Skip to main content
A twelve-month bar chart of contractor revenue with a tall summer peak and a deep winter trough

“How do I keep my business accounts from being hacked?” In a one- or two-person contracting business, the accounts are the business: the email that every password reset goes to, the bank, the card processor, the accounting file, the website and the business profile customers find you on. Lose control of the email, and a criminal can reset the passwords on the rest.

You do not need an IT department to protect them. The Cybersecurity and Infrastructure Security Agency (CISA) lists four core steps for everyone: avoid and report phishing scams, use strong passwords, use multifactor authentication and a password manager, and update software. For organizations it adds steps such as backing up data. Those five are this article.

Why a small shop is a target

The FBI's Internet Crime Complaint Center (IC3) received 1,008,597 complaints in 2025, with reported losses of about $20.9 billion. Phishing and spoofing was the most reported crime type, with 191,561 complaints. Tech support scams drew 47,794 complaints and losses of $2,134,675,818. The FTC's small-business guide opens with the point that matters here: cyber criminals target companies of all sizes. CISA adds that small businesses often do not have the resources to defend against attacks like ransomware.

1. A password manager, and one password you remember

Reusing a password means a breach at one website can expose every account that shares it. The FTC's fact sheets say never to reuse passwords, never to share them by phone, text or email, and to consider a password manager. A password manager makes and stores a long, different password for every account and fills it in for you, so you remember only one: the one that opens the manager.

How long is long enough? The agencies' numbers differ. The FTC's fact sheets say at least 12 characters. NIST's current digital identity guidelines, written for the services that check passwords, set 15 characters as the minimum when a password is the only thing protecting an account. The same guidelines say services should not force password changes on a schedule, but should force one when there is evidence the password was compromised, and must let you use password managers and autofill. The common thread: long, unique, and changed when there is a reason.

  • Make the manager's own password a long phrase you can type on a phone, and turn on two-factor login for the manager itself.
  • Give each person their own login wherever a service allows it. When someone leaves, you remove one person, not change every password the office shares.
  • Write down where the recovery codes are, in a place that is not the laptop the codes protect.

2. Two-factor login, email first

Multifactor authentication (MFA, or two-factor) means a second step after the password: in the FTC's words, something like a temporary code on a smartphone or a key that is inserted into a computer. CISA calls making sure everyone uses MFA on key systems, especially email, the most important step an organization can take. Email comes first because so many other accounts can be reset from the inbox.

CISA is also clear that “any form of MFA is better than no MFA.” Text-message codes and authenticator apps both raise the cost of an attack. The strongest kind is phishing-resistant: CISA says the only widely available phishing-resistant method is FIDO authentication, which refuses to log you in to an imposter site even if you are fooled into trying, and is built into the browsers and smartphones you already use. Where an account offers it, take it.

Turn it on in this order: email; the bank; the card processor or payment app; the accounting software; the domain registrar and website host; your business profiles and social accounts. One warning from CISA's guidance: MFA gaps often open when someone moves to a new phone. If a phone is dropped off a roof, check every account's second step on the replacement before you need it.

3. Updates, set to automatic

CISA says many attacks succeed because the victim was running vulnerable software when a newer, safer version was available, and calls patching one of the most cost-effective practices there is. The FTC's sheet says to update apps, web browsers and operating systems and to set updates to happen automatically, noting that on mobile devices you may have to do some of it by hand.

  • Turn on automatic updates on every phone, tablet and laptop the business uses, including the old one in the truck.
  • Fix the router. The FTC says to change its default name and password, turn off remote management, and make sure WPA2 or WPA3 encryption is on.
  • Use a normal account day to day. CISA recommends removing administrator rights from everyday laptop accounts, because a user without them cannot install software, which blocks a common trick.
  • Encrypt laptops. CISA notes that modern smartphones encrypt their storage already, but Windows and Mac laptops must be set up to do it.

4. Backups you have actually restored

CISA's guidance is pointed: many ransomware victims had no backups, or incomplete or damaged ones, and it is not enough to schedule backups; you have to test restoring them. The FTC says to keep backups offline, on an external drive or in the cloud, and to make sure they are not connected to the network, so an attack on the office cannot reach them. For a contractor, that means the accounting file, contracts and change orders, estimates, job photos and the customer list. Once a quarter, restore one file from the backup to prove it works.

