Why most accountants are asking the wrong questions with Debra Kilsheimer

EPISODE · Apr 14, 2026 · 59 MIN

Why most accountants are asking the wrong questions with Debra Kilsheimer

from Unbalanced

Most accountants were taught to focus on the work. The transactions, the categorization, the details. But that’s not what clients actually need.In this episode of Unbalanced, Debra Kilsheimer challenges the way the profession has always operated. She shares why accounting should be about asking better questions, not just producing reports, and how AI is forcing a shift away from data entry toward real decision-making.From her unfiltered take on software and the future of the industry to her perspective on confidence, pricing, and doing things your own way, this conversation is equal parts practical and personal. It’s about thinking bigger, speaking up, and defining success on your own terms.Unbalanced is brought to you by Anchor. We help accounting and professional services firms send agreements, collect payments, and manage billing in one simple system. Join the thousands of accounting firms who have made the switch.

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Why most accountants are asking the wrong questions with Debra Kilsheimer

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