Sign up to save your podcasts
Or
Share The Best Tax Prep Software of 2025 (SB1655)
Share to email
Share to Facebook
Share to X
Share to email
Share to Facebook
Share to X
Or
The Best Tax Prep Software of 2025 (SB1655)
Choosing the Best Tax Software for Your Needs
Tax season is here—so which software should you trust with your hard-earned Benjamins? Eric Rosenberg from The College Investor joins us to break down the best options, whether you're a side hustler, crypto investor, or just looking for a free filing solution.
Will TurboTax take the crown again, or is there a surprise champ? You might be shocked by which software stands out this year.
H&R Block’s virtual tax prep – If you want real humans to double-check your numbers, this might be your go-to.
Which tax software works best for unique situations – Side gigs, stock trading, crypto investments… different situations call for different solutions.
Navigating Tax Day without the stress – Tips to avoid last-minute panic and make sure you’re not leaving money on the table.
Crypto scams and meme coins – Because tax season isn’t stressful enough without adding that mess into the mix.
Meanwhile, Doug serves up world-famous trivia with a nod to classic children’s books, beloved authors, and sing-song rhymes. Plus, we take a detour into sector betting, market trends, and—of course—movie recommendations.
If tax season feels overwhelming, this episode breaks it down, keeps it light, and helps you pick the right software to file with confidence.
Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201
Enjoy!
Learn more about your ad choices. Visit podcastchoices.com/adchoices
View all episodes
By StackingBenjamins.com | Cumulus Podcast Network
4.4
18971,897 ratings
Choosing the Best Tax Software for Your Needs
Tax season is here—so which software should you trust with your hard-earned Benjamins? Eric Rosenberg from The College Investor joins us to break down the best options, whether you're a side hustler, crypto investor, or just looking for a free filing solution.
Will TurboTax take the crown again, or is there a surprise champ? You might be shocked by which software stands out this year.
H&R Block’s virtual tax prep – If you want real humans to double-check your numbers, this might be your go-to.
Which tax software works best for unique situations – Side gigs, stock trading, crypto investments… different situations call for different solutions.
Navigating Tax Day without the stress – Tips to avoid last-minute panic and make sure you’re not leaving money on the table.
Crypto scams and meme coins – Because tax season isn’t stressful enough without adding that mess into the mix.
Meanwhile, Doug serves up world-famous trivia with a nod to classic children’s books, beloved authors, and sing-song rhymes. Plus, we take a detour into sector betting, market trends, and—of course—movie recommendations.
If tax season feels overwhelming, this episode breaks it down, keeps it light, and helps you pick the right software to file with confidence.
Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201
Enjoy!
Learn more about your ad choices. Visit podcastchoices.com/adchoices
More shows like The Stacking Benjamins Show
View all
Money Guy Show
3,170 Listeners
Mark Levin Podcast
23,741 Listeners
Red Eye Radio
1,281 Listeners
Your Money, Your Wealth
778 Listeners
The Chris Plante Show
1,790 Listeners
Talking Real Money - Investing Talk
730 Listeners
Retirement Answer Man
1,290 Listeners
The Rich Eisen Show
1,397 Listeners
Retirement Starts Today
510 Listeners
Rolling Stone Music Now
1,004 Listeners
Afford Anything
3,526 Listeners
Jim Rome's Daily Jungle
987 Listeners
THE ED MYLETT SHOW
14,081 Listeners
ChooseFI
5,088 Listeners
Inside of You with Michael Rosenbaum
10,128 Listeners
Stay Wealthy Retirement Podcast
640 Listeners
The Jim Rome Podcast
2,958 Listeners
Millionaires Unveiled
897 Listeners
BiggerPockets Money Podcast
3,054 Listeners
Mike Drop
6,412 Listeners
The Jim Rome Show
714 Listeners
Earn & Invest
435 Listeners
Shawn Ryan Show
42,616 Listeners
Give Them Lala
13,106 Listeners
The Candy Valentino Show
174 Listeners
Personal Finance for Long-Term Investors - The Best Interest
113 Listeners
Two Sides of FI
345 Listeners
Mile High FI Podcast
184 Listeners
The Benny Show
2,058 Listeners
Talk Ville
2,855 Listeners
Catching Up to FI
335 Listeners
What The Football with Suzy Shuster and Amy Trask
62 Listeners
U.S. Soccer Podcast
5 Listeners
The Musers The Podcast
275 Listeners
Topical Fruit
3 Listeners