AFRAID OF MAKING
A BAD HIRE?
Is IT keeping you overworked &
under-supported?
GET UNSTUCK!
GET THE HIRING SUCCESS KITS NOW!
AFRAID OF MAKING
A BAD HIRE?
Is IT keeping you overworked &
under-supported?
GET UNSTUCK!
GET THE HIRING SUCCESS KITS NOW!
AFRAID OF MAKING
A BAD HIRE?
Is IT keeping you
overworked &
under-supported?
GET UNSTUCK!
GET THE HIRING
SUCCESS KITS NOW!
AFRAID OF MAKING
A BAD HIRE?
Is IT keeping you overworked &
under-supported?
GET UNSTUCK!
GET THE HIRING SUCCESS KITS NOW!
LEGACY BUSINESS BUILDERS • July 1, 2025
Why Your Hires Don't Work Out (And What to Do Differently)
LEGACY BUSINESS BUILDERS • August 12, 2025
Hey There, I'm
Taryn Cadena
Hey There, I'm
Taryn Cadena
I turned years of HR experience into simple, affordable systems to help women entrepreneurs build effective teams and step into their CEO power! I love sugary coffee, early mornings, and brainstorming new ideas with amazing women. I’m happiest in yoga pants, snuggled with my laptop and my dog Napper. My mission? To help women entrepreneurs create powerhouse teams, lead like CEOs, and build highly successful businesses that last!
Hey There, I'm
Taryn Cadena
I turned years of HR experience into simple, affordable systems to help women entrepreneurs build effective teams and step into their CEO power! I love sugary coffee, early mornings, and brainstorming new ideas with amazing women. I’m happiest in yoga pants, snuggled with my laptop and my dog Napper. My mission? To help women entrepreneurs create powerhouse teams, lead like CEOs, and build highly successful businesses that last!
LEGACY BUSINESS BUILDERS • August 12, 2025
You’re ready to hire someone, but now you’re stuck.
Should you bring on a W-2 employee or a 1099 contractor?
If you’re unsure, you’re not alone.
Most small business owners get overwhelmed by this decision because it’s not just about a job title, it affects how you pay them, what taxes you’re responsible for, and how much control you can legally have over their work.
Let’s break it down in plain English so you can move forward confidently.
Why This Decision Actually Matters
Classifying someone incorrectly can trigger IRS fines, legal issues, or expensive mistakes down the line. But more than that, it impacts how your business operates day-to-day.
Free up your time for CEO-level tasks
Help you hit revenue goals faster
Improve client experience and retention
Reduce burnout and business stagnation
Want to tell them exactly how and when to work?
That sounds like a W-2.
Want to delegate a project and let them run with it?
That leans toward being a 1099.
Before you post a job ask yourself:
What does the business need most?
Do I need help generating revenue?
Do I need more efficiency behind the scenes?
Not sure? Take this free 2-minute quiz to figure out which type of worker fits your business best.
What You Actually Need to Know Before Hiring
Here’s a quick breakdown:
W-2 Employee: You control how work is done
1099 Contractor: They control how work is done
W-2 Employee: You set the hours and schedule
1099 Contractor: They set their own hours
W-2 Employee: They use your tools and systems
1099 Contractor: Use their own tools
W-2 Employee: You withhold taxes
1099 Contractor: They handle their own taxes
W-2 Employee: Eligible for benefits
1099 Contractor: Not eligible for benefits
W-2 Employee: You manage their workload
1099 Contractor: They manage their projects
Bottom line: W-2s are part of your team. 1099s are independent service providers that own their own business.
How to Know Which One Is Right for You
Here are a few quick decision checks:
Will you tell them how to do the work? → often a W-2
Will they be working with you long-term? → often a W-2
Are they supporting your internal systems regularly? → usually a W-2
Is this a short-term, hands-off project? → usually a 1099
Are they bringing their own tools, process, or creative approach? → usually a 1099
Still unsure? Take the free quiz and let it guide you through the questions.
