Association Executives: 7 Red Flags in AMS Vendor Demos [Warning Signs]
- Marketing Specialist, Association

- 1 day ago
- 21 min read
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How to Spot the Warning Signs That Predict Implementation Disaster Before You Sign the Contract
The demo was a real showstopper. Slides so smooth they could double as a skating rink, a sales rep with more enthusiasm than a puppy on caffeine, and features that seemed to tackle every problem like a superhero. The vendor promised they've partnered with "hundreds of associations just like yours." The price? Not too shabby. You're all set to take the plunge. Then you sign the contract. And reality hits.
SmartThoughts' analysis of more than 200 association AMS implementations since 2002 reveals that almost half of these associations face substantial limitations within the first 90 days. Although these issues aren't obvious during demonstrations, they could have been predicted by asking the right questions.
Here's the uncomfortable truth: Vendor demos are sales presentations, not honest assessments of fit. Sales teams are trained to showcase strengths while glossing over weaknesses. They'll tell you "yes, we can do that" even when the honest answer is "sort of, with significant workarounds."
As an Executive Director or selection committee member, your job isn't to be impressed by demos—it's to be skeptical. To probe beneath the surface. To identify red flags that predict post-contract regret.
This article is a guide which reveals the 7 most critical warning signs that appear during AMS vendor demos, red flags—subtle indicators that forecast implementation problems, hidden costs, and operational headaches. Learn to recognize these red flags before signing a contract that commits your association to years of frustration.
Why Vendor Demos Are Designed to Deceive (Not Maliciously, But Strategically)
Understanding the Sales Incentive Structure
The Reality of Software Sales:
Sales representatives are compensated primarily on closed deals, not successful implementations. Their incentive is to get you to sign the contract. What happens 6 months later during your implementation isn't tied to their commission.
This creates predictable patterns:
Emphasizing strengths and minimizing weaknesses
Using strategic language when features are limited ("we can handle that")
Showcasing carefully curated demo environments (without real client data)
Postponing detailed discussions of limitations until after contract finalization
Efficiently navigating challenging moments or difficult questions
Important distinction: This is strategic salesmanship, not dishonesty.
Your task is to see beyond the strategy to the underlying reality.
The Demo Environment vs. Your Association Reality
What You See:
Optimally configured demonstration environment
Data that is clean and well-organized
All features functioning seamlessly
High performance (minimal database load, no integrations)
Clear and uncomplicated workflows
What You'll Get:
Complexity in configuration that requires navigation
Handling of disorganized, real-world data
Emergence of edge cases and limitations
Performance decline with increased volume
Complications in workflow and necessary workarounds
The gap between demo and reality is where implementation disasters breed.
Red Flag #1: The "Yes, We Can Do That" Pattern In AMS Vendor Demo Red Flags
What It Sounds Like
You ask: "Can your system handle our formula-based dues calculation? We charge based on member company revenue multiplied by the number of employees, with a minimum floor and maximum cap."
Vendor responds: "Yes, absolutely. We have very flexible pricing capabilities. We've handled complex dues structures for many clients."
What they didn't say: "Yes, but you'll need to purchase our Advanced Pricing module for an additional $5,000/year, and it will require custom configuration that adds 4 weeks to your implementation timeline and may still need workarounds for the cap logic."
Why This Is Dangerous
The problem: Sales reps are trained to say "yes" to avoid disqualifying themselves during evaluation. They rationalize:
"Technically we CAN do it (with customization)"
"We've done SIMILAR things for other clients"
"We're working on that feature (coming in 18 months)"
"Our professional services team can build that (at additional cost)"
The impact on you:
You assume capability is native and included
You don't evaluate whether workarounds are acceptable
You discover gaps only after contract signing
You face unexpected costs or timeline delays
You may need to change business processes to fit software
How to Test for This Red Flag
Stop accepting vague affirmations. Probe deeper:
Follow-Up Questions to Ask:
"Show me exactly how that works in the system right now."
↓
If they can't demonstrate immediately → RED FLAG
"Is that capability included in our quoted price, or is it an add-on?"
↓
If they hesitate or say "let me check" → YELLOW FLAG
"How many of your clients use this feature? Can you give me two references?"
