Common Cash Flow Problem Facing Small Businesses and How to Solve Them | DocuSend

The Most Common Cash Flow Problem Facing Small Businesses (And How to Solve It)

Authored by: Jim Stewart, Founder DocuSend, powered by MTI.

Small Business Owners Are Going the Extra Mile

Google “manage cash flow” and you’ll find that all the big software and media companies in the financial arena, Intuit QuickBooks, FreshBooks, American Express and Forbes will give you pointers for handling your cash flow.

Their lists include things like::

  • Monitor your cash flow regularly.
  • Cut costs.
  • Cash in on assets.
  • Get a line of credit before you need one.
  • Lease equipment instead of buying it.
  • Use mobile payment solutions.
  • Maintain a cash reserve.
  • Offer discounts for early payments.

There are many more cash flow tips, and they will vary from firm to firm. But you will not find a list from any financial firm that does not include advice on this one:


If you don’t, you may as well hand your business and customers over to your competitors.

I think there are two types of people in this world: Those who see things happen and those who make things happen. Do you agree? Read on and post a comment at the end of the article. Tell us which type you are.

Sending invoices quickly is a critical component of managing cash flow and staying in business. You can be the very best at what you do, but you can’t keep your doors open if you don’t get paid.

The incentive to write this article came to me one day as I was going through my accounts payable and came across an invoice for recycling some electronic equipment. I was not familiar with the vendor, but since it was approved by a manager, it had to be paid. That's when I noticed the date on the invoice. I thought, “Wait a minute—that was eight months ago! I'd better take a closer look at this one.” Then I saw that the date they picked up the equipment was two months before the invoice date. They even set their payment terms at 21 days, making the due date long past. I'm surprised they didn't add late fees.

OK, so they dated their invoice two months after the services were completed, and then waited another eight months to send it. I've heard it said that some companies send their invoices before they’re due, some when due, some when overdue, and apparently some never do!

Who knows? Maybe they had so much piled up on their desk it took eight months to find their invoices to mail them.

This may be close to the truth, as we’ll see.

What’s Going On?

Sadly, this is not an isolated situation. I received a couple of invoices (incorrect, by the way) for some minor surgery I had, a full two months after I was sent home from the hospital. Now I know why doctors wear masks in the operating room. I wouldn’t want my identity known either!

As hard as it is to believe, there are far too many small business owners and even some big corporations that wait months before they send out invoices. According to SMB expert Rhonda Abrams, she has had to push contractors who have done wonderful work for her to send her their invoices. She even received one that was over a year late.

Has that got you scratching your head?

Me too. Rhonda’s advice: “Send invoices on time. Period.” So why do businesses continue to send them so late?

There are two reasons:

The first is that printing and mailing your own invoices is expensive, odious, tedious, monotonous, boring, time-consuming, wearisome, and filled with drudgery. No wonder it’s such a hated task. And don’t think you can get out of it by emailing your invoices, since the majority of US households prefer to receive a paper bill.*

And this is the really big one:

They don’t know DocuSend can do it for them in less than two minutes.

I have dedicated a good portion of my life to helping small businesses be successful, and sometimes I can’t keep myself from thinking: “These people had the temerity and intelligence to start a business. Do they actually want to fail?” Another thing I noticed is that our DocuSend SMB partners and users don’t have this problem. Far from it. But overwhelmingly, it appears our vendors do..

You heard that right. The businesses I hire to supply and provide support for my own company seem to be shooting themselves in the foot. Not all of them, of course, but more than I care to think about.

My personal and professional policy is to hire small businesses and local firms whenever possible. I don’t care if they’re self-employed or have 50 employees. If they’re local, reasonable, and reputable, I choose them over the big corporations and franchises every time. I think if small businesses don’t support each other, why should anyone else?

But, all too often, small business owners and operators get swamped with important tasks to attend to, especially those that pile up near the end of the month—right when they planned to send out invoices.

By now you get it——efficient invoicing practices are part of good cash flow management.

Once you've delivered a product or service, don't wait to invoice. That can hurt your cash flow and your business. Waiting to bill for your hard-earned money intensifies the pressures placed on any business owner. You can alleviate that pressure by sending invoices immediately, on a daily basis, or as quickly as the nature of your services will allow. A product or service that has been completed is the closest thing your business has to cold, hard cash, and the sooner you invoice your client, the sooner you'll receive payment.

You may be saying, “I want to get into the habit of sending invoices for payment quickly, but with my crazy schedule, how do I do that?”

DocuSend to the Rescue

How can the DocuSend cloud-based mailroom help your cash flow? Simple.

It eliminates that hated task of manually printing and mailing invoices. It removes, eradicates, abolishes, rejects, exterminates, kills, destroys all of it.

DocuSend’s print-to-mail web service improves cash flow by letting you send invoices when the work is completed or the products are delivered.

Here are a few reasons why:

  • There are no minimum charges. It will cost the same unit price ($1.19 for a one-page basic invoice) to send one as it will to print and mail 500.
  • It takes two minutes to upload a file. No more printing, folding, stuffing and applying postage. Two minutes and you’re done.
  • It works with any accounting software, and you can upload from your office or phone as soon as the job is done.
  • It cuts in half the typical cost of sending invoices manually. You immediately begin saving 50% of your internal mailing expenses by spending a few minutes to upload a file.

So, give it a try and put an end to the most common cash flow problem facing small businesses. One last thing, and I’ve said this before: When a company sends me an invoice months after the service is performed or the product is received, I can’t help but wonder how efficient the vendor I am dealing with really is. Maybe everyone doesn’t feel that way, but why take a chance?

Thanks for reading the article, and please share your wisdom and experience by posting your comments below. It helps small businesses more than you might think.

* People trust mail over digital.

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About the author
Online Printing & Mailing Experts

Jim Stewart is the founder of DocuSend, powered by MTI. As a passionate supporter of small businesses his entire career, he dedicates much of his time helping others how to be successful. Jim and his wife Barbara live in Hilton, NY and spend their free time gardening, cooking and playing frisbee with their twin border collies.

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