Resource Library

Everything You Need to Know About 1099 Filing This Tax Season

Avoid Penalties and Protect Contractor Relationships with a Streamlined 1099 Filing Process

November 12, 2024

Everything You Need to Know About 1099 Filing This Tax Season

Avoid Penalties and Protect Contractor Relationships with a Streamlined 1099 Filing Process

November 12, 2024

For Contractors

How to Use Contract Terms to Help You Get Paid

You *always* need a contract.

For Contractors

How to Use Contract Terms to Help You Get Paid

You *always* need a contract.

For Contractors

How to Tell When Your Client is About to Ghost You

Here are five telltale signs shared by Wingspan contributors.

For Contractors

How to Tell When Your Client is About to Ghost You

Here are five telltale signs shared by Wingspan contributors.

For Contractors

Dr. Brad Klontz on How to Cope With Financial Anxiety

Financial psychologist Brad Klontz, Psy.D., CFP® shows us four ways to handle money stress.

For Contractors

Dr. Brad Klontz on How to Cope With Financial Anxiety

Financial psychologist Brad Klontz, Psy.D., CFP® shows us four ways to handle money stress.

For Contractors

How to Make Money on a Freelancing Platform

Read this before you hop on to a site like Upwork or Fiverr.

For Contractors

How to Make Money on a Freelancing Platform

Read this before you hop on to a site like Upwork or Fiverr.

For Contractors

Jamie Davison on How to Keep Your Clients During Turbulent Times

Follow this three-pronged strategy.

For Contractors

Jamie Davison on How to Keep Your Clients During Turbulent Times

Follow this three-pronged strategy.

For Contractors

What to Do When Your Client Wants to be Friends

For Contractors

What to Do When Your Client Wants to be Friends

For Contractors

How to Build Self-Esteem as a Freelancer

Because not everything goes to plan.

For Contractors

How to Build Self-Esteem as a Freelancer

Because not everything goes to plan.

For Contractors

How to Set Boundaries with Clients Before You Start Working Together

Getting these conversations out of the way early will spare you headaches later on.

For Contractors

How to Set Boundaries with Clients Before You Start Working Together

Getting these conversations out of the way early will spare you headaches later on.

For Contractors

How to Tell When It's Time to Fire a Client

Here are red flags to watch for—and how to let them go without burning bridges.

For Contractors

How to Tell When It's Time to Fire a Client

Here are red flags to watch for—and how to let them go without burning bridges.

For Contractors

How to Stop Scope Creep

Follow these freelancer-approved moves to safeguard your time.

For Contractors

How to Stop Scope Creep

Follow these freelancer-approved moves to safeguard your time.

For Contractors

These 7 Newbie Freelancer Mistakes Will Cost You. Here’s How to Avoid Them

Sidestep these common pitfalls.

For Contractors

These 7 Newbie Freelancer Mistakes Will Cost You. Here’s How to Avoid Them

Sidestep these common pitfalls.

For Contractors

Nick Treadway: How This Freelance Software Developer Turned a Layoff Into a Launch

He hired his former co-workers after he lost his job.

For Contractors

Nick Treadway: How This Freelance Software Developer Turned a Layoff Into a Launch

He hired his former co-workers after he lost his job.

For Contractors

How to Deal if You Live Alone and Work Remotely

Marla W. Deibler, PsyD, a licensed clinical psychologist, shows you how to navigate social isolation when you work remotely and live alone.

For Contractors

How to Deal if You Live Alone and Work Remotely

Marla W. Deibler, PsyD, a licensed clinical psychologist, shows you how to navigate social isolation when you work remotely and live alone.

For Contractors

Freelancer Spotlight: Wingspan Wants to Feature You!

We're here to celebrate your ingenuity as a solopreneur.

For Contractors

Freelancer Spotlight: Wingspan Wants to Feature You!

We're here to celebrate your ingenuity as a solopreneur.

For Contractors

3 Steps Every Self-Employed Worker Should Take Right Now to Outsmart the Recession

Recessions aren’t *necessarily* bad for freelancers.

For Contractors

3 Steps Every Self-Employed Worker Should Take Right Now to Outsmart the Recession

Recessions aren’t *necessarily* bad for freelancers.