
The Woodard Report Podcast: Featuring Heather Satterley and Joe Woodard
by Woodard Events
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From 10 epsHosts
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Episode 179 - Change Is the Environment - The Woodard Report Podcast
Jul 8, 2026
Unknown duration
Episode 178 - Current Trends, Human Connection, and the Future of Advisory - The Woodard Report Podcast
Jul 1, 2026
Unknown duration
Episode 177 - From Startup Founder to Autonomous Bookkeeping: How Pilot Built the Future of Accounting - The Woodard Report Podcast
Jun 24, 2026
Unknown duration
Episode 176 - The Tech Humanist: Keeping Humanity at the Center of AI - The Woodard Report Podcast
Jun 17, 2026
Unknown duration
Episode 175 - AI, Intuit Upheaval, and the Future of Accounting - The Woodard Report Podcast
Jun 10, 2026
Unknown duration
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 7/8/26 | Episode 179 - Change Is the Environment - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe and Heather speak about Microsoft's latest quantum computing and AI developments, and what those shifts could mean for accounting professionals. They also connect lessons from TV, April Rinne's book Flux, and Donna Reed's article on client conversations to the importance of adaptability, empathy, and intentional decision-making in advisory work. Current events — Microsoft's New Quantum Chip Aiming for Useful Machine in 2029 Microsoft Build 2026: Be yourself at work TV/Movie quote of the week — The Boroughs House of the Dragon Excellent Thing We Learned — Insert live valuations of stocks, currency or geographical information right in Excel Change Is Not an Event—It's the Environment (from April Rinne's book, Flux) Member spotlight — Connect with Diane Dana on LinkedIn The Woodard Report article of the week — The Quiet Question that Improves Every Client Conversation Thank you to our show sponsor, Zoho! Zoho is a unique and powerful software suite to transform the way you work, designed for businesses of all sizes, built by a company that values your privacy. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 7/1/26 | Episode 178 - Current Trends, Human Connection, and the Future of Advisory - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe and Heather speak about emerging developments shaping the accounting profession, including the consolidation of New England CPA societies, Pilot's shift from a local partnership model to AI-powered bookkeeping software, and how firms can use automation to elevate, not replace, their advisory services. They also explore the importance of healthy client boundaries, lessons from popular TV shows, recent IRS penalty relief opportunities, and why uniquely human qualities like navigating uncertainty and building relationships remain essential in an AI-driven future. Current events — 5 New England State CPA Societies merge to form "New England Society of CPAs" Pilot is taking a software approach to bookkeeper empowerment called Meridian TV/Movie quote of the week — Schitt's Creek Half Man Excellent Thing We Learned — IRS may owe millions of taxpayers refunds for pandemic-era penalty relief Member spotlight — Steve Roderick of Roderick's Payroll The Woodard Report article of the week — Law Firm Bookkeeping Is Not Regular Small Business Bookkeeping Thank you to our show sponsor, Puzzle! Puzzle, the next generation firm, AI-powered, human-led. Puzzle replaces manual quick books workflows with AI-driven books built for review, approval, and audit-ready accountability. Learn more at puzzle.io Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 6/24/26 | Episode 177 - From Startup Founder to Autonomous Bookkeeping: How Pilot Built the Future of Accounting - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe speaks with Jessica McKellar about her journey from studying computer science at MIT and building successful software startups to founding Pilot, a bookkeeping and accounting technology company. Jessica shares how Pilot evolved from solving the financial back-office challenges faced by entrepreneurs into a platform and explains how automation, AI, and value-based pricing are reshaping the economics of accounting firms. She also introduces Meridian, Pilot's new platform that enables autonomous bookkeeping, month-end close processes, and AI-assisted accounting workflows designed to help firms scale while improving both client and employee experiences. About Jessica McKellar Jessica McKellar is the co-founder and CEO of Pilot. She started the company with a simple conviction: small business owners shouldn't have to be their own bookkeeper, accountant, and financial advisor all at once. Today, Pilot serves more than 3,500 businesses, from neighborhood restaurants and retail shops to growing service businesses, helping owners get books off their plates so they can focus on what actually grows their company. Before Pilot, Jessica founded two other companies that were acquired by Oracle and Dropbox. She holds 3 degrees from MIT. Jessica also teaches programming at San Quentin State Prison and advocates for hiring formerly incarcerated people. She believes that excluding talented workers based on their records doesn't make business sense, and that second chances belong in the workplace too. Learn more about Meridian from Pilot Connect with Jessica on LinkedIn Thank you to our show sponsor, Canopy! Unclunk your firm with Canopy, the fully integrated practice management that helps accountants build the firm they always wanted. The suite includes client and document management, workflow, time and billing, engagements and proposals, and more. Check out GetCanopy.com. Learn more about the show and our sponsors at Woodard.com/podcast. | — | ||||||
