Prolify
AI Chief of Staff

Your 24/7 business advisor — powered by AI.

Founders should not have to google "do I need to file Form 5472" at 11pm. Or wonder if that expense is deductible. Or guess when their annual report is due.

The Prolify AI Chief of Staff knows your business — your entity type, your state, your revenue — and gives you real answers instantly.

Prolify AI Chief of StaffOnline
Do I need to file Form 5472?
Yes. As a non-US owner of a single-member LLC, you are required to file Form 5472 along with a pro forma 1120 by April 15 each year. The penalty for missing it is $25,000. I have already added this to your compliance calendar.
Can I deduct my home office?
Yes, if you use it exclusively and regularly for business. Based on your entity type (LLC), you can deduct a portion of rent, utilities, and internet. Want me to estimate the deduction based on your current expenses?

What your AI Chief of Staff can do

Context-aware answers. Proactive alerts. Business intelligence — on demand.

Tax & compliance Q&A
Ask anything about your business obligations
Deadline alerts
Proactive reminders before things are due
Document analysis
Upload contracts or notices — AI reviews them
Financial health checks
Regular summaries of your business metrics
Expense flagging
Unusual spend patterns flagged automatically
Business recommendations
Personalized advice based on your activity
Formation guidance
Which entity, which state — AI walks you through it
Natural language search
Find any document or transaction by describing it
Growth opportunities
Identifies tax credits and deductions you may be missing

Not a generic chatbot

Built specifically for your business — not the internet.

Context-aware

It knows your entity type, your state, your revenue model, and your compliance history. Answers are specific to your situation, not generic advice.

Proactively alerts you

Does not wait for you to ask. Monitors your data and flags issues — a missed deadline, an unusual expense, a tax saving you might qualify for.

Plain English answers

No legal jargon. No hedging. Straight answers about your specific business — like a knowledgeable advisor who actually knows you.

Every founder deserves a Chief of Staff.

Now you can have one — without the $200K salary.

Meet My AI Chief of Staff