Founders who assume tax compliance can wait often discover a painful truth: by the time states audit you or acquirers dig into due diligence, you've already triggered liability that comes straight out of the purchase price. Early-stage companies face sales tax decisions that directly impact fundraising success and exit outcomes.
In this conversation, CFO John McCarthy and Anrok COO Brad Silicani discuss:
- Why your first $100K invoice could immediately trigger an $8,875 tax bill from your own pocket
- How half a million in uncollected sales tax can reduce your acquisition price or halt deals entirely
- What reps and warranties in funding documents actually mean when you sign "we're fully compliant"
- How to automate compliance now so due diligence teams find zero tax red flags later
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