Podlipodcast player Webplayer

The D2D Podcast: The Ultimate Door-to-Door Sales Training Show for Reps, Managers, and Business Owners

The D2D Podcast: The Ultimate Door-to-Door Sales Training Show for Reps, Managers, and Business Owners

529: The 1,400 Tax Deductions Most 1099 Earners Miss - Sean Finnegan

The D2D Podcast: The Ultimate Door-to-Door Sales Training Show for Reps, Managers, and Business Owners · Sep 7, 2026 · 34:55

0:0034:55

Listen in the Podli app 🎧

Follow your favourite podcasts, listen offline and in the car with CarPlay and Android Auto, and always pick up where you left off. Free to try.

Here's how door-to-door reps legally pay less tax and keep more of every commission they earn.

Grab the free Business Playbook to structure and run your income like a real business: https://ownersos.com/business-playbook?utm_source=youtube&utm_medium=description&utm_campaign=ownersos&utm_content=how-door-to-door-reps-legally-pay-less-tax-playbook

Sean Finnegan built Tax Hive to give 1099 earners and small business owners the kind of tax strategy the big firms usually reserve for their biggest clients. He breaks down the moves that actually move the needle: setting up an LLC and electing S-corp status to cut self-employment tax, stacking from up to 1,400 available deductions, using the Augusta rule to rent your home to your business tax-free, and writing off the interest on a made-in-USA vehicle. He also tells the raw story of raising 1.5 million, losing all of it, and clawing his way back through relationships.

Sean Finnegan is the founder of Tax Hive, a partner of Kevin O'Leary, and the creator of the X Room networking community. He sat down with D2D Experts' James Edwards to unpack tax strategy for the door-to-door world.

What you'll learn in this episode:

Here's the truth nobody tells you when you go 1099. It's not what you make, it's what you keep. Most reps hand the IRS thousands of dollars they never had to. Set up your structure, learn the deductions, and build the relationships that actually scale you. Don't leave money on the table.

His show is brought to you in partnership with Forge and D2D Experts. If you're ready to run your income like a real company, Owner's OS is the operating system built for it: the org chart, role clarity, KPIs, and one-on-one system that let the business run without you. Get the Owner's OS operating system: https://ownersos.com/?utm_source=youtube&utm_medium=description&utm_campaign=ownersos&utm_content=how-door-to-door-reps-legally-pay-less-tax-os



Thank you for listening! Don't miss out on future episodes! Subscribe to The D2D Podcast on Apple Podcasts and Spotify.

Follow us on Facebook and Instagram. You may also watch this podcast on YouTube!

You may also follow Sam Taggart on Facebook, Instagram, and TikTok for more nuggets on D2D and Sales Tips.


Episodes: The D2D Podcast: The Ultimate Door-to-Door Sales Training Show for Reps, Managers, and Business Owners

PodliGet the free Podli app
↓ App