| 6/17/26 | Episode 176 - The Tech Humanist: Keeping Humanity at the Center of AI - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe speaks with Kate O'Neill about the intersection of technology and humanity, exploring how businesses can embrace AI and automation without losing the human connection that drives trust, meaning, and purpose. They discuss why accounting professionals should view AI not as a replacement, but as an opportunity to shift from transactional work to more strategic, empathetic, and judgment-driven client relationships. The conversation also dives into the risks of over-automation and why human wisdom, context, and lived experience remain irreplaceable in an increasingly tech-driven world. About Kate O'Neill Kate is the founder of KO Insights, helping leaders and organizations make future-ready, meaningful, and ethical decisions about technology and innovation. She's a former digital strategist for Netflix and early Google, and the author of 6 books, 4 of which are in tech and business including Tech Humanist and What Matters Next. Learn more about KO Insights Connect with Kate on LinkedIn Thank you to our show sponsor, Rightworks! For more information about RightWorks, please visit woodard.com/podcast. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 6/10/26 | Episode 175 - AI, Intuit Upheaval, and the Future of Accounting - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Heather and Joe talk about major developments shaping the accounting profession, including Intuit's dramatic stock decline, workforce layoffs tied to AI adoption, and the launch of ChatGPT Finance. They also explore how artificial intelligence is rapidly transforming professional services, emphasizing the need for accountants to embrace change by leaning into human-centered skills like judgment, relationships, and advisory work. Along the way, they share productivity strategies, discuss the dangers of "not us" thinking around AI disruption, and spotlight a successful bookkeeping professional building a high-value, relationship-driven practice. Current events — Intuit's Stock Plunge and other troubles Ted Callahan, former head of accountant channel at Intuit, is now deputy CTO at Sage TV/Movie quote of the week — The Incredibles Project Hail Mary Excellent Thing We Learned — The rule of three Not-Us Thinking Member spotlight — Michael McClellan of Aurora Bookkeeping & Consulting The Woodard Report article of the week — Lock It Down, Write It Down (Intuit Security for Firms) Thank you to our show sponsor, Digits! Digits is the world's first agentic general ledger. It is accounting software that works for you. Built from the ground up for the AI era, Digits automates bookkeeping in month end, shifting your team from data entry to review and advisory. Visit Digits.com to get started today. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 6/3/26 | Episode 174 - Firing Clients, Finding Your Niche, and Making Accounting Fun - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Heather speaks with Tyler Otto about his unconventional path into accounting, growing a firm, and how niching down helped strengthen both company culture and client relationships. Tyler shares candid advice on when and how to "fire" difficult clients, what red flags to watch for during prospecting, and why firm owners should prioritize cultural fit over revenue. The conversation also dives into Tyler's upcoming live game show at Scaling New Heights, and practical ways accounting firms can safely experiment with AI while preparing for the future of the profession. About Tyler Otto Tyler Otto is the president and owner of Specialized Accounting, a thriving seven-figure remote firm dedicated to the hospitality industry. Before joining forces with his wife Karen at her solo practice, Tyler honed his finance chops with leadership roles at Vail Resorts and Imprint Hospitality. Known for his energy and approachability, Tyler is passionate about collaboration with fellow professionals and welcoming new accountants to the field. He's presented at major accounting, tech, and hospitality conferences and recently launched Firm Foundation, a step-by-step course turning firm-building from daunting into doable. Whether behind a microphone or trading insights on podcasts, Tyler brings both expertise and a dash of fun to any discussion. Learn more about Specialized Accounting Connect with Tyler on LinkedIn Thank you to our show sponsor, Woodard! The Woodard membership program will help you build your ideal practice with our coaching, education, community, and resources. We'll get you there with strategic direction from experienced pros, access to skill building and resources, and a community to continually inspire your practices transformation. