To spot a real tenant rep, watch behavior, not polish: a custodial rep slows you down, tells clients no, is straight about how they're paid, plans for the years after signing, and will steer you toward a smaller deal when that serves you. A generative deal-maker does the opposite. Consider this the caution post — the one distinction worth being a little paranoid about, because both types carry the same business card.

Why is this so hard to tell?

Because the honest custodian and the dying deal-maker look identical in a friendly first meeting — and the deal-maker is often the most polished person in the room. You can't tell them apart by how nice, confident, or well-dressed they are. You can only tell them apart by specific behaviors, before you've handed over your most important operating decision.

Two definitions first. A generative, transactional broker believes their value is that they generate the deal — find it, close it, take a cut, move on. Their loyalty is to the transaction, because that's where they get paid. A custodial rep believes the deal isn't the product at all; the product is stewardship of your interest across the whole life of your space. A custodian doesn't create your need — your business does — they carry it through a long process the other side runs for a living.

What are the red flags of a transactional deal-maker?

Watch for a cluster of these — no single one is proof, but together they're a warning.

  • Manufactured urgency. The deal always needs to happen now — another tenant circling, a rate about to rise. A rushed tenant doesn't stop to think, and thinking kills weak deals.
  • Every conversation bends toward closing. You raise a concern; they reframe it as a reason to sign.
  • They've never told you no. If the answer is always "yes, let's do it," their incentive only points one way.
  • Vagueness about pay. Ask how they're compensated and whether it ever diverges from your outcome. Evasion is an answer.
  • They rush past defining your needs. Tours feel like progress; the homework that right-sizes the deal gets skipped.
  • They go quiet about the future. Ask what happens after signing. A deal-maker has nothing to sell you there.
  • They steer you bigger, always. More space, longer term, higher rate — never smaller.

What are the green flags of a custodial rep?

The reassuring signals are the mirror image, and just as observable.

  • They slow you down. Their value doesn't depend on rushing you.
  • They've told clients no — and will tell you. Ask: "Have you ever advised a client not to do a deal?" A steward has real stories.
  • They're straight about money. Plain answers on how they're paid and where incentives create tension.
  • They do the homework before the tours. Real time spent defining size, term, location, true budget.
  • They talk about after. Tracking your renewal dates, being there for disputes and reconciliations.
  • They steer you smaller when smaller is right. Less space, a shorter term, "stay put and renew" — even though it shrinks their fee. This is the single clearest tell.

What questions should I ask a tenant rep?

Ask a handful of direct questions and watch how they're handled — the handling is as revealing as the answer.

Have you ever told a client not to do a deal — what happened? Exactly how and by whom are you paid, and could your pay and my best outcome ever diverge? What happens after I sign — are you still involved, or does our relationship end at closing? Do you represent this landlord or building in any way? Is there a version where the right move is that I don't lease anything at all?

A custodian answers directly, even when it's awkward. A deal-maker reframes, reassures, or gets slippery. You're watching a person reveal which kind of broker they are.