↓
If they can't provide references → RED FLAG
"Walk me through the configuration process for this."
↓
If they say "our implementation team handles that" without showing you → YELLOW FLAG
"What are the limitations or edge cases of this feature?"
↓
If they claim there are none → RED FLAG (everything has limitations)
Demand to see features demonstrated, not described.
Real-World Example: The Membership Pricing Disaster
Organization: State professional society (3,800 members)
What vendor said in demo: "Yes, we absolutely support formula-based pricing. Very flexible."
What they didn't reveal:
The formula functionality was restricted to two variables, whereas they required four.
The rounding logic was incompatible with their calculation method.
The system was unable to automatically process mid-year rate changes.
Prorated calculations were not compatible with their formula.
Post-contract discovery:
Custom development required: $12,000
Implementation postponed: 6 weeks
Manual workaround still necessary for a specific scenario
Staff expressed the system was "more difficult than a a spreadsheet"
Could have been avoided: If they had requested the vendor to showcase the actual formula configuration and tested it with their specific pricing scenario during the demonstration.
Red Flag #2: The Demo That's Too Perfect
What It Looks Like
Everything works flawlessly:
Lightning-fast load times
Every report generates instantly
No awkward pauses or system hiccups
Smooth transitions between modules
Perfect data examples in every screen
This should make you suspicious, not impressed.
Why Perfection Is a Warning Sign
Real systems aren't perfect:
Real databases have performance variance
Integration points create delays
Complex queries take time to process
Systems have quirks and workarounds
Every software has rough edges
If the demo is too polished:
You're seeing a carefully curated demo environment
You're not seeing realistic scenarios
You're being shownthe best-case, not the typical-case
Performance won't match when you have 5 years of data
How to Test for This AMS Vendor Demos Red Flag
Request to see the real client environment:
Key Requests:
"Can we see a working client environment instead of the demo setup?"
Best response: "Sure, let me connect to ABC Association's test environment"
RED FLAG response: "Our demo environment is representative of what you'll get"
"Can you show me this report with 5 years of transaction history?"
Best response: Shows report with realistic data volume
RED FLAG response: Shows report with 50 sample records
"What happens when 200 people try to register for an event simultaneously?"
Best response: Shows load testing results or discusses performance specs
RED FLAG response: "That won't be a problem" without substance
"Show me the most complicated configuration you've done for a client."
Best response: Shows sophisticated real-world use case
RED FLAG response: Stays with simple demo scenarios
Inquire about what isn't functioning smoothly:
"What are the most frequent concerns expressed by your clients?" "Which features do clients wish to see improved?" "What client-requested items are included in your development roadmap?"
Honest answers to these questions reveal more than perfect demos.
Real-World Example: The Performance Collapse
Organization: Trade association (20 Staff)
What impressed them in the demo:
Reports are generated within 2-3 seconds
Event registration is exceptionally swift
The member portal is highly responsive
What they experienced post-implementation:
Reports required 30-60 seconds to process with actual data.
Event registration experienced timeouts during periods of high traffic.
The member portal exhibited slow performance during peak hours, particularly during renewals.
Root cause:
The demonstration database contained 500 sample records.
The production database contained over 47,000 records.
The system was not optimized for their data volume.
The vendor was aware that this situation was common but did not disclose it.
Could have been avoided: If they had inquired about performance with realistic data volumes and requested to observe a the client environment of a comparable size.
Red Flag #3: Reluctance to Discuss Integration Details
What It Sounds Like
You ask: "How does the integration with QuickBooks work? We need GL account mapping and daily transaction sync."
Vendor responds: "We have a QuickBooks integration. Many of our clients use it successfully. Our implementation team will set that up during your implementation."
What they avoided saying: "The integration is one-way export only, requires manual triggering, doesn't support all transaction types, and has a 24-hour lag in most cases."
