Think getting a big tax refund means you won the year? Think again. In this episode, Nichole sits down with her go-to CPA, Andrew Elkan for a refreshingly honest, jargon-free conversation about the taxes questions every entrepreneur, freelancer, and small business owner is too afraid to ask. Whether you've been running your business for years or just started your LLC last month, this one will change the way you think about your money. Andrew breaks down why the thing most people celebrate at tax time might actually be a red flag and what it really means for your cash flow. He also clears up one of the biggest misconceptions about LLCs (hint: it's probably not what you think it is), and explains the moment it might make sense to flip a switch that completely changes how your business is taxed. They get into write-offs, what actually qualifies, why your coffee run probably counts less than you hoped, and why that "wild" deduction you heard about at a dinner party may not work the way you think. There's a real case that will make your jaw drop a little. Andrew also walks through the tax changes hitting in 2025 that affect tips, overtime pay, and auto loans plus a Philadelphia-specific update that directly impacts local business owners and freelancers. And if you've ever wondered what it's actually like to work with a CPA, Andy shares how he approaches client relationships and why the most important conversations happen before you make a big financial move, not after. This episode is for you if: You have an LLC and aren't sure what it actually does (or doesn't) protect You've Googled "should I elect S-corp status" and gotten more confused You want to know what's actually deductible before your next business expense You live or work in Philadelphia You want a CPA who explains things like a real person Topics Covered: Tax refunds, LLC basics, S-corp election, reasonable compensation, payroll, write-offs, meal deductions, entertainment deductions, 2025 federal tax law changes, no tax on tips, no tax on overtime, auto loan interest deductions, Philadelphia BIRT exemption, proactive tax planning, working with a CPA 00:00 Meet Andy the CPA 01:56 Are tax refunds REALLY the best case scenario 03:52 LLC Protection Basics 05:40 S Corp Election Explained 09:33 When S Corp Makes Sense 12:43 Write Offs Demystified 14:47 Meals and Deductions Rules 17:01 Creative Write Off Myths 17:51 Wild Write Off Case 18:58 Luxury Purchases Reality Check 19:40 New Federal Tax Breaks 22:25 Philly BIRT Exemption Ends 24:48 Planning Ahead And Organization 28:06 Working With Andy 31:34 Save Money and get an even bigger ROI from your CPA with this Advice 35:36 Reach Out And Wrap Up About Andy: Andrew Elkan, CPA, is the founder of his own tax preparation and advisory practice, where he helps individuals and small businesses navigate tax strategy with clarity and confidence.
After beginning his career in financial planning at Northwestern Mutual, Andy earned his Master of Accounting from Villanova University and went on to pass all four sections of the CPA exam on his first attempt. He then spent five years at Grant Thornton, working with a wide range of clients before launching his own firm to provide more personalized, strategic support to entrepreneurs and families.
Andy specializes in helping business owners understand not just what they owe, but why — breaking down complex tax concepts into clear, practical guidance that empowers better financial decisions year-round.
Outside of the office, he’s a proud season ticket holder of the Philadelphia Eagles and once crossed “compete in a professional wrestling match” off his bucket list — in a match against his brother, no less.
You can connect more with Andy here:
https://www.andrewelkancpa.com/
And with Nichole here:
www.Nicholemchphotography.com https://www.linkedin.com/in/nicholemhoward/ @IamNicholemch on Insta and TikTok! - https://www.instagram.com/iamnicholemch/
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