What You’ll Need After You Decide
Once you know what type of hire you need, the next question is: “Now what?”
That’s where most founders freeze.
Writing job descriptions, sending compliant offer letters, building onboarding checklists — it gets overwhelming fast.
That’s exactly why I created the Hiring Kits.
Each one includes:
Hiring checklists
Legally reviewed templates
Job ad samples
Interview guides
Offer letter or contractor agreement
And more — all designed for small business owners
👉 You get both the employee and contractor versions in one purchase!
A complete set of plug-and-play templates, checklists, and step-by-step guides that walk you through every stage of hiring.
You’ll clarify the role before you post a job, attract the right candidates, interview with confidence, and set new hires up for success from day one.
My clients use these kits to streamline their hiring process, avoid costly missteps, and bring in team members who actually help them grow.
When you follow the system, you’re not just filling a role, you’re building a strong, lasting team that supports your vision.
Tools to Make Hiring Easier (Especially if You’re Not “HR”)
Here are two of my go-to tools that save time and simplify the process for small businesses:
Posting a job for W-2 employees?
Use JazzHR to share your job ad, screen applicants, and move candidates through a clear pipeline.
→ Try JazzHR free and get special pricing HEREHiring a 1099 contractor?
Use the contractor agreement template inside the Hiring Kit to send a clean, compliant offer.
And no matter which one you choose, you can also use TalentLMS to build a quick training or onboarding module once they’re hired.
You Don’t Have to Guess — You Just Need a Plan
Hiring help shouldn’t be the thing that holds you back.
Whether you choose a contractor or employee, you can move forward confidently when you have the right tools in place.
👉 Take the quiz to figure out what’s right for your next hire.
👉 Grab the Hiring Kit to get everything set up the smart way.
Let’s get you back to building the business, not buried in hiring stress!
You’re ready to hire someone, but now you’re stuck.
Should you bring on a W-2 employee or a 1099 contractor?
If you’re unsure, you’re not alone.
Most small business owners get overwhelmed by this decision because it’s not just about a job title, it affects how you pay them, what taxes you’re responsible for, and how much control you can legally have over their work.
Let’s break it down in plain English so you can move forward confidently.
Why This Decision Actually Matters
Classifying someone incorrectly can trigger IRS fines, legal issues, or expensive mistakes down the line. But more than that, it impacts how your business operates day-to-day.
Want to tell them exactly how and when to work?
That sounds like a W-2.
Want to delegate a project and let them run with it?
That leans toward being a 1099.
Not sure? Take this free 2-minute quiz to figure out which type of worker fits your business best.
What You Actually Need to Know Before Hiring
Here’s a quick breakdown:
W-2 Employee: You control how work is done
1099 Contractor: They control how work is done
W-2 Employee: You set the hours and schedule
1099 Contractor: They set their own hours
W-2 Employee: They use your tools and systems
1099 Contractor: Use their own tools
W-2 Employee: You withhold taxes
1099 Contractor: They handle their own taxes
W-2 Employee: Eligible for benefits
1099 Contractor: Not eligible for benefits
W-2 Employee: You manage their workload
1099 Contractor: They manage their projects
Bottom line: W-2s are part of your team. 1099s are independent service providers that own their own business.
How to Know Which One Is Right for You
Here are a few quick decision checks:
Will you tell them how to do the work? → often a W-2
Will they be working with you long-term? → often a W-2
Are they supporting your internal systems regularly? → usually a W-2
Is this a short-term, hands-off project? → usually a 1099
Are they bringing their own tools, process, or creative approach? → usually a 1099
Still unsure? Take the free quiz and let it guide you through the questions.
What You’ll Need After You Decide
Once you know what type of hire you need, the next question is: “Now what?”
That’s where most founders freeze.
Writing job descriptions, sending compliant offer letters, building onboarding checklists — it gets overwhelming fast.
That’s exactly why I created the Hiring Kits.