Why This Matters Critically
Integrations are where implementations succeed or fail:
Most associations need 3-5 integrations minimum
Integration issues cause 60% of implementation delays
Poorly integrated systems create manual data entry (defeating automation benefits)
Integration failures discovered post-contract are expensive to fix
Warning signs of integration problems:
Ambiguous statements regarding "seamless integration"
Reluctance to show real integration
Redirecting technical inquiries to the the "implementation team"
Omission of integration constraints or prerequisites
How to Test for This Red Flag
Get extremely specific about every integration:
Integration Deep-Dive Questions:
For Each Integration (Accounting, Payment, Email, etc.):
1. Direction: "Is this two-way sync or one-way export?"
RED FLAG: One-way when you need two-way
2. Frequency: "How often does data sync? Real-time or scheduled?"
RED FLAG: "Daily batch" when you need real-time
3. Method: "Is this a native integration or via third-party tool?"
RED FLAG: Requires Zapier or middleware (additional cost)
4. Scope: "What specific data elements sync? All or subset?"
RED FLAG: Only partial data syncs
5. Cost: "Is this integration included in base price?"
RED FLAG: Integration is add-on module or extra cost
6. Setup: "How complex is the setup? What's required from us?"
RED FLAG: "IT resources needed" when you have none
7. Maintenance: "What happens when QuickBooks/other system updates?"
RED FLAG: "You'll need to update mapping" (ongoing burden)
8. Failures: "What happens if integration fails? How do we know?"
RED FLAG: No monitoring or error handling described
Demand a live demonstration of actual integration:
"Show me a transaction being created in the AMS and appearing in QuickBooks."
If they can't demonstrate the actual integration working → MAJOR RED FLAG
Real-World Example: The Integration Nightmare
Organization: Professional society (2,900 members)
What vendor demonstrated:
"Seamless QuickBooks integration"
"Integrated email marketing"
"Payment processor built-in"
Post-implementation reality:
QuickBooks: Manual export only, no GL mapping, weekly process
Email: Exported lists to MailChimp manually, no activity sync back
Payment: Only supported one processor, not their preferred vendor
The impact:
Staff spent 15 hours/week on manual integration tasks
Couldn't track email engagement in AMS
Had to change payment processors (member confusion)
ROI projectiowere ns completely missed due to integration overhead
Potentially Avoidable: A comprehensive integration requirements document and a demonstration of functional integrations, rather than merely referencing them.
Red Flag #4: The Invisible Implementation Team

What It Sounds Like
You ask: "Who will be our implementation consultant? Can we meet them?"
Vendor responds: "We have an excellent implementation team. They'll be assigned after contract signing. They're very experienced with associations like yours."
Translation: "We don't want you talking to implementation yet because they might be more honest about limitations, timeline, or complexity than we're being in this sales process."
Why This Is a Critical Red Flag
The sales-implementation divide:
Sales teams sell the vision and possibility. Implementation teams deliver the reality and limitations. These are often very different conversations.
What happens when implementation is hidden:
No opportunity to assess technical competence
Can't validate realistic timeline estimates
No way to gauge chemistry and communication style
The implementation team discovers gaps sales team glossed over
"Bait and switch" feeling when reality doesn't match sales promises
How to Test for This Red Flag
Insist on implementation team involvement before contract:
Required Conversations:
"We'd like to meet our implementation consultant before making a decision."
Best response: "Let me introduce you to Jane, who would lead your project"
RED FLAG response: "That's not typical until after contract signing"
---
"Can the implementation team join our next demo to discuss technical requirements?"
Best response: Readily arranges this
RED FLAG response: Resists or delays
---
"What's the typical implementation timeline for organizations our size?"
Best response: Specific answer backed by recent examples
RED FLAG response: Sales team guesses; no implementation input
---
"Can we see a sample implementation project plan?"
Best response: Provides real project plan from similar client
RED FLAG response: "That's customized during implementation"
Get the implementation team to validate what sales promised:
Have the implementation consultant confirm:
Features discussed are actually available
Timeline estimates are realistic
Integration complexity is manageable
Your requirements are clearly understood
If the vendor resists this → Walk away or proceed with extreme caution.
Real-World Example: The Team Switch Disaster
Organization: Regional trade association (1,800 members)
Sales process:
Met with senior sales director (15 years of experience)
Polished presentations, answered every question
Promised 4-month implementation timeline
Post-contract reality:
Assigned to a junior consultant with six months of experience
Timeline promptly adjusted to 7-8 months
Numerous affirmative responses from sales were, in fact, tentative agreements
The implementation team had a differing interpretation of the project the scope
The fallout:
Trust was compromised from the outset.
