be buying from the likes of Staples, Rymans, or Viking Direct etc, and so most of their target audience would expect a full colour brochure
  • There’s not even any branding

However…. This was not received under normal circumstances. This was received  just before the first UK lockdown hit (on 17th March 2020, and the 1st lockdown was implemented on 23rd March 2020).

This company correctly identified that:

  • Lockdown was coming and that meant there was a potential opportunity amongst the mayhem
  • Their target audience would be working from home - NOT at the addresses they most likely had in their mailing lists. Therefore, they understood that their entire target audience had effectively moved to residential addresses!
  • The needs of their target market had changed. Many wouldn’t have had home offices before Covid hit, and this is why they’ve highlighted “Furniture”, “Seating” and “Computing” instead of consumables such as “Paper”
  • Speed was of the essence as it had to be completed before the lockdown commenced. Trying to print and distribute full brochures would have not only been costly and too labour intensive, it would have resulted in a lot of wastage  

At any other time, this would have been a great example of self-sabotage…., but at this specific moment of time - it was great to see, and an example of a really switched on marketer who probably had to move really fast to make this happen.

So In Summary:

  • Present your best self
  • Don’t assume people know what you do
  • If people have to ask… they probably won’t
  • Make it easy for clients or customers to contact you
  • Listen to what people are telling you
  • Follow up
  • Welcome negative feedback
  • Take action on feedback - don’t just bin it
  • Don’t be lazy
  • Ensure you have the best team, and provide them with the training and tools they need to succeed.

Are You Self-Sabotaging Your Business?

Getting a fresh set of eyes on your business provides an invaluable opportunity to spot weaknesses which your customers may see every day but you and your teams may have learnt to work around and have therefore become blind to.

If your marketing isn’t performing as well as you would like, then as part of our SEO and PPC services, we perform a range of checks to help identify weaknesses and opportunities. More often than not, these are plain for all to see but require a fresh set of eyes to raise them clearly.

Contact our team today on 01993 835432 to learn more about how we work and how we can help you grow your business to the next level.

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