Cash Grab

Cash Grab

di Benchmark Ledger Solutions
Stagione 2
Tool Spotlight: Betterment — Automated Personal Investing for Busy Owners
In this episode, we talk about how this robo-advisor helps business owners invest consistently without having to think about it daily.
Retirement Accounts for the Self-Employed: SEP-IRA vs. Solo 401(k)
If you had a 401k at your last job, you probably just... had it. HR set it up, you picked a contribution percentage, and the money went in automatically. As a business owner, nobody sets it up for you. Which means a lot of business owners just don't have one. And they're missing out on some of the most powerful tax advantages available to them. Today we're fixing that.
Self-Employment Tax — The Bill Nobody Warned You About
There's a tax that a lot of new business owners don't find out about until they owe it. It's called self-employment tax, and when you first see the number, it feels like a punch in the stomach. Here's what it is, why it exists, and more importantly, how to plan for it so it never surprises you.
Tool Spotlight: Keeper Tax — Finding Deductions You're Missing
Here's a real number: the average self-employed person misses over $1,000 in tax deductions every year. Not because they're doing anything wrong, just because tracking every deductible expense throughout the year is genuinely hard. There's an app that tries to fix that. Let's talk about Keeper Tax.
The Home Office Deduction: What Counts and What Doesn't
If you work from home (even part of the time) there's a good chance there's a tax deduction available to you that you're not taking. The home office deduction makes a lot of people nervous. There's this myth that it's a red flag for audits, or that the rules are too complicated to bother with. Neither of those things is really true. So let's clear it up.
Quarterly Estimated Taxes — What They Are and How to Not Get Blindsided
Let me paint you a picture. It's April 14th. You've had a decent year. You sit down with your accountant, and she tells you that you owe $8,400 in taxes. You don't have $8,400 sitting around. Because nobody told you that as a self-employed person, you're supposed to be paying taxes four times a year. You were just... waiting until April like you always did. That scenario plays out more than you'd think. Today we're making sure it doesn't happen to you.
Tool Spotlight: Covered California / Healthcare.gov Walkthrough
Healthcare.gov is one of those websites that's gotten a lot better over the years, but can still feel like a maze the first time you're in there without an HR department guiding you. Today I'm going to walk you through it step by step, so when open enrollment comes (or if you're newly self-employed right now) you know exactly what you're doing.
Disability Insurance: The Coverage New Business Owners Almost Always Skip
Quick question. If you couldn't work for three months because of an injury or illness, what would happen to your personal finances? For most business owners, the honest answer is: it would be bad. Really bad. And yet disability insurance is probably the most skipped coverage among self-employed people. Today we're going to talk about why that's a problem and what to do about it.
Health Insurance When You're on Your Own — Your Real Options
For a lot of people, one of the scariest parts of leaving a traditional job isn't the income uncertainty. It's losing the health insurance. And honestly? That fear is legitimate. Health insurance as a self-employed person is expensive, confusing, and the options feel overwhelming. But here's the thing — it's not as impossible as it seems once you actually understand what's available to you. Let's walk through your real options.
Tool Spotlight: YNAB (You Need a Budget) for Business Owners
Most budgeting apps are built for people who know exactly how much money they're going to make this month. If you're a business owner, you are not that person. And that's why most budgeting apps feel useless to you after about two weeks. YNAB is different. And today I'm going to tell you why.
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