# AI, IRS Trouble & Year-End Tax Moves: Taxfyle CEO Ricky Lavina on What to Do Before December 31 Page: https://stenobird.com/podcast/the-weekly-money-clip-6866050/ai-irs-trouble-year-end-tax-moves-taxfyle-ceo-ricky-lavina-on-what-to-do-before-december-31 Text version: https://stenobird.com/podcast/the-weekly-money-clip-6866050/ai-irs-trouble-year-end-tax-moves-taxfyle-ceo-ricky-lavina-on-what-to-do-before-december-31.md Podcast: [Biz Talk Today TV](https://stenobird.com/podcast/the-weekly-money-clip-6866050) Published: 2026-09-10T18:14:00+00:00 Episode link: https://traffic.megaphone.fm/FPMN3588082303.mp3 Audio file: https://traffic.megaphone.fm/FPMN3588082303.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/the-weekly-money-clip-6866050/episodes/ai-irs-trouble-year-end-tax-moves-taxfyle-ceo-ricky-lavina-on-what-to-do-before-december-31 Duration seconds: 1935 ## Resource Tax season may be over, but some of the most important tax decisions of the year are happening right now. On this episode of The Money Path, host Todd M. Schoenberger sits down with Ricky Lavina, CPA, Co-Founder and CEO of Taxfyle, to explain why September can be a critical planning window for taxpayers, investors and financial advisors. Lavina breaks down year-end strategies involving tax-loss and capital-gains harvesting, Roth IRAs, rental properties, retirement planning and business income. He also explains why paperwork-heavy strategies should be addressed early—and why taxpayers who have missed filings shouldn't wait for the IRS to come looking for them. The conversation also explores how artificial intelligence is transforming tax planning. Taxfyle's technology can analyze prior returns against dozens of potential strategies, but Lavina cautions that AI can still make mistakes—making professional judgment and validation essential. Plus, Lavina explains why we're entering what he calls a “golden age of the advisor,” where financial advisors can combine investments, taxes and AI-powered planning to provide clients with a more complete financial picture. And what happens if you haven't filed taxes in years? Lavina explains why there are paths forward—and why proactively addressing the IRS can be far better than waiting for the government to contact you. 🔗 Website: https://biztalktodaytv.com  📧 Contact on Email: support@biztalktodaytv.com  📲 Download the Biz Talk Today TV app on Apple & Android devices.  📢 Disclaimer: The views and opinions expressed on this program are those of the hosts and guests and do not necessarily reflect the official policy or position of CrossCheck Media Inc., Biz Talk Today TV (BTT), or their affiliated entities an… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/the-weekly-money-clip-6866050/episodes/ai-irs-trouble-year-end-tax-moves-taxfyle-ceo-ricky-lavina-on-what-to-do-before-december-31/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/the-weekly-money-clip-6866050/ai-irs-trouble-year-end-tax-moves-taxfyle-ceo-ricky-lavina-on-what-to-do-before-december-31.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.