Yes. The bot asks for strike, current 409A, ISO/NSO split, share count, vesting status, grant date, and the 10-year option term in a structured intake. The data lands in the lead record (and is webhooked to your CRM) as separate fields - not just a free-text chat transcript - so the CFP has the numbers in the planning software before the discovery call opens. The structured capture is one of the operational reasons firms switch from a generic chatbot.

The bot recognises any mention of leaving a job (resigned, laid off, terminated, planning to leave) and surfaces the 90-day post-termination ISO conversion to NSO clock as the urgent issue, not a footnote. The conversation then routes to your urgent-planning track because the exercise decision has a hard deadline. Some plans extend the post-termination window to 7 or 10 years - the bot asks which the prospect's plan does as part of the capture.

Yes. The bot walks the AMT bargain element calculation - the spread between 409A and strike, times shares exercised, treated as AMT preference income - and explains that AMT paid creates a credit usable against future regular tax. It will not recommend an exercise size or strategy because the AMT-optimal exercise depends on the prospect's regular tax bracket, state residency, AMT carryforwards, and cash position. That conversation is for the CFP after the grant data is captured.

Yes. The bot covers the 30-day post-exercise 83(b) election window, the cash-and-AMT implications of electing on unvested shares at a current 409A, and the QSBS five-year clock that starts at exercise. It explains the framework and flags that a missed 83(b) is irrevocable. The recommendation to file or not file is the CFP's, after the prospect's full picture is reviewed.

The bot walks the QSBS eligibility checklist - C-corp issuer, $50M gross assets at issuance, five-year hold from exercise (not grant), qualified trade or business - and explains the federal exclusion up to $10M or 10x basis. It also flags California non-conformity, which is a major issue for option holders in CA, and routes the conversation to the CFP for the state-tax strategy work.

Yes. Tender offers at companies like Stripe, SpaceX, OpenAI, and Databricks have specific tax treatment - typically ordinary income on the exercise spread plus capital gain on any appreciation post-exercise. The bot covers the framework, captures the tender details (size of the window, price, participation cap), and routes to your pre-IPO specialist for the actual participate-or-not call.

Yes. ISOs and NSOs have fundamentally different tax treatment - ISO is AMT preference at exercise and capital gain at sale (with holding requirements), NSO is ordinary income at exercise. Many grants have an ISO/NSO split because of the $100K-per-year ISO limit. The bot asks for the split and applies the right framework to each tranche, which is something a generic chatbot cannot get right.

Yes. The bot captures the company stage - early private, late-stage private with tender, recent IPO with lockup, established public - and routes the lead to the appropriate specialist. Pre-IPO conversations go to the pre-IPO CFP; public-company option holders go to the equity-comp generalist; executives at insider levels with 10b5-1 considerations go to the executive specialist.