The Executive Director felt misled.
There was consideration of terminating the contract.
The relationship never fully regained its strength.
Could have been avoided: Requesting to meet the the implementation team during the the evaluation phase to verify sales claims and evaluate technical skills.
Red Flag #5: Generic References and Vague Success Stories
What It Sounds Like
You ask: "Can you provide references from associations similar to ours?"
Vendor responds: "We have hundreds of happy clients. We work with professional societies, trade associations, all types of organizations. I'll send you some references after this call."
Later: You receive 2-3 cherry-picked references, all very large or very small (not similar to you), with scripted positive testimonials.
Why This Indicates Problems
Quality vendors provide:
References that match your profile (size, type, complexity)
Mix of recent and long-term clients
Willingness to connect you with multiple references
Access to references who will be candid about challenges
Problematic vendors:
Provide only carefully selected "safe" references
Give you references dissimilar to your organization
Limit reference conversations to positive-only feedback
Can't provide recent implementation references
How to Test for This Red Flag
Be specific about reference requirements:
Reference Request Template:
"We'd like references from 3-5 associations that match our profile:
Required Criteria:
□ Similar member count (within 50% of ours)
□ Same association type (professional society/trade)
□ Similar tier level (Tier III like us)
□ Implemented within past 18 months (recent experience)
□ Using similar modules (events, financials, etc.)
For each reference, provide:
□ Organization name
□ Primary contact name and title
□ Member count
□ Implementation date
□ Modules they use
□ Contact information
Please provide this within 5 business days."
If the vendor can't meet these requirements → RED FLAG
Questions to Ask References:
Don't just ask "Are you happy?" Probe deeper:
Implementation Questions:
• How did actual timeline compare to estimate?
• Were there any surprises during implementation?
• What wasn't disclosed during sales process?
• How did costs compare to initial quote?
Functionality Questions:
• What works better than expected?
• What works worse than expected?
• What features do you wish worked differently?
• Any major workarounds you've had to implement?
Support Questions:
• How responsive is vendor support?
• How are issues handled?
• Has vendor delivered on product roadmap promises?
Decision Questions:
• Would you choose this vendor again?
• What would you do differently knowing what you know now?
• Any red flags you missed during selection?
• On scale 1-10, how satisfied? (Don't accept just "satisfied")
Listen for hesitations, qualifications, and what's NOT being said.
Red Flag Reference Behaviors
WARNING SIGNS:
Only Provides 1-2 References→ Why? Don't they have more satisfied clients?
References Are All 5+ Years Old→ Why no recent implementations? Are newer clients unhappy?
No References Your Size→ Can they actually serve your market segment?
References Seem Scripted→ Are they being coached on what to say?
Vendor Discourages Asking Certain Questions→ What are they hiding?
Can't Reach References (No Response)→ Are these references actually available and willing?
Real-World Example: The Reference Deception
Organization: State Trade Association ( 250 members)
References provided:
Large national trade association (18,000 members)
Small local society (600 members)
Medical society (different vertical)
All references were positive but not relevant.
What they discovered later (via LinkedIn):
Three Tier III trade associations recently left this vendor
Multiple complaints in association forums about this vendor
Recent implementations taking 12+ months vs. the promised 6
Why references missed this:
References were selectively chosen
No recent, similar implementations provided
Didn't search for "unhappy customer" signals
Could have been avoided: Demanding references that matched their profile, plus independent research in association communities and online reviews.
Red Flag #6: Pressure Tactics and Urgency Creation
What It Sounds Like
End of demo call:
We have a special pricing offer that ends this Friday. If you commit this week, we'll add the premium implementation package at no extra charge, which is a $15,000 value. This pricing is only available until the the end of the quarter.
Or:
We have just two implementation slots left before the the year ends. To launch at your spring conference, we must begin as soon as possible. I’d hate for you to miss this opportunity.