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 5/27/26 | Episode 173 - AI, Humanity, and the Future of Accounting - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe and Heather speak about the rapid acceleration of AI and how it is reshaping the accounting profession, from audit and compliance work to more advisory-focused roles. They explore the importance of maintaining the "soul" of a business in an increasingly automated world, discuss the rise of AI agents and emerging technologies, and share insights on how accountants can adapt by leaning into their uniquely human strengths. Current events — KPMG closes U.S. federal audit practice, trims advisory staff META Lays off about 10% its workforce TV/Movie quote of the week — Company Retreat The Pitt Member spotlight — Thrive Business Services The Woodard Report article of the week — The Sacred Ritual of Month-End (An Accountant's Comfort Blanket) Thank you to our show sponsor, Digits! Digits is the world's first agentic general ledger. It is accounting software that works for you. Built from the ground up for the AI era, Digits automates bookkeeping in month end, shifting your team from data entry to review and advisory. Visit Digits.com to get started today. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 5/20/26 | Episode 172 - From Bank Recs to Big Dreams: Debra Kilsheimer on the Human Side of Accounting - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Heather speaks with Debra about the power of relationships in accounting, why bookkeepers and accountants are often the true drivers behind their clients' dreams, and how human connection creates lasting value far beyond tax returns and reconciliations. Debra shares the inspiration behind her podcast, Bookkeepers on Fire, her philosophy on advisory conversations, and how AI is freeing firms from tedious tasks so they can focus more on strategy, leadership, and client trust. About Debra Kilsheimer Debra Kilsheimer is a Curiosity Powered Advisor, Speaker and creative thinker based in Port Orange. She challenges the norm! She is a Top 100 ProAdvisor, Top 10 ProAdvisor, Woodard CAS Winner, and an Intuit Accountant Council alumni. Behind the Scenes (BSFS) is a Port Orange, Florida firm helping business owners stay on top of bookkeeping, accounting, payroll and tax prep. We streamline the work so you can make faster decisions with fewer surprises. Learn more about Behind the Scenes (BSFS) Connect with Debra on LinkedIn Thank you to our show sponsor, Canopy! Unclunk your firm with Canopy, the fully integrated practice management that helps accountants build the firm they always wanted. The suite includes client and document management, workflow, time and billing, engagements and proposals, and more. Check out getcanopy.com. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 5/13/26 | Episode 171 - Strange New World, Smarter Decisions - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe and Heather speak about the rapid evolution of AI, payments, and pricing models in the accounting technology space. They explore Intuit's move toward real-time FedNow payments, the rise of outcome-based AI pricing, and how firms can adapt by focusing on value, process discipline, and proactive decision-making rather than fear or hesitation. Current events — Intuit becomes FedNow Certified Digits Announces Outcome-Based Pricing TV/Movie quote of the week — Project Hail Mary The Man Without a Face Excellent things we learned — Export your prompt history from ChatGPT and import it into Claude Member spotlight — Essential Bookkeeping Solutions The Woodard Report article of the week — Why Accountants Undercharge Without Realizing It Thank you to our show sponsor, Woodard! The Woodard membership program will help you build your ideal practice with our coaching, education, community and resources. We'll get you there with strategic direction from experienced pros, access to skill building and resources and a community to continually inspire your practice's transformation. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 5/6/26 | Episode 170 - AI Is Collapsing Time: What Accounting Firms Must Do Next - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe speaks with Kacee Johnson about how artificial intelligence is reshaping the accounting profession far beyond simple efficiency gains. They discuss the difference between firms that are reacting to AI with quick-fix tools versus those strategically rethinking their entire operating model, including pricing, staffing, advisory services, and client expectations. Kacee also shares insights on AI hype versus reality, the future of advisory-focused firms, and the mission behind the new AI Native Accounting Foundation to help firms navigate AI adoption responsibly and effectively. About Kacee Johnson Kacee is a fintech innovation leader who lives at the intersection of emerging tech and practical transformation. She has been honored as CPA Practice Advisor's Top 25 Thought Leaders, Accounting Today's Top 100 Most Influential, AICPA's Most Powerful Women, and is a Certified Corporate Director from NACD. As an independent nonprofit, the AI Native Accounting Foundation equips firms and finance teams to adopt AI with confidence through education, research, and recognition thereby moving the profession past hype and into practice. Learn more about the AI Native Accounting Foundation Connect with Kacee Johnson on LinkedIn Thank you to our show sponsor, Digits! Digits is the world's first agentic general ledger. It is accounting software that works for you. Built from the ground up for the AI era, Digits automates bookkeeping in month end, shifting your team from data entry to review and advisory. Visit Digits.com to get started today. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
