Phone call with Matt Ordower. Recommends talking with accountant. Describes benefit of HoldCo. owning architecture firm as being able to move money up from firm to holdco as a normal course of financial planning to protect money in the event that the architecture firm is sued - this is called creditor proofing. If I were to move funds after a claim put against architecture firm that would be called "Fraudulent Conveyance". Concerned that if the HoldCo owns the architecture firm then I may not be able to use lifetime capital gains exemption should I sell the architecture firm.