“Deal Win/Loss Analysis”
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Deal Win/Loss Analysis

Pipeline performance breakdown: 62.0% win rate across 1,341 decided deals, with €3,967,265 in revenue won.

Built from: HubSpot CRM
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Deal Win/Loss Analysis

Pipeline performance breakdown: 62.0% win rate across 1,341 decided deals, with €3,967,265 in revenue won.

The data covers the full scope of Autotask PSA records relevant to this analysis, broken down by the key dimensions your team needs for day-to-day decisions and client reporting.

Who should use this: Sales leads, MSP owners, and account managers tracking pipeline health

How often: Weekly for pipeline reviews, monthly for forecasting, quarterly for strategy

Time saved
Building pipeline reports from CRM exports requires manual filtering and formatting. This report automates it.
Pipeline clarity
Deal stage distribution, win rates, and conversion patterns at a glance.
Forecast accuracy
Historical close rates and deal aging data to improve pipeline forecasting.
Report categorySales & Pipeline
Data sourceAutotask PSA · Datto RMM · Datto Backup · Microsoft 365 · SmileBack · HubSpot · IT Glue
RefreshReal-time via Power BI
Generation timeUnder 15 minutes
AI requiredClaude, ChatGPT or Copilot
AudienceSales leads, MSP owners
Where to find this in Proxuma
Power BI › Sales › Deal Win/Loss Analysis
What you can measure in this report
Executive Summary
Pipeline Status Breakdown
Why Deals Are Lost
Why Deals Are Won
Sales Rep Performance
Largest Lost Deals
Analysis
What Should You Do With This Data?
Frequently Asked Questions
Total Opportunities
Win Rate
Revenue Won
AI-Generated Power BI Report
Deal Win/Loss Analysis

Pipeline performance breakdown: 62.0% win rate across 1,341 decided deals, with €3,967,265 in revenue won.

Demo Report: This report uses synthetic data to demonstrate AI-generated insights from Proxuma Power BI. The structure, DAX queries, and analysis reflect real MSP data patterns.
1.0 Executive Summary

High-level pipeline performance at a glance.

Total Opportunities
1,465
Across 4 statuses
Win Rate
58.6%
Closed ÷ (Closed + Lost)
Revenue Won
$3,967,264
Closed + Implemented
Revenue Lost
$7,059,324
509 deals · avg $13,869
View DAX Query - Opportunity counts and totals by status
EVALUATE ADDCOLUMNS(SUMMARIZE('BI_Autotask_Opportunities','BI_Autotask_Opportunities'[status_name]), "Count", CALCULATE(COUNTROWS('BI_Autotask_Opportunities')), "Amount", CALCULATE(SUM('BI_Autotask_Opportunities'[amount]))) ORDER BY [Count] DESC
2.0 Pipeline Status Breakdown

Every opportunity grouped by its current status, with total value per segment.

StatusCountValueShare
Closed720$3,443,38549.1%
Lost509$7,059,32534.7%
Active124$3,938,8038.5%
Implemented112$523,8807.6%
View DAX Query - Status breakdown query
EVALUATE ADDCOLUMNS(SUMMARIZE('BI_Autotask_Opportunities','BI_Autotask_Opportunities'[status_name]), "Count", CALCULATE(COUNTROWS('BI_Autotask_Opportunities')), "Amount", CALCULATE(SUM('BI_Autotask_Opportunities'[amount]))) ORDER BY [Count] DESC
3.0 Why Deals Are Lost

509 lost opportunities, categorized by reason. The top factor: Testing purposes (34.3% of all losses).

Loss ReasonCountLost RevenueShare of Losses
Testing purposes122$1,594,21334.3%
Duplicate - Another opportunity is already active67$461,68318.8%
Don't need our product46$100,70912.9%
Not a good time41$830,01711.5%
Customer is not responding35$189,7449.8%
They are going for a competitor23$2,557,8496.5%
Too expensive14$407,4683.9%
Not remotely interested5$6,4451.4%
Product of service is missing features or capabilities3$19,7170.8%
View DAX Query - Loss reasons with counts and amounts
EVALUATE TOPN(10, CALCULATETABLE(ADDCOLUMNS(SUMMARIZE('BI_Autotask_Opportunities','BI_Autotask_Opportunities'[loss_reason_name]), "Lost_Count", CALCULATE(COUNTROWS('BI_Autotask_Opportunities')), "Lost_Amount", CALCULATE(SUM('BI_Autotask_Opportunities'[amount]))), 'BI_Autotask_Opportunities'[status_name] = "Lost", NOT(ISBLANK('BI_Autotask_Opportunities'[loss_reason_name]))), [Lost_Count], DESC) ORDER BY [Lost_Count] DESC
4.0 Why Deals Are Won

832 won opportunities, categorized by win reason. The strongest factor: Like our company.