5. The phishing that gets past all of it

The FTC's phishing sheet describes the pattern: an email or text that seems to come from someone you know asks you to click a link, or give a password or bank details. It looks real, because logos are easy to copy, and it is urgent. Lures that fit a trade business might look like this:

  • A “new job request” with an attachment you must open to see the address.
  • A supplier invoice with “updated payment details.” That one has its own article: Business Email Compromise: The Fake Invoice and the Changed Bank Account.
  • A notice that your payout, ad account or business listing is on hold until you sign in through the link.
  • A pop-up or unexpected call saying your computer is infected.

The defense is the same each time. Do not use the link or the number in the message. Open the app, or type the company's address yourself, and look; the FTC says to check with the sender on a number you know to be correct. On the computer warnings, the FTC is blunt: an unexpected tech support call is a scam, even if the number looks local, and you should never give a password or remote access to someone who contacts you out of the blue.

If you click anyway, the FTC's steps are to change any compromised passwords at once, disconnect the infected device from the network, tell the people you work with, and report it to the FTC. If money has left an account, the IC3's report says to contact your bank immediately to ask for a recall, and to file a complaint at ic3.gov whatever the amount.

A worked example: one evening, two people

Say a husband and wife run a painting company from the kitchen table. In one evening they install a password manager on both phones and the laptop, change the email password first and turn on two-factor for email, the bank and the card processor, using an authenticator app or a security key where offered. They set every device to update automatically, make the laptop's daily account a normal one, and connect a backup that runs on its own. Then they restore one estimate from the backup to prove it works. Last, they write one page: what to do if one of them clicks a bad link, who to contact, and where the recovery codes live. CISA recommends exactly this kind of written incident plan, with contact details you can reach if your own systems are down.

Much of it is settings you already have, switched on, and all of it is done before the first suspicious email arrives. If you also take card payments over the phone or in the field, the card side has rules of its own: Taking Card Payments Safely: PCI Basics for Contractors.

Sources

  1. Cyber Guidance for Small Businesses, Cybersecurity and Infrastructure Security Agency (CISA) (accessed October 22, 2026)
  2. Cybersecurity Awareness Month (the four core steps), Cybersecurity and Infrastructure Security Agency (CISA) (accessed October 22, 2026)
  3. Cybersecurity for Small Business, Federal Trade Commission (accessed October 22, 2026)
  4. Cybersecurity for Small Business fact sheets (copy hosted by the Texas Water Development Board), Federal Trade Commission (accessed October 22, 2026)
  5. NIST SP 800-63B-4, Digital Identity Guidelines: Authentication and Authenticator Management, section 3 (Authenticators), National Institute of Standards and Technology (accessed October 22, 2026)
  6. 2025 IC3 Annual Report (Internet Crime Report), Federal Bureau of Investigation, Internet Crime Complaint Center (IC3) (accessed October 22, 2026)

Where this comes from

Written by the team at Tailgate Office, LLC. Every figure comes from the sources listed above, as of the day each was accessed; prices and rules change without warning. Nothing here is legal, tax or financial advice.

Field Notes by email

One email a week with the week's Field Notes. Unsubscribe in one click. We never sell or share your address.

We email you a link to confirm first. What we keep, and for how long.

Keep reading

A twelve-month bar chart of contractor revenue with a tall summer peak and a deep winter trough
Business

The December Tax Checklist for Contractors

A few tax moves only work if they happen by December 31, and a few January deadlines go easier if you start now. Equipment placed in service, cash-method timing, retirement plan dates, the two 2026 mileage rates, W-9s for the new $2,000 1099 line, and the January 15 payment.

A twelve-month bar chart of contractor revenue with a tall summer peak and a deep winter trough
Business

Expensing Tools: The De Minimis Safe Harbor and Section 179

A $1,800 tool can usually be written off the year you buy it. The four routes (supplies, the $2,500 de minimis safe harbor, bonus depreciation and section 179), what each one asks of you, and the records that hold it up.

A twelve-month bar chart of contractor revenue with a tall summer peak and a deep winter trough
Business

Buying or Leasing the Work Truck

Compare a truck loan and a lease over the same three years, with the mileage cap, turn-in charges and resale value in the math, then the tax rules that differ: lease payments, the inclusion amount, the standard mileage rate on a lease, and Section 179 on a purchase.

The office your truck never had.

Set it up tonight. It quotes tomorrow's leads, and every missed call you log gets answered from one inbox. Free for 30 days, no card required.