Why This Is Manipulative
Legitimate software companies don't use these tactics:
Good vendors understand:
AMS selection requires a thorough evaluation (3-6 months)
Board approval takes time
Multiple stakeholder input is necessary
Decision quality matters more than decision speed
Pressure tactics indicate:
Sales quotas driving behavior (not in your best interest)
Concern you'll discover limitations with more time
Desire to prevent comparison with competitors
Willingness to prioritize their timeline over your needs
Common Pressure Tactics to Recognize
1. Artificial Urgency
"Pricing expires Friday."
"Implementation slots filling up"
"Rate increase coming next month"
Truth: Pricing and availability are negotiable year-round for quality vendors.
2. FOMO (Fear of Missing Out)
"Your competitors are already using us."
"You're falling behind industry trends."
"Waiting will cost you more members."
Truth: Rushing a bad decision costs more than delaying for the right choice.
3. Special Deal Dangling
"One-time discount only available now"
"I can get my manager to approve this exception."
"Waiving implementation fees if you sign today"
Truth: These "special deals" are available when needed to close deals.
4. Timeline Pressure
"Implementation takes 6 months; sign now to launch by [date]"
"We can't guarantee availability if you wait."
"Your current contract expires soon; no time to keep lookin.g"
Truth: Good vendors accommodate reasonable timelines; forced rush = red flag.
How to Respond to Pressure Tactics
Maintain control of your timeline:
When vendor pressures:
"We appreciate the offer, but we have a thorough evaluation process that requires [X weeks]. Our board meets [date] for approval. We'll move at the pace that ensures we make the right decision, not the fast decision."
If they push back → RED FLAG
---
"If this pricing is only available this week, then we'll need to evaluate other vendors. A good partnership shouldn't start with pressure tactics."
Watch their response carefully.
---
"We're evaluating 3-5 vendors. We'll make our decision after completing due diligence, not based on artificial deadlines."
Vendor should respect this; if not → RED FLAG
Call their bluff:
Often, "expiring offers" mysteriously get extended when you say no. If the offer was real, it wouldn't be extended. If it gets extended, you now know future deadlines are negotiable.
Real-World Example: The Pressure Purchase Regret
Organization: Alumni association (4,700 members)
What happened:
Compelling demo on Tuesday
"Special pricing expires Friday," pressure
ED felt rushed but didn't want to lose "deal"
Signed contract on Thursday
Post-signature regret:
Discovered another vendor better fit (would have found in week 2)
"Special pricing" turned out to bethe standard institutional rate
Implementation slots "filling up" was false—started 6 weeks later anyway
The board questioned why the decision was rushed
The impact:
ED lost credibility with the board
The system was adequate but not optimal
Three years of "what if we'd chosen vendor B?"
Potentially Avoidable: Adhering to the established evaluation timeline, conducting thorough due diligence despite external pressures, and accurately identifying the tactics being employed.
Red Flag #7: The "Trust Us, We're the Experts" Dismissal
What It Sounds Like
You ask detailed questions about configurations, data migration, or complex scenarios.
Vendor responds:
"Don't worry about those technical details—that's what our implementation team is for. We've done this hundreds of times. You focus on your association's mission; let us handle the technology. Trust us, we'll make it work."
Translation: "We don't want to discuss complexity that might concern you. We'll figure it out later (maybe)."
Why This Is Dangerous
You should worry about technical details:
YOU will live with this system for 5-7 years, not them
"We'll make it work" often means "workarounds"
The implementation team may not deliver what sales implied
Your specific scenario might be their first time
"Trust us" is not a project plan
Quality vendors:
Welcome detailed questions (shows you're thoughtful)
Provide specific answers to technical concerns
Acknowledge when something is complex
Don't dismiss legitimate worries
Document everything discussed
How to Test for This Red Flag
Insist on detailed answers, when the vendor deflects with "trust us":
"I appreciate your experience, but this is a significant investment and multi-year commitment. We need specific answers to our specific scenarios before we can move forward with confidence."
Best response: Vendor provides detailed answers
RED FLAG response: Continued dismissal or minimization
---
"If these details will be handled during implementation, can we document these requirements in the contract as deliverables?"
Best response: "Absolutely, let's document them"
RED FLAG response: "That's not how contracts work" or resistance
---
"Can you provide a detailed implementation plan that addresses these specific concerns?"