Win ReasonCountWon RevenueShare of Wins
Like our company 130 €1,386,676
67.4%
Love the product 38 €512,555
19.7%
Trust our reputation 15 €37,807
7.8%
Couple of features we really like 8 €17,613
4.1%
See the value 2 €5,577
1.0%
5.0 Sales Rep Performance

Win/loss split per sales rep. Only reps with decided deals are shown.

Sales RepWonLostWin RateWon ValueLost Value
James Mitchell 17594 65.1% €727,313€128,048
Sarah Thompson 11597 54.2% €145,851€43,862
Michael Rodriguez 13175 63.6% €963,519€745,750
Emily Chen 12027 81.6% €383,221€57,536
David Williams 9440 70.1% €367,393€127,615
Rachel Martinez 1856 24.3% €41,563€247,840
Kevin Anderson 4521 68.2% €192,376€987,510
Lisa Park 538 86.9% €254,893€238,573
Robert Taylor 1141 21.2% €385,497€3,612,043
Amanda Foster 2216 57.9% €137,513€362,048
Christopher Lee 226 78.6% €239,363€103,922
Jennifer Davis 88 50.0% €63,468€178,356
Daniel Brown 92 81.8% €60,478€2,453
Stephanie White 45 44.4% €4,160€20,552
6.0 Largest Lost Deals

The top 10 lost opportunities by deal value. These represent the biggest missed revenue.

DealAmountLoss ReasonStage
Cloud Migration Project €1,890,911 They are going for a competitor Qualification
Network Overhaul €580,054 Testing purposes Qualification
Compliance Audit Package €291,686 Testing purposes Qualification
Security Assessment €255,143 Too expensive Qualification
Support Expansion €218,823 Not a good time Qualification
Infrastructure Upgrade €183,437 They are going for a competitor Qualification
Managed Services Proposal €182,911 They are going for a competitor Qualification
Staff Training Program €162,635 Not specified Qualification
Disaster Recovery Setup €161,443 Duplicate: Another opportunity active Qualification
Endpoint Protection €137,890 Customer is not responding Qualification
7.0 Analysis

The data points to a few clear patterns. At 62.0%, the overall win rate is solid but leaves room for improvement. The gap between won revenue (€3,967,265) and lost revenue (€7,059,324) is significant: you are losing almost twice the dollar value that you close.

Testing purposes accounts for 34.3% of all losses, though many of these may be data-hygiene artifacts rather than true competitive losses. The more actionable categories: "Duplicate: Another opportunity is already active" at 67 deals, and "They are going for a competitor" at 23 deals worth €2,557,849. That competitor bucket alone represents the single largest revenue loss.

On the positive side, "Like our company" is the leading driver behind successful closes (130 wins, €1,386,676 in revenue). The top-performing rep, Lisa Park, maintains a 86.9% win rate across 61 decided deals.

The largest single lost deal (€1,890,911) went to a competitor. Combined, competitor losses in the top 10 total €2,257,259. These are the deals where a targeted win-back strategy or earlier competitive positioning could have changed the outcome.

8.0 What Should You Do With This Data?

Based on the win/loss data, here are the highest-impact steps to improve your close rate.

01

Clean Up "Testing Purposes" Losses

122 opportunities are marked as lost for "Testing purposes," accounting for €1,594,212 in reported lost revenue. These skew your real win rate. Audit and re-classify them, or exclude test records from production reporting.

02

Build a Competitive Response Playbook

23 deals worth €2,557,849 were lost to competitors. For a fraction of that revenue, you could invest in competitive analysis, battle cards for sales reps, and early-stage competitor identification during qualification.

03

Fix the "Not a Good Time" Problem

41 deals (€830,016) were lost because timing was wrong. Implement a structured nurture sequence for these prospects and set automated re-engagement triggers at 90 and 180 days.

04

Coach Underperforming Reps

Win rates range from 86.9% (top) down to below 25% for some reps. Pair lower-performing reps with Lisa Park for deal strategy sessions. Focus on qualification discipline and early objection handling.

05

Double Down on Relationship Selling

Your top win reason is "Like our company" (130 wins). This signals that relationship-first selling works for your market. Make sure every proposal includes proof points that reinforce this strength.

9.0 Frequently Asked Questions
How is the win rate calculated?

Win rate equals won deals (Closed + Implemented) divided by all decided deals (won plus lost). Active and other open statuses are excluded because those deals have not reached a final outcome.

What counts as a "won" deal?

Any opportunity with status "Closed" or "Implemented" in Autotask PSA. Both statuses indicate a successful sale that has been finalized or delivered.

Why is the lost revenue higher than won revenue?

A small number of very large deals were lost (including one worth over 1.8 million). High-value losses pull the total up even though more deals were won by count. This highlights the importance of protecting large deals through the pipeline.

What does "Testing purposes" mean as a loss reason?

These are likely test or duplicate records that were closed out during system cleanup. They should be excluded or re-classified to get an accurate picture of real sales performance.

How often should I review win/loss data?

Monthly reviews work well. Win/loss patterns shift over time, and catching a trend early, such as a spike in losses to a specific competitor, gives you time to adjust before it grows.

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