Each one includes:
Hiring checklists
Legally reviewed templates
Job ad samples
Interview guides
Offer letter or contractor agreement
And more — all designed for small business owners
👉 You get both the employee and contractor versions in one purchase!
A complete set of plug-and-play templates, checklists, and step-by-step guides that walk you through every stage of hiring.
You’ll clarify the role before you post a job, attract the right candidates, interview with confidence, and set new hires up for success from day one.
My clients use these kits to streamline their hiring process, avoid costly missteps, and bring in team members who actually help them grow.
When you follow the system, you’re not just filling a role, you’re building a strong, lasting team that supports your vision.
Tools to Make Hiring Easier (Especially if You’re Not “HR”)
Here are two of my go-to tools that save time and simplify the process for small businesses:
Posting a job for W-2 employees?
Use JazzHR to share your job ad, screen applicants, and move candidates through a clear pipeline.
→ Try JazzHR free and get special pricing HEREHiring a 1099 contractor?
Use the contractor agreement template inside the Hiring Kit to send a clean, compliant offer.
And no matter which one you choose, you can also use TalentLMS to build a quick training or onboarding module once they’re hired.
You Don’t Have to Guess — You Just Need a Plan
Hiring help shouldn’t be the thing that holds you back.
Whether you choose a contractor or employee, you can move forward confidently when you have the right tools in place.
👉 Take the quiz to figure out what’s right for your next hire.
👉 Grab the Hiring Kit to get everything set up the smart way.
Let’s get you back to building the business, not buried in hiring stress!
Hey There, I'm
Taryn Cadena
I turned years of HR experience into simple, affordable systems to help women entrepreneurs build effective teams and step into their CEO power! I love sugary coffee, early mornings, and brainstorming new ideas with amazing entrepreneurs. I’m happiest in yoga pants, snuggled with my laptop and my dog Napper. My mission? To help women entrepreneurs create powerhouse teams, lead like CEOs, and build highly successful businesses that last!
A FEW OF MY FAVORITE TOOLS
01. Jazz HR
If you're posting jobs on multiple boards, save yourself time, money and major stress by using a hiring platform designed for small business hiring.
02. Talent LMS
My go-to for creating easy onboarding experiences and training programs that grow with your business.
If you're a small business owner who's ready to stop winging it when it comes to hiring, you're in the right place.
But hiring isn't just about filling a seat. It's about building a foundation for sustainable growth.
This post walks you through the exact hiring plan I use with my clients to help them scale their business confidently.
Whether you're making your first hire or trying to fix past hiring mistakes, this simple but strategic approach can change everything.
Why Your Hiring Strategy Matters More Than You Think
Most entrepreneurs wait too long to hire, or they make rushed decisions when things get overwhelming.
You’re missing key pieces of information that would have helped you make a better decision up front.
Hiring the right person in the right role can:
Free up your time for CEO-level tasks
Help you hit revenue goals faster
Improve client experience and retention
Reduce burnout and business stagnation
And yet, so many founders struggle because they:
Hire based on personality instead of skill
Skip onboarding and hope for the best
Confuse “help” with actual “fit”
Sound familiar? If so, this hiring plan is for YOU!
STEP 1: Identify the Right Position for Right Now
Hey There, I'm
Taryn Cadena
I turned years of HR experience into simple, affordable systems to help women entrepreneurs build effective teams and step into their CEO power! I love sugary coffee, early mornings, and brainstorming new ideas with amazing women. I’m happiest in yoga pants, snuggled with my laptop and my dog Napper. My mission? To help women entrepreneurs create powerhouse teams, lead like CEOs, and build highly successful businesses that last!
A FEW OF MY FAVORITE TOOLS
01. Jazz HR
If you're posting jobs on multiple boards, save yourself time, money and major stress by using a hiring platform designed for small business hiring.
02. Talent LMS
My go-to for creating easy onboarding experiences and training programs that grow with your business.
OTHER POSTS
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