Best response: Provides detailed plan or creates one
RED FLAG response: "We create that after contract signing"
Document everything discussed:
Take detailed notes during demos. Send follow-up email:
"To confirm our understanding from today's demo: • You stated X feature works [specifically how] • You confirmed Y integration is [details] • You said Z timeline is [specific duration]
Please confirm these understandings are accurate or clarify any misstatements."
If the vendor won't confirm in writing → MAJOR RED FLAG
Real-World Example: The "Trust Us" Failure
Organization: Professional society (5,400 members)
What vendor said:
"Don't worry about the complex event registration scenarios you described."
"We've handled much more complicated than what you need."
"Trust us, we'll configure it during implementation."
"No need to document every detail now"
What happened during implementation:
Situations that were initially guaranteed as "no problem" necessitated custom development.
The "standard implementation" did not accommodate their intricate use cases.
The custom development incurred an additional cost of $18,000 and extended the timeline by 8 weeks.
Certain scenarios still require alternative solutions.
Vendor defense: "You didn't specify those requirements in the contract. That's custom work."
But during sales: "Don't worry about details, we've got this."
Potentially Avoidable Issues: Ensuring specific requirements are documented in the contract, not relying on assurances without detailed validation, and requiring the the implementation team to review complex scenarios before finalizing the agreement.
How to Use These Red Flags in Your Evaluation
Create a Red Flag Scorecard
For each vendor you demo:
Vendor: ___________________
Demo Date: _______________
Red Flag Scoring (0 = No concern, 3 = Major concern):
□ Red Flag #1: "Yes, We Can" Pattern [ /3 ]
□ Red Flag #2: Demo Too Perfect [ /3 ]
□ Red Flag #3: Vague Integration Details [ /3 ]
□ Red Flag #4: Hidden Implementation Team [ /3 ]
□ Red Flag #5: Generic References [ /3 ]
□ Red Flag #6: Pressure Tactics [ /3 ]
□ Red Flag #7: "Trust Us" Dismissals [ /3 ]
Total Red Flag Score: [ /21 ]
Scoring Guide:
• 0-3 points: Green light (low risk)
• 4-7 points: Yellow light (proceed with caution, address concerns)
• 8-12 points: Red light (serious concerns, probably eliminate)
• 13+ points: STOP (do not proceed with this vendor)
The Post-Demo Debrief Process
Within 24 hours of each demo:
Individual Assessment (each selection committee member)
Complete the red flag scorecard independently
Document specific examples of concerns
Note unanswered questions
Team Discussion (30-60 minutes)
Compare red flag scores
Discuss discrepancies (why did one person score high, another low?)
Identify questions needing follow-up
Decide: Proceed, Eliminate, or Need More Information
Follow-Up Communication (within 48 hours)
Send detailed questions to the vendor
Request demonstrations of flagged concerns
Ask for written confirmation of discussed capabilities
Set deadline for responses (5 business days)
Vendor Response Evaluation
How quickly did they respond? (Speed indicates prioritization)
How completely did they answer? (Depth indicates honesty)
Did they provide requested demonstrations?
Did they put commitments in writing?
Poor vendor responses = Additional red flags
Beyond Red Flags: Green Flags to Look For
While watching for warning signs, also recognize positive indicators:
Green Flag #1: Proactive Limitation Disclosure
Vendor says: "For your formula-based dues, our system handles two variables natively. For four variables, you'd need our Advanced Pricing module, which adds $X annually. Alternatively, you could simplify to two variables. Let's discuss trade-offs."
Why it's green: Honest about limitations, discusses options, respects your decision-making.
Green Flag #2: "Let Me Show You" Instead of "Let Me Tell You"
Vendor says: "Rather than describing how event registration works, let me share my screen and we'll walk through creating an actual event with your pricing structure."
Why it's green: Demonstrates confidence, transparency, and real capability.
Green Flag #3: Acknowledges Competitor Strengths
Vendor says: "Vendor X has stronger abstract management than we do. If that's your top priority, you should seriously evaluate them. Our strength is in financial management and event registration."
Why it's green: Honest positioning, respects your evaluation process, and confidence in differentiation.