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| 4/29/26 | Episode 169 - From CAS Firm to Franchise Force: Decimal's Bold New Direction - The Woodard Report Podcast✨ | franchisingaccounting industry+3 | Matt Tait | Decimal | — | Decimalfranchise+5 | Zoho | 39m 02s | |
| 4/22/26 | Episode 168 - Work Less, Earn More: The $10,000 Hour Mindset - The Woodard Report Podcast✨ | business profitabilitytime management+4 | Dr. Sabrina Starling | Tap the PotentialForbes+6 | — | business ownersprofitability+4 | Puzzle | 34m 10s | |
| 4/15/26 | Episode 167 - AI Agents, Human Judgment, and the Future of Work - The Woodard Report Podcast✨ | AI evolutionhuman judgment+4 | — | XeroAnthropic+4 | — | AI agentshuman oversight+7 | Woodard | 49m 48s | |
| 4/8/26 | Episode 166 - Big Moves, Bigger Mindsets: M&A, AI Disruption, and Choosing Who You Become - The Woodard Report Podcast✨ | mergers and acquisitionsartificial intelligence+3 | — | MicrosoftA World Without Work+2 | — | accountingAI disruption+3 | Woodard | 38m 40s | |
| 4/1/26 | Episode 165 - AI, Productivity, and the Push for Real Change in Accounting - The Woodard Report Podcast✨ | AI in accountingproductivity+4 | — | AuvenirDeloitte+6 | — | AI audit toolsaccounting firms+5 | Zoho | 36m 17s | |
| 3/25/26 | Episode 164 - Thriving in a World of Constant Change - The Woodard Report Podcast✨ | change managementresilience+4 | April Rinne | Woodard EventsFlux: 8 Superpowers for Thriving in Constant Change | — | changeresilience+5 | Puzzle | 34m 58s | |
| 3/18/26 | Episode 163 - AI, Scams, and the Future of CAS: Navigating a Changing Accounting Landscape - The Woodard Report Podcast✨ | AI-powered financial scamsaccounting technology+3 | — | XendooBotkeeper+5 | — | AI scamsaccounting technology+3 | Woodard | 41m 56s | |
| 3/11/26 | Episode 162 - AI Adoption Is Accelerating—Are Firms Keeping Up? - The Woodard Report Podcast✨ | AI adoptionaccounting firms+5 | — | CopilotAICPA+2 | — | AI adoptionaccounting+5 | Puzzle | 35m 34s | |
| 3/4/26 | Episode 161 - AI Fluency, Pricing Strategy & the Future of Accounting - The Woodard Report Podcast✨ | AI adoptionaccounting technology+4 | — | CanopyThe Breakfast Club+1 | — | AI fluencyaccounting+5 | Digits | 39m 44s | |
| 2/25/26 | Episode 160 - AI's New Accounting Era: The Foundation, the Fallout, and the Future - The Woodard Report Podcast✨ | AI in accountingtech-driven bookkeeping+5 | — | AI Native Accounting FoundationBotKeeper+1 | — | AI accountingbookkeeping+5 | Zoho | 36m 16s | |
| 2/18/26 | Episode 159 - From Accidental Accountant to Sustainable Firm Builder - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Heather speaks with Amanda Aguillard about her path from discovering accounting at 16 to building a cloud-based firm, launching the peer-driven Accounting Salon community, and becoming COO at Padgett. They discuss how Padgett helps firms implement standardized systems to reduce decision paralysis and build a business that isn't dependent on the owner. About Amanda Aguillard, CPA Amanda Aguillard was only 16 years old when she realized she wanted to become a CPA, and she's used that passion to encourage innovation in the industry she loves. That commitment lives on through her work as the Chief Operating Officer of Padgett, one of North America's largest accounting service and business consulting providers. Amanda oversees operational and logistical guidance for the company's network of firms. This includes identifying and incorporating the latest cloud technologies into the Padgett operating model. She also is focused on developing and facilitating the necessary trainings to ensure these platforms and tools are successfully implemented by Padgett firms. Amanda, who is a past Top 50 Women in Accounting, is the author of Xero: A Comprehensive Guide for Accountants and Bookkeepers. She was the Xero Evangelist of the Year in 2016, and used her experience as a Xero Certification instructor to co-found Elefant, a continuing education company for accountants and bookkeepers. She has written numerous articles for industry publications, including the Journal of Accountancy. Prior to joining the executive team at Padgett, she ran Aguillard Accounting LLC, focusing her efforts on providing unparalleled client support service through a cloud-based practice that could be done anywhere in the world. Amanda also is the founder of Accounting Salon, a thinktank of cloud accounting experts, and its virtual offshoot, SALONv. Amanda, who holds a Master's Degree in Taxation from the University of Denver, regularly speaks at state CPA societies and industry technology conferences, including Accountex, AICPA Engage, Scaling New Heights, Clio Cloud Conference and Xerocon. When she's not advocating for her industry, she spends her time cooking for her two children, reading historical fiction and backcountry hiking. Learn more about Amanda Connect with Amanda on LinkedIn Learn more about Padgett Thank you to our show sponsor, Puzzle! Puzzle is the next generation firm: AI-powered, human-led. Puzzle replaces manual QuickBooks workflows with AI-driven books built for review, approval, and audit-ready accountability. Learn more at Puzzle.io. