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1
S.No
Category
Question
Notes/Buyer Input
2
1
Company Background & Experience
How long has your company been in business?
3
2
Company Background & Experience
What industries do you specialize in?
4
3
Company Background & Experience
Can you provide customer references or testimonials?
5
4
Company Background & Experience
Do you have case studies relevant to our sector?
6
5
Company Background & Experience
What is your company’s size (employees, revenue)?
7
6
Company Background & Experience
Where are your headquarters and global offices located?
8
7
Company Background & Experience
Who are your key executives and leadership team?
9
8
Company Background & Experience
Have you ever worked with clients of our size before?
10
9
Company Background & Experience
What partnerships or certifications does your company hold?
11
10
Product Features & Functionality
What core features are included in your software?
12
11
Product Features & Functionality
Which optional modules or add-ons are available?
13
12
Product Features & Functionality
Can the software be customized to our workflows?
14
13
Product Features & Functionality
Do you support multiple languages and currencies?
15
14
Product Features & Functionality
How do you handle feature updates or upgrades?
16
15
Product Features & Functionality
Does your software provide dashboards or analytics?
17
16
Product Features & Functionality
What differentiates your product from competitors?
18
17
Product Features & Functionality
Do you support both desktop and mobile devices?
19
18
Product Features & Functionality
Can we configure user roles and permissions?
20
19
Integration & Compatibility
Which third-party applications do you integrate with?
21
20
Integration & Compatibility
Do you provide APIs or SDKs?
22
21
Integration & Compatibility
Is your software cloud-based, on-premise, or hybrid?
23
22
Integration & Compatibility
Can it integrate with Salesforce, SAP, or Microsoft 365?
24
23
Integration & Compatibility
Do you support REST or SOAP APIs?
25
24
Integration & Compatibility
What is the process for new custom integrations?
26
25
Integration & Compatibility
Are connectors available for common CRMs or ERPs?
27
26
Integration & Compatibility
How do you handle data import/export?
28
27
Integration & Compatibility
Can your system integrate with SSO providers?
29
28
Security & Compliance
What data encryption methods do you use (at rest/in transit)?
30
29
Security & Compliance
Do you support single sign-on (SSO) and multi-factor authentication (MFA)?
31
30
Security & Compliance
Which certifications do you hold (SOC2, ISO 27001, HIPAA, GDPR)?
32
31
Security & Compliance
How often do you undergo third-party security audits?
33
32
Security & Compliance
What’s your incident response plan?
34
33
Security & Compliance
Do you offer audit trails and activity logging?
35
34
Security & Compliance
How do you handle vulnerability management?
36
35
Security & Compliance
What’s your disaster recovery and business continuity strategy?
37
36
Security & Compliance
How do you manage data residency and cross-border compliance?
38
37
Security & Compliance
Can you provide documentation on penetration testing results?
39
38
Implementation & Onboarding
What’s the typical implementation timeline?
40
39
Implementation & Onboarding
Do you assign a dedicated implementation manager?
41
40
Implementation & Onboarding
What training do you provide to users and admins?
42
41
Implementation & Onboarding
Do you offer data migration support?
43
42
Implementation & Onboarding
How do you manage change requests during rollout?
44
43
Implementation & Onboarding
What percentage of projects go live on schedule?
45
44
Implementation & Onboarding
What onboarding resources (manuals, videos, helpdesk) are available?
46
45
Implementation & Onboarding
Can you share examples of similar successful deployments?
47
46
Support & SLAs
What support channels do you offer (phone, email, chat)?
48
47
Support & SLAs
What are your average response and resolution times?
49
48
Support & SLAs
Do you provide a dedicated account manager?
50
49
Support & SLAs
What are your SLA guarantees for uptime and support?
51
50
Support & SLAs
How do you escalate critical issues?
52
51
Support & SLAs
Do you provide 24/7 support?
53
52
Support & SLAs
Is there a customer success team to guide long-term adoption?
54
53
Support & SLAs
Do you offer a knowledge base or self-service portal?
55
54
Pricing & Contract Terms
What is your pricing model (subscription, per-user, license)?
56
55
Pricing & Contract Terms
What do your standard contracts include?
57
56
Pricing & Contract Terms
Are there any hidden or optional costs?
58
57
Pricing & Contract Terms
How does pricing scale with usage?
59
58
Pricing & Contract Terms
What’s your renewal policy?
60
59
Pricing & Contract Terms
Do you offer volume or multi-year discounts?
61
60
Pricing & Contract Terms
What’s included in the base price vs. add-ons?
62
61
Pricing & Contract Terms
Can you share a total cost of ownership (TCO) estimate?
63
62
Performance & Reliability
What uptime guarantee do you provide?
64
63
Performance & Reliability
What is your historical uptime performance?
65
64
Performance & Reliability
How do you ensure system reliability during peak loads?
66
65
Performance & Reliability
Do you offer real-time performance monitoring?
67
66
Performance & Reliability
How do you handle system outages?
68
67
Performance & Reliability
What’s your disaster recovery plan?
69
68
Performance & Reliability
How quickly can services be restored after downtime?
70
69
Performance & Reliability
Do you provide service status dashboards?
71
70
User Experience & Accessibility
How intuitive is your user interface?
72
71
User Experience & Accessibility
Do you support mobile and tablet devices?
73
72
User Experience & Accessibility
How often do you conduct usability testing?
74
73
User Experience & Accessibility
Do you comply with WCAG accessibility standards?
75
74
User Experience & Accessibility
Can users personalize dashboards or settings?
76
75
User Experience & Accessibility
How do you gather and act on UX feedback?
77
76
User Experience & Accessibility
What customer satisfaction metrics can you share?
78
77
Scalability & Roadmap
How many users can your system support?
79
78
Scalability & Roadmap
Can it handle growth in data volume and transactions?
80
79
Scalability & Roadmap
What’s your product roadmap for the next 2–3 years?
81
80
Scalability & Roadmap
How often do you release updates?
82
81
Scalability & Roadmap
Can new features be added without downtime?
83
82
Scalability & Roadmap
How do you ensure backwards compatibility?
84
83
Scalability & Roadmap
Do you involve customers in roadmap planning?
85
84
Innovation & Vendor Vision
How often do you release new features?
86
85
Innovation & Vendor Vision
How do you stay ahead of industry trends?
87
86
Innovation & Vendor Vision
Do you invest in AI, machine learning, or automation?
88
87
Innovation & Vendor Vision
How do you gather customer feedback for product development?
89
88
Innovation & Vendor Vision
What’s your vision for the next five years?
90
89
Innovation & Vendor Vision
How do you balance innovation with customer stability?
91
90
Innovation & Vendor Vision
Can you share examples of recent product innovations?
92
93
94
95
96
97
98
99
100