Green Flag #4: Introduces Implementation Team Early
Vendor says: "I'd like to bring Jane from our implementation team into our next conversation to discuss your data migration and timeline. She's led five similar projects and can give you realistic expectations."
Why it's green: Transparency, confidence in the implementation team, focus on realistic expectations.
Green Flag #5: Provides Abundant, Relevant References
Vendor says: "Here are eight references that match your profile—all Tier III professional societies implemented in the past 18 months. I've included member counts, modules used, and both successes and challenges they experienced. Feel free to contact any or all."
Why it's green: Abundance of relevant options, transparency about challenges, confidence in client satisfaction.
Green Flag #6: Respects Your Timeline
Vendor says: "I know you're evaluating several vendors and need time for thorough due diligence. Our pricing is consistent, and we'll work with whatever timeline makes sense for your process. Take the time you need to make the right decision."
Why it's green: Customer-centric, confidence in value proposition, long-term relationship focus.
Green Flag #7: Documents Commitments
Vendor says: "I'll send a follow-up email summarizing our discussion today, covering the specific capabilities you inquired about. If there's any inaccuracy, please inform me so we can clarify."
Why it's green: Ensures accountability, provides documentation, and demonstrates confidence in the accuracy of statements.
Your Demo Evaluation Toolkit
Before the Demo: Questions to Send in Advance
Maximize demo value by setting expectations upfront:
Subject: Demo Preparation - Specific Scenarios to Address
We're looking forward to our demo on [date]. To make the best use of our time, please be prepared to demonstrate (not just discuss) the following scenarios specific to our association:
Scenario 1: Member Management
[Describe your specific member types, pricing structure, renewal cycle]
Please show: How we would configure this, what reports we could generate
Scenario 2: Event Registration
[Describe your most complex event registration scenario]
Please show: Actual registration flow, payment handling, reporting
Scenario 3: Financial Management
[Describe your accounting requirements and integration needs]
Please show: Invoice generation, payment processing, GL integration
Scenario 4: [Your Specific Priority]
[Describe unique requirement or workflow]
Please show: How your system handles this specifically
We'd also like to meet the implementation consultant who would lead our project if we proceed.
Please confirm you can address these scenarios in the demo.
If the vendor can't/won't address → Early red flag
During the Demo: Real-Time Evaluation Form
Bring a checklist to every demo (Sample Below):
DEMO EVALUATION FORM
Vendor: _______________ Date: _______ Evaluator: ___________
Rate each area (1-5 scale):
1 = Poor, 2 = Below Average, 3 = Acceptable, 4 = Good, 5 = Excellent
TECHNICAL CAPABILITIES
□ Demonstrated (not just discussed) our key requirements [ /5]
□ System performed well (speed, reliability) [ /5]
□ Integration capabilities clearly explained and shown [ /5]
□ Limitations honestly discussed [ /5]
VENDOR CREDIBILITY
□ Sales rep knowledgeable and honest [ /5]
□ Questions answered specifically and completely [ /5]
□ Provided relevant references and examples [ /5]
□ Respected our timeline and process [ /5]
IMPLEMENTATION READINESS
□ Realistic timeline provided with justification [ /5]
□ Implementation team introduced or available [ /5]
□ Complexity and risks acknowledged [ /5]
□ Clear understanding of our specific needs [ /5]
RED FLAGS OBSERVED (Note any):
□ "Yes, we can" without demonstration
□ Demo environment too perfect
□ Vague integration details
□ Implementation team not available
□ Generic references
□ Pressure tactics
□ "Trust us" dismissals
GREEN FLAGS OBSERVED (Note any):
□ Proactive limitation disclosure
□ Live demonstrations of features
□ Competitor strengths acknowledged
□ Implementation team introduced early
□ Abundant relevant references
□ Respected our timeline
□ Documented commitments
OVERALL IMPRESSION:
Recommend: □ Advance to Finalist □ Need More Info □ Eliminate
Key Strengths:
1. _________________________________
2. _________________________________
3. _________________________________
Key Concerns:
1. _________________________________
2. _________________________________
3. _________________________________
Follow-Up Questions Needed:
1. _________________________________
2. _________________________________
3. _________________________________
After the Demo: The 48-Hour Follow-Up
Send within 48-72 hours (Sample):
Subject: Demo Follow-Up and Clarification Questions
Thank you for yesterday's demonstration. We appreciate the time your team invested in understanding our needs.