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 2/4/26 | Episode 158 - From 150 Hours to AI Hype: What's Really Changing in Accounting - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Heather speaks with David Leary about the biggest shifts shaping the accounting profession such as the rollback of the 150-hour CPA requirement and how alternative pathways are already boosting the pipeline of new accounting graduates. They also dig into what AI is actually good for (and where it still fails without strong firm processes and human oversight), plus why private equity in accounting can create serious conflicts of interest, particularly for assurance-related work. About David Leary David Leary is the Co-Founder and COO of Earmark. He is an innovative and influential force in the small business accounting world with over 22 years of QuickBooks experience. Learn more about Earmark Connect with David on LinkedIn Thank you to our show sponsor, Zoho! Zoho is a unique and powerful software suite to transform the way you work, designed for businesses of all sizes, built by a company that values your privacy. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 1/28/26 | Episode 157 - From Bookkeeping to Business Coach: Collaboration, Advisory, and AI Done Right - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe speaks with Tanya Hilts about how bookkeepers can move from compliance work into true advisory by leading with better questions, leaning into collaboration, and building confidence through real-time financial conversations. Tanya shares how AI tools like ChatGPT, Claude, and Perplexity can help generate smarter client questions and speed up analysis, while emphasizing that the real "threat" isn't AI itself, but professionals who learn to use it well. About Tanya Hilts Tanya Hilts, CPB, FCPB is an award-winning accounting pro helping firms adopt practical AI, tighten processes, and grow profit-focused advisory. Connect with Tanya on YouTube and learn more about her "AI in Action" series Thank you to our show sponsor, Woodard! The Woodard membership program will help you build your ideal practice with our coaching, education, community and resources. We'll get you there with strategic direction from experienced pros, access to skill building and resources and a community to continually inspire your practice's transformation. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 1/21/26 | Episode 156 - From Tax Filing to "Ask Luca": Guardrails for AI and Client Boundaries - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe and Heather speak about major January updates in the accounting space, including the IRS's Free File program and why Joe prefers a subsidized third-party prep model over direct IRS filing. They also dig into how large firms like RSM are rolling out tightly governed generative AI tools (like "Ask Luca"), and what that teaches smaller firms about AI quality being driven by both model capability and data control. Current events — IRS got rid of Direct File and is promoting Free File RSM lauched its own Generative AI Tool caled AskLuca TV/Movie quote of the week — Wake Up Dead Man: A Knives Out Mystery Your Honor Excellent things we learned — In the Room Where It Happens: Generative AI Policy Creation in Higher Education The JOLT Effect: How High Performers Overcome Customer Indecision Member spotlight — Jennifer Scott of HireEffect The Woodard Report article of the week — The Competitive Advantage of AI Training for Accounting Professionals Thank you to our show sponsor, Canopy! Unclunk your firm with Canopy, the fully integrated practice management that helps accountants build the firm they always wanted. The suite includes client and document management, workflow, time and billing, engagements and proposals, and more. Check out getcanopy.com. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
| 1/14/26 | Episode 155 - Try the Train: New-Year Tech, Big Hope, and the Power of "No" - The Woodard Report Podcast | On this episode of the Woodard Report podcast, Joe and Heather speak about early-2026 accounting and tech happenings, including new CPE training for Intuit Enterprise Suite, and why leaning into AI skills can create outsized professional value. Current events — Introduction to Intuit Enterprise Suite Training Rapid AI adoption with growing AI skills requirements TV/Movie quote of the week — Victoria House of David Excellent things we learned — Mind Magic: The Neuroscience of Manifestation and How It Changes Everything The ONE Thing: The Surprisingly Simple Truth About Extraordinary Results Member spotlight — Jodi Plett of Flexkeeper The Woodard Report article of the week — The Competitive Advantage of AI Training for Accounting Professionals Thank you to our show sponsor, CorpNet! CorpNet is the trusted leader in business formation and compliance services, offering one of the best tools for accountants, CPAs and tax professionals nationwide. The CorpNet Partner Program can 10X your firms revenue by helping clients form a business, register for payroll taxes, maintain compliance and more. Learn more about the show and our sponsors at Woodard.com/podcast | — | ||||||
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