What To Do When Things Aren’t Working Out

What To Do When Things Aren’t Working Out

Shit happens.

As an entrepreneur, it’s inevitable that things aren’t going to work out as planned. Just because you came up with the idea, doesn’t mean it will work.  That would be like working out at the gym and thinking just because you put the weight on the bar, that you should be able to lift it. That’s not how it works.  There’s a point where the weight is too much and you’ll fail to lift the bar. Now, that doesn’t mean you’ll never be able to lift that weight, it just means today you can’t – you’re just not strong enough, yet.

So what do you do when this happens in your business? When you’re trying to manage more projects than feasible, and worse, your not seeing the progress you want?

Here’s what I do when this happens.

1. Revisit my “Why”

If you don’t have a strong “Why” for building your company, then start there. If you forgot your “Why”, then revisit it and ask if you’re still on that path. Many times entrepreneurs start of keen on solving a certain problem, for a specific customer in a unique way – but for one reason or another – things don’t pan out, so they pivot. The risk is you pivot out of your passion. Then one day you realize your building a company that you aren’t excited about.

So stop and re-align.

The #1 energy source for entrepreneurs is their passion for the business. It’s why 2 guys in a garage can compete against a fortune 500 company with unlimited resources. They have so much passion, that they won’t give up when any normal person would. That needs to be present, or everything else just won’t work.

2. Do less

Many times, entrepreneurs get to this point because they have too many irons in the fire. My advice is conduct an audit of all the initiatives and projects your have going on in your company, and prioritize and kill the bottom half. It’s always better to put more wood behind fewer arrows, then to spread yourself too thin. Doing less is o.k. Just do less at a higher quality. Make it your best work.

“.. more companies die of indigestion than starvation”

Bill Gurley

I probably reasses 5 times a year, where I sit down and review all of our projects and ask – what’s really important to get right? What’s noise or “busy work” that won’t create a better experience for our customer? What am I working on that is for pure ego? (yep, I ask that – cause we all do it). It’s hard to do. Most entrepreneurs have this tendency to create work, as that’s what they do best, creating. But sometimes you need to stop building, and ensure the things you’ve built is delivering the value to the customer you expected. Many times you’ll realize they’re not.

3. Become a secret shopper

When’s the last time you used your own service as a new customer? How does that process feel? I usually spend a week every 3 months improving this process. Every new customer / lead / prospect will go through this process – so it needs to be rock solid. Become a “secret” shopper – signup or use your company but don’t tell your team (or have a friend do it). Experience your service from their perspective. If you have dozens of different types of customers, re-read step #2 :). Figure out how your message is being communicated on your website, write down all the things that are broken in your on-boarding, and see how responsive things feel. Were you delighted with the experience? If not, fix it.

Business thrive on 2 things; 1) Retention – do you customers that buy, keep buying, 2) Profits: are you making enough profit per customer to re-invest in the business to grow. If you don’t have those, stop and fix them. Many companies operate at a loss, or essentially work for $9/hour when you calculate all the cost involved in getting new customers and delivering the service. Or worse, never have a customer buy again or recommend a friend. This means you need to keep acquiring new customers every few months JUST TO GO SIDEWAYS = no growth. Run the numbers. Be sure that you’re actually building a business, not creating a low paying job for yourself.


That’s all I’ve got.  I’ve worked with many entrepreneurs thinking through each one of these  buckets, and it’s always helped them get out of a rut.

Just to recap:
1) Ensuring your hearts still into it – and if it’s not – fix that.
2) Make a list of all your open projects, commitments and initiatives, and kill some.
3) Start with your customer and work backwards. They need to be put at the centre of everything, without them, you don’t have a business.

Hope these help you out next time you’re feeling stuck.

P.S. Please excuse any typos. If I had to proof read and fix all grammar mistakes it would take me 3x as long to write – so you get it raw and real.

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