100 Questions to Ask During Your Business Software Demo Session

When it comes to purchasing software for your business, it’s crucial to know exactly what you’re getting. A demo session is the perfect opportunity to ask the hard-hitting questions that will give you a clear understanding of the software’s capabilities and limitations. But with so many things to consider, it can be overwhelming to know where to start. That’s why we’ve compiled a list of 100 essential questions to ask during a demo session, tailored for both small and large businesses and organized by question type. We’ve split the questions into 7 categories: Functionality, Ease of Use, Integration, Scalability, Security, Pricing and Support. From bugs and integrations to scalability and pricing, these questions cover all the bases to ensure you make an informed decision.

Small Business:

Functionality:

  • What specific features does the software offer?
  • How does the software integrate with other systems?
  • How customizable is the software?
  • How does the software handle scalability?
  • Can the software handle multiple languages and currencies?
  • Does the software have mobile compatibility?
  • How easy is it to navigate and use the software?
  • How does the software handle data security and privacy?
  • Can the software handle large amounts of data?
  • How does the software handle reporting and analytics?

Ease of Use:

  • How user-friendly is the software?
  • Is there training or support offered for new users?
  • How long does it take for users to become proficient with the software?
  • How does the software handle updates and maintenance?
  • How easy is it to set up and implement the software?
  • Are there any limitations in the software?
  • Does the software have a user-friendly interface?

Integration:

  • How does the software handle data import and export?
  • How does the software handle user permissions and roles?
  • How does the software handle data backup and recovery?
  • Can the software integrate with our current systems?
  • How does the software integrate with other systems?
  • How does the software integrate with third-party apps and services?
  • How does the software integrate with our existing workflow and processes?
  • How does the software handle data integration?
  • How does the software handle API integration?

Scalability:

  • How does the software handle growth and expansion?
  • Can the software handle an increase in users and data?
  • How does the software handle customization for different departments?
  • How does the software handle integration with future technologies?

Security:

  • What security protocols does the software have in place?
  • How does the software handle data encryption?
  • How does the software handle access controls and user authentication?
  • How does the software handle disaster recovery and business continuity?
  • How does the software handle compliance with industry regulations?

Pricing and Support:

  • What is the pricing structure for the software?
  • Are there any hidden costs or fees?
  • How does the software handle upgrades and updates?
  • What kind of support and maintenance is offered?
  • Are there any limitations or restrictions on the number of users or data storage?
  • Are there any contract or cancellation fees?
  • How flexible is the pricing structure for the business’s changing needs?
  • How does the software handle billing and invoicing?

Large Business: Functionality:

  • How does the software handle analytics and reporting?
  • How does the software handle integrations with other enterprise systems?
  • How does the software handle compliance with industry regulations?

Scalability:

  • How does the software handle growth and expansion?
  • Can the software handle an increase in users and data?
  • How does the software handle customization for different departments?
  • How does the software handle integration with future technologies?

Security:

  • What security protocols does the software have in place?
  • How does the software handle data encryption?
  • How does the software handle access controls and user authentication?
  • How does the software handle disaster recovery and business continuity?
  • How does the software handle compliance with industry regulations?
  • Can the software handle multiple locations and remote users?
  • How does the software handle data governance and management?
  • How does the software handle security for mobile and remote access?

Ease of Use:

  • How user-friendly is the software?
  • Is there training or support offered for new users?
  • How easy is it to navigate and use the software?
  • How does the software handle updates and maintenance?
  • How easy is it to set up and implement the software?
  • How does the software handle user adoption and adoption rate?

Integration:

  • How does the software handle data import and export?
  • How does the software handle user permissions and roles?
  • How does the software handle data backup and recovery?
  • Can the software integrate with our current systems?
  • How does the software integrate with other systems?
  • How does the software integrate with third-party apps and services?
  • How does the software integrate with our existing workflow and processes?
  • How does the software handle data integration?
  • How does the software handle API integration?
  • How does the software handle SSO integration?
  • How does the software handle data syncing across different platforms?
  • How does the software handle integration with other enterprise systems?

Pricing and Support:

  • What is the pricing structure for the software?
  • Are there any hidden costs or fees?
  • How does the software handle upgrades and updates?
  • What kind of support and maintenance is offered?
  • Are there any limitations or restrictions on the number of users or data storage?
  • Are there any contract or cancellation fees?
  • How flexible is the pricing structure for the business’s changing needs?
  • How does the software handle billing and invoicing?
  • How does the software handle licensing and compliance?
  • How does the software handle vendor management and contract negotiation?

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