Mikael Chew周俊德

INDUSTRY & ADAPTATION

Expand or Hold? Five Questions Before You Open a New Market

Mikael Chew · October 7, 2026 · 6 min read

Sooner or later, a growing team gets an opportunity to expand. A partner moves to another city. A contact overseas is interested. A new audience starts asking questions online.

It's exciting, and it should be. Expansion done well can take a team to a new level. Done too early, it stretches leaders thin, weakens the home base, and leaves two half-built teams instead of one strong one.

There are roads which must not be followed, armies which must not be attacked, towns which must not be besieged, positions which must not be contested. — Sun Tzu

Sun Tzu's chapter on variations is about judgement: knowing that not every open road should be taken. The same discipline applies to a team deciding where to grow.

Five questions before you expand

  • Is the home base running without you? If your current team still depends on you for most follow-ups and trainings, leaving to build elsewhere will cost you more than you gain.
  • Is there a leader on the ground? Expansion works best around one committed person who lives there and is already acting, not around a promising contact.
  • Have they shown small results first? A few customers and a working routine in the new place tell you far more than enthusiasm on a video call.
  • Can you support it properly? Count the hours, travel and attention it will need over six months, and check you can give them without neglecting the people already relying on you.
  • Does it fit your values and your company's rules? Different markets have different regulations and customs. Make sure what you'd do there is something you'd be proud to do at home.

Signs it's better to hold

Sometimes the honest answer is "not yet". These signs usually mean the timing is wrong.

  • Retention at home is slipping and you haven't found out why.
  • The expansion is mainly exciting because things at home feel stuck.
  • Nobody in the new place has done anything yet except say they're interested.

Holding means using the time to strengthen the base, so that when the right opportunity comes you can support it fully.

When you do go, start small

When the answers are yes, expand the way you'd test anything new. Start with one leader, one routine and a clear review point after ninety days.

Support generously, but let the local leader lead. Your job is to make them strong enough that the new team doesn't depend on you either.

So if you're weighing an expansion right now, which of the five questions would you rather not answer honestly?