K-1
The September 15 K 1 Deadline List
Two weeks before September 15 is the highest-leverage moment of K-1 season: everything is still fixable. The five-step runbook, starting from ownership, not your inbox.
Sean Doherty
Entity Management
CPA Document Checklist: What Your CPA Wishes You Had Ready
Most of what you pay a CPA for a multi-entity structure is reconstruction, not tax work. The operational packet that turns seven emails into one export.
Entity Management
Chatting With Your Files Isn't a Record
A folder of twelve K-1s looks equally complete whether you're owed twelve or thirteen. Why "chat with your files" fails the three-questions test as structure grows.
Funds
Capital Call Tracking Across Entities: Who Wires, From Where, and What It Does to Your Ownership
A capital call is the only document in your inbox with a wire deadline attached — and in a layered structure, "which entity wires, from where?" is the hard part.
Entity Management
What Do You Actually Own? Effective Ownership Calculation Across Layered Entities
Your actual percentage of the deal isn't written down anywhere — it's 30% × 60% × 80%, spread across three operating agreements and an amendment that moved one of them.
Entity Management
The Entity Fire Drill: What a Lender Will Ask You For, and How Long It Actually Takes
Every structure gets audited eventually — usually by a lender. Here's exactly what the diligence email asks for, and why the cost is assembly, not documents.
K-1
K-1 Tracking: Where Are Your K-1s Across Funds, Entities, and Extensions
A folder of received K-1s looks equally complete whether you're owed twelve or thirteen. Why K-1 season really ends September 15, and the thirty-minute August list that saves October.
Entity Management
The Three Questions Your Entity Management Records Exist to Answer
Not "can I find the document" — "can I answer the question." What do you own, through which entity, and what's due next: the actual test of whether your entity records work, and how to pass it.
LLCs
Multi State LLC Compliance Tracking: What You're Probably Missing
Crossing a state line multiplies your LLC's obligations — reports, taxes, agents, foreign qualification — each on its own calendar. The categories to check, state by state.
family office
You Are the Self Managed Family Office: Running a Family's Entities Without a Staff
Nobody hired you, but you're the family office — the one who knows where the trust documents are and when the filings are due. The back office job, described honestly, with a playbook for running it without staff.
LLCs
How to Organize Operating Agreements When You Have 10+ Entities
Finding an operating agreement isn't the same as finding the answer. A step-by-step system for keeping the current version of every entity's agreement findable.
LLCs
LLC Documents Checklist: What You Actually Need for Each LLC
The core documents every LLC should have on file — and a five-minute test to find out whether yours actually does.