April 30, 2026

Ep #6: AI Automation in Tax Practice with BlueSky Wealth Advisors Head David Blain

Ep #6: AI Automation in Tax Practice with BlueSky Wealth Advisors Head David Blain

Dave Haase sits down with David Blain, the CFA and founder of BlueSky Wealth Advisors, to explore how combining tax preparation with wealth management creates superior client outcomes. David shares his unconventional path from West Point graduate and military special ops to building a practice that integrates tax compliance with comprehensive financial planning. He explains why clients benefit from having one trusted advisor handle both their investments and tax strategy, rather than coordinating between separate professionals.


The conversation dives deep into how AI automation is transforming tax practices and freeing professionals to focus on higher-value advisory work. David details how his team uses Juno's computer vision technology to extract data from tax documents, allowing administrative staff to participate meaningfully in the tax process while tax preparers focus on strategic planning. He also shares his systematic approach to advisory workflows, using CRM automation to ensure no planning opportunities are missed based on client income and complexity levels.


Key topics covered:


[00:00] Intro

[01:43] Military to wealth management journey

[04:23] Combining tax and wealth management

[06:59] Adding value beyond compliance work

[11:21] Future of tax preparation industry

[14:43] Building advisory workflows and systems

[19:47] AI transforming tax strategy identification

[23:03] Data integration challenges and solutions

[28:13] Human judgment in tax decisions

[34:29] AI limitations in complex scenarios

[40:01] Structured vs conversational AI outputs

[44:45] Team transformation with automation tools

[47:25] Staff happiness and job elevation


This episode offers valuable insights for tax professionals considering advisory services and firm owners looking to leverage AI for better client service and team satisfaction.


The Modern Tax Pros Podcast is brought to you by Juno, AI tax prep software built for tax pros who are sick of 60-hour weeks.


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