Always try, but the odds of successfully negotiating free rent or Tenant Improvement ("TI") money usually depends on market conditions and the terms of the original lease. When market conditions favor Landlords (low vacancies, increasing rents, or when space is in high demand), a Buyer requesting a lease assignment may have no leverage to negotiate. Also remember the Landlord has a current lease in place, is collecting rent, and may simply be uninterested in providing any financial incentives. Other times, the Landlord factored TI money into the original lease, and it may not make financial sense for them to provide additional funds for the new tenant. For example, if 3 years into a 10 year lease an owner sells their business, the Landlord may not have yet recouped their original investment. Always consider both the landlord’s position and general market conditions before opening negotiations. Generally, tenants with larger spaces and sign longer leases are granted more TI money.