Fifteen years in, I keep seeing the same five mistakes — on different sites, with different people, every time thinking it won’t happen to them. None of these are exotic. They’re all avoidable. That’s what makes them costly: nobody gets caught by the risk they saw coming.

Mistake 1: Skipping Thorough Due Diligence

New developers tend to move fast on a site they’re excited about, and the things that get skipped are environmental constraints, zoning realities, real market demand, whether the infrastructure is actually there. None of that shows up by looking at the land. It shows up when you bring in the architects, the civil and environmental engineers, the planners — early, before you’ve committed — and let them tell you what they see. Skip that step and the surprises don’t disappear. They just wait for the worst possible moment to show up.

Mistake 2: Underestimating Permits and Approvals

This is the one that drains people financially and emotionally, not just the project. New developers consistently misjudge how long approvals actually take, and how much runway that buys you.

Don’t quote yourself the average timeline. Double it.

Build a real contingency budget around that number, not the optimistic one. The developers who stay calm through a slow approval are the ones who planned for slow from the start.

Mistake 3: No Revenue Source While You Develop

A development can take years. Without something covering interest, taxes, and utilities in the meantime, the carrying costs alone can put real strain on a project that’s otherwise sound. Land with an existing structure you can rent out solves this. So does getting creative — a lease-back to the seller, storage leasing, signage income on a high-visibility site.

Buy something that has revenue. Maintain the property. Never let it go to crap.

I learned that one the expensive way — I once let the upkeep slide on a property because the plan was always to sell the entitled land, not the building. By the time I went to sell, no appraiser would sign off and no buyer could get financed. The neglect alone cost me more than the fix ever would have.

Mistake 4: Ignoring the Community and the Stakeholders

Skip this and you don’t just risk delays — you risk the project itself, and your name on the next one. Engage the people who’ll actually be affected early: local councillors, community associations, the neighbours. Bring their feedback into the design, and tell them plainly how it shaped your revisions. And get anything they agree to in writing before you remove your conditions on it — goodwill is real, but it’s only good until it becomes inconvenient for the person who gave it.

Mistake 5: Only Planning One Exit

Most new developers plan a single way out: finish it, sell it. That works right up until the market shifts mid-project, which on anything that takes years, it eventually will. Plan at least three exits before you commit to the deal — sell at approvals, sell shovel-ready, or build and hold — so the deal still works no matter which door you end up walking through.

None of These Are Fatal — If You See Them Coming

Every one of these mistakes is avoidable, and every one of them is survivable if you catch it early enough. The expensive version is always the one nobody saw coming.

That’s the real value of learning this inside the Land Development Fast Track course and the LDA Community — not reading about these mistakes after the fact, but having people who’ve already made them in the room with you before you do.

Next UpDifferent Professions. Same Development Process. →