The ten red flags are client concentration, a break/fix book wearing an MSP name, books that fail a quality-of-earnings review, an owner who is still the desk, retention nobody has measured, cyber that is only a slogan, contracts that cannot be assigned, two people holding the stack, a decline with no plain explanation, and an asking price with no source. Most can be improved with lead time. Clearing them does not guarantee a price. Thresholds below that cite Breakwater are their rules of thumb, not an IBBR promise.
- Client concentration. Breakwater’s sell guide uses “no single client above about 15 percent of annual revenue” as the rule of thumb. A client at 30 percent is a harder conversation, not a different category.
- Break/fix and project revenue wearing an MSP name. MRR mix is the lever Breakwater and MSP Dispatch emphasize. Under 60 percent managed contracts, you are in a different profile than an 80 percent contract book. See the primer before you argue with that.
- Books that cannot survive a quality-of-earnings review. Add-backs you cannot support become a price cut later, at whatever multiple the buyer is using.
- The owner is still the desk. Breakwater’s rule of thumb is that owners handle less than about 20 percent of the work. If a two-week absence stops the company, a buyer is purchasing your job.
- Retention you have never measured. The same sell guide cites annual retention above 90 percent. If you do not know the number, say so. Do not invent it in a teaser.
- Cyber that is a slogan. Missing MFA, untested backups, no EDR, or a compliance claim you cannot show will stop a buyer who has to put your clients on their insurance.
- Contracts that cannot be assigned, or important clients who exist only as a handshake.
- Two people holding the entire stack in their heads, with no written roles and no second person on the RMM and PSA.
- A declining book with no plain explanation. A dip can be discussed. A mystery cannot.
- An asking price with no source. Anchoring on a headline multiple from a national median, especially a large-deal median near 8.9×, tells a serious buyer the process is not serious.
The pattern is unmanaged risk. Buyers pay for a book they can underwrite. The exit checklist is the shorter version of this list.