Ep. 229: Understanding the Financial Side of Your Side Hustle with Melissa Whaley

Shannon Mattern is a pricing expert and creator of The Package Matrix™ Method that helps freelancers, fractional execs, consultants, agencies and service providers stop undercharging, overdelivering and overworking by using pricing, proposal and sales strategies backed by behavioral economics and sales psychology.

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So it’s about two weeks after tax day here in the US, so by now you’ve probably gone through the tedious process of filing your income taxes.

It’s the unglamourous part of online business that nobody really talks about.

Sure, we all talk about the freedom, flexibility and financial independence that comes with being your own boss and owning your own business – but the flip side of that is that we’re also still responsible for all the boring and sometimes complicated administrative stuff that we also were annoyed by at our day jobs, like filling out expense reports and other tedious stuff like that.

So when it comes to taxes, if you’re a side hustler, you’ve got that extra layer of reporting your side hustle income and expenses on top of your W2 wages, and then making sure you’re paying taxes to all the people you’re required to pay taxes to, like in my case it’s Federal, State and local, and I’m honestly never 100% confident that I’m doing it right.

And I don’t know if you’ve ever had this experience, but the couple of times that I’ve tried to hire a CPA in the past, I left those meetings even more confused than when I walked in, feeling like I needed to learn a whole other language in order to follow the conversation and knowing that this definitely is not the right person for me if they can’t – or won’t – explain things to me in a way that I can understand.

That’s why I’m so excited to bring you today’s guest, Melissa Whaley.

She’s an accountant who works specifically with online business owners like us to help us understand the financial side our businesses without making us feel like total idiots in the process!

I’m so excited to have Melissa on the podcast today, not only for my own selfish reasons because I’ve been doing my books and taxes on my own for so long and have always had this really uneasy feeling about whether or not I’m doing it right, but because Melissa’s just like us.

She started out working at a large tax company, and she wanted the freedom, flexibility and financial independence that comes with running your own business – especially because she’s got four kids! But she saw a gap in the way her clients were being served, and she stepped in to fill it.

Today on the podcast Melissa and I are talking about:

  • Exactly how and why Melissa helps online entrepreneurs and side hustlers like us with our business financials and taxes.
  • How Melissa took a skill she already had and turned it into an online business.
  • The general rule for knowing when you need to start paying quarterly taxes when you’re still side hustling.
  • How to look at your business finances in a way that makes sense as a layperson.
  • What to pay attention to when it comes to your expenses.
  • What to look for when choosing an accountant or CPA.
  • How Melissa manages running her business as a wife and mother of four.
  • Melissa’s best advice for growing your team.
  • The one belief Melissa had to change about herself to get where she is today.

Resources Mentioned in this Episode:

www.MelissaWhaley.com
The Legal Roadmap Podcast with Autumn Witt Boyd – Tax Strategies for 7-Figure Businesses

Where to connect with Melissa:

Melissa’s Instagram
www.MelissaWhaley.com

My favorite quotes from Melissa:

“When you’re an expert in an area it’s not that you have everything memorized in your head, it’s that you know enough about the subject to be able to research and find the right answer.”

“If you ignore your numbers for too long, that’s a recipe for your business to implode and for you to burn out.”

“When you know the numbers in your business it’s really empowering. It really helps you make that next good decision to move your business in a positive direction.”

“It’s important to be able to step back, evaluate where you’re at and where your business is at and say, ‘Ok I need to make these changes.’”

“We want to have businesses that make us feel good and feel fulfilled and we are enjoying serving other people.”

Bio:

Melissa is a Virtual Tax Advisor for creative business owners. She helps demystify taxes for people who light up over their work and freak out over their numbers. She is a California native, married to her college sweetheart for 10 years and they have 4 awesome kids together. You can find her chugging iced coffee while geeking out over all things tax.

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Pricing, Proposal & Sales Strategy For Freelancers, Fractional Execs & Consultants

ANCHOR HIGH™ PODCAST

Pricing Strategy for Service Providers & Consultants

If you sell your expertise and hands-on implementation, deliver solid work and have happy clients – but you’re maxed out and feel like you’ve hit an income ceiling, this show is for you.

Each short episode breaks down how pricing psychology and proposal strategy influence prospects’ decision-making and helps you rethink everything you thought you knew about how much you can really charge for your services and expertise.

THE PACKAGE MATRIX™ METHOD

The Package Matrix™ Method is a pricing framework built on behavioral economics, sales psychology and a decade of results. It strategically designs a value-based decision for your clients, so you stop pricing based on what you think they can afford and start pricing based on the value they can create by working with you.

How It Works ⟶

ANCHOR HIGH™ CERTIFICATION

If you’re a business coach or consultant who’s an expert at helping your clients grow their businesses and reach their goals – but you don’t have a strategic pricing and sales framework to help your clients confidently close more proposals at higher prices (without working harder), our Anchor High™ Certification program might just be the missing piece of your coaching methodology.

Learn More Here ⟶

ABOUT SHANNON MATTERN

Shannon Mattern is a pricing expert who helps Freelancers, Fractional Execs, Consultants and Creative & Professional Service Providers stop undercharging, overdelivering and overworking by using pricing, proposal and sales strategies backed by behavioral economics and sales psychology.

She helps other business coaches and consultants integrate her pricing and sales methodologies into their coaching, group programs and consultancies so they can help their clients make more without burning out. 

She’s also the founder of Web Designer Academy, where she has spent a decade helping women web designers move from undercharging to premium pricing, and where she developed the offer framework now used by service providers across industries.

Topics

90 DAY REVENUE ROADMAP

Increase your income without rebranding, niching down or adding more services or skills.

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