Before we can move forward in our evaluation, we need clarification on several points:
1. [Specific capability question with context]
- Please demonstrate this functionality in our next meeting
- If this requires customization, please provide cost and timeline
2. [Integration concern]
- Please provide technical documentation for this integration
- Connect us with a reference using this specific integration
3. [Timeline or implementation question]
- Please introduce us to the implementation consultant
- Provide sample project plan for similar-sized implementation
We'd also like to schedule reference calls with the following types of organizations:
• [Specific profile needed]
• [Specific profile needed]
• [Specific profile needed]
Please provide this information by [date, 5 business days out].
We'll use your responses to determine whether to advance your solution to our finalist evaluation phase.
Quality vendors respond completely and promptly. Problematic vendors dodge, delay, or provide incomplete responses.
Making the Final Decision: When to Walk Away
Absolute Disqualifiers (Walk Away Immediately)
These red flags should eliminate a vendor regardless of other factors:
Vendor won't provide relevant references→ What are they hiding?
Vendor can't demonstrate core requirements→ Capability likely doesn't exist as described
Vendor uses high-pressure tactics repeatedly→ Indicates poor partnership approach
Vendor won't document commitments in writing→ Protection from post-contract disappointment
Vendor won't introduce the implementation team before signing→ Major disconnect between sales and delivery likely
Multiple red flags (5+ of the 7) observed→ Pattern indicates systemic issues
Serious Concerns (Proceed Only with Mitigation)
These require addressing before contract signing:
Some capabilities require workarounds→ Mitigation: Document acceptable workarounds in contract
Integration complexity higher than expected→ Mitigation: Add integration support to the implementation scope
Timeline longer than preferred→ Mitigation: Adjust expectations, build buffer
References have minor concerns→ Mitigation: Address specific concerns with the vendor
Demo showed some rough edges→ Mitigation: Understand product roadmap, improvement timeline
When All Vendors Have Red Flags
Sometimes, every vendor has issues. How to decide?
Prioritize by:
Severity of red flags - Some issues are dealbreakers, while others are manageable.
Pattern vs. isolated issues - A single red flag might be solvable; multiple indicate systemic problems.
Mitigation options - Can the concerns be addressed through contractual terms?
Relative comparison - Which vendor has the fewest or least severe red flags?
Sometimes the answer is: Delay selection until you find better options or reconsider your requirements.
Conclusion: Trust Your Instincts, Verify Everything
The most important lesson: If something feels off during a demo, it probably is.
Trust your gut when you sense:
The vendor exhibits evasive or ambiguous behavior.
Responses do not directly address the inquiries.
There is pressure to proceed at an uncomfortable pace.
Legitimate concerns are being dismissed.
There is a discrepancy between what is promised and what is demonstrated.
But don't rely on instinct alone. Verify everything:
Request live demonstrations of the capabilities discussed
Ensure commitments are confirmed in writing
Contact references and delve deeper than just surface-level satisfaction
Involve the implementation team in discussions from the start
Include requirements in the contract, not solely in sales discussions
Remember: A 30-minute demo that goes well is not sufficient due diligence for a $150,000+ multi-year commitment affecting every aspect of your operations.
The right vendor:
Encourages your skepticism and thorough inquiries
Shows capabilities instead of merely describing them
Honestly recognizes limitations while highlighting strengths
Introduces the implementation team early in the process
Offers plenty of relevant references
Honors your timeline and evaluation process
Documents commitments in writing without delay
These vendors exist. Don't settle for red flags because you're tired of searching.
Schedule: Demo Strategy Session Here.
Related Resources:
Request: Complete AMS Selection Methodology
Request: AMS Tier Classification Assessment
Request: How to Get Board Approval for AMS Template
Request: AMS Implementation Planning Guide
Request: 59 Essential Functional Requirements Checklist
This guide is based on 200+ AMS evaluations and the common patterns that differentiate successful selections from costly mistakes.




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