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Lease , Commercial Real Estate

The Hidden Timelines That Kill Your Leverage

By Jonathan Keyser
September 15, 2025

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Your landlord isn’t waiting until your lease is up to make a plan—so why should you?

 

They’ve already run the numbers, circled the dates, and lined up their options long before you sit at the table. Most leaders think the lease expiration is the only date that matters. Truth is, landlords have their own hidden timelines—a playbook they’ve been perfecting for years—and every move is designed to tilt the leverage their way.

 

The Landlord’s Hidden Timelines

24–36 months out: They’re already sizing you up. Are you stable? Growing? Worth keeping—or could they land a “better” tenant?I’ve seen landlords quietly start planning a replacement tenant three years out, just in case. By the time you think about your lease, they’ve already sketched out Plan B.

12–18 months out: They test the market. Quiet calls to brokers, rent comparisons, maybe even a look at other tenants who’d love your space.

 

9–12 months out: They might already be marketing your space—even if you haven’t said a word about leaving. It’s their insurance policy, and it pressures you without you realizing it.I can’t tell you how many leaders call me at month nine thinking they’ve got time—by then, the landlord’s already run the playbook.

6–9 months out: This is when they tighten the screws. If you don’t have a plan, they know you’re cornered. Concessions shrink, flexibility disappears, and suddenly you’re negotiating on their terms.At this stage, landlords don’t negotiate—they dictate. And if you don’t have options lined up, you’re stuck nodding along.

By the time most companies wake up at expiration, the landlord’s playbook has already been executed.

Why Waiting Kills Your Options

Here’s the simple truth:

 

  • If you don’t have time to move, the landlord knows it.
  • If you haven’t created competition, they don’t have to sharpen their pencil.
  • If you’re under pressure, you’re not negotiating—you’re just picking from the outcomes they designed.

That’s not a negotiation. That’s a trap.

 

How You Flip the Script

The only way to beat their hidden timelines is to run your own. And it has to start earlier than you think:

  • 24–36 months out (big or complex needs): Step back and look at the big picture—growth plans, new locations, special buildouts. These take years to get right. That’s the moment to sit down with us and map the strategy.
  • 18–24 months out (most companies): Revisit your space plan and goals. Can your current setup handle where you’re headed? If not, start scouting the market now.
  • 12–18 months out: Tour real options. Even if you plan to stay, lining up alternatives puts leverage in your back pocket.
  • 9–12 months out: Negotiate. With options in play, you can push harder—and walk away if your landlord won’t move.

The Bottom Line

 

Lease expirations don’t control your leverage—timelines do. The earlier you start evaluating your options, the more power you have, and the less chance you’ll get boxed in.

Your landlord has their calendar mapped out years in advance. The only question is: are you running your own timeline—or playing straight into their playbook?

 


 

Frequently Asked Questions

Q1: What are hidden lease timelines in commercial real estate?
Hidden lease timelines are the schedules landlords plan years in advance—like when to market your space, evaluate tenants, or cut concessions—long before your lease expires. These landlord negotiation strategies are designed to reduce your leverage if you wait too long.

 

Q2: When should businesses start planning for a lease renewal or relocation?
Most companies should start lease renewal planning 24-36 months before expiration. Larger or more complex needs (special buildouts, multi-site operations) should start 36+ months in advance to protect leverage and avoid last-minute pressure.

 

Q3: Why do hidden timelines matter in lease negotiations?
Because landlords prepare years ahead, waiting until the last 6–9 months kills your leverage. Without time or competition, you’re negotiating from a corner—essentially trapped by the landlord’s playbook. Starting early creates leverage and real choices.

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Jonathan Keyser

Jonathan Keyser is the Founder and Managing Partner of Keyser Commercial Real Estate(http://www.keyser.com/), which has become the largest commercial real estate firm of its kind in Arizona. Jonathan is also a Founding Partner of Exis Global, which today has over 580 people worldwide representing exclusively occupiers of commercial real estate. He is also the founder of a small investment fund that invests in emerging technology companies within Arizona, to support and help grow the startup ecosystem in the state. Jonathan was recently named "The Commercial Real Estate Disruptor" by USA Today and he is a #1 Wall Street Journal Best Selling Author, for his Best Selling Book, “You Don’t Have to be Ruthless to Win”. He has also been named a "Top Social Capital CEO" by the International Business Times, is a highly sought after keynote speaker, is widely recognized as a thought leader featured in hundreds of articles, publications, and podcasts, and has been named a "Top 20 Virtual Keynote Speaker" nationally. As an entrepreneur, Jonathan has built KEYSER into an eight-figure firm named recently as one of the Top 50 Most Trustworthy Companies in America by The Silicon Review. Jonathan is also one of the most connected business leaders in Arizona. He is an active member of Greater Phoenix Leadership (consisting of the region’s leading CEO’s), and he is also a member of Young Presidents Organization (YPO), Chief Executive Organization (ceo), and the Million Dollar Speaking Group (MDSG) within the National Speakers Association. With almost 30 years of experience in the Commercial Real Estate Industry, Jonathan’s firm represents occupiers of space exclusively, both domestically and internationally across a broad range of industries. Jonathan is sought out by companies around the world for his real estate expertise and business acumen. He is particularly good at identifying creative strategies to align real estate with business requirements, designing and implementing unique solutions to complex real estate challenges, and solving Landlord / Tenant conflicts where negotiations have deteriorated in the face of rising hostilities. Jonathan is happily married to his wife Susanna, and has 5 kids with one on the way. His mission is to change the business community through selfless service, and his entire firm is built upon this philosophy. Jonathan is known throughout the business community as someone who loves to help others, and who goes out of his way to be of service to people across the community.

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