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From 41% to 72% in four weeks: a trial process redesign with business analysis and AI

From 41% to 72% in four weeks: a trial process redesign with business analysis and AI

In my last article, "Rule, agent or human?", I argued that AI makes process improvement and business analysis faster without replacing either. This article shows the project behind that view: a trial process redesign for a SaaS company, which I diagnosed, redesigned and measured in less than four weeks.

The client is an AI-marketing SaaS and a related party, so I share ratios only. Its trial was losing customers at every stage. AI did the data pulls and the first drafts; I owned the method and the design, and shaped every decision with the client. The first release went live three days after the first data pull. It changed content only, so it carried little risk and was easy to undo; everything that touches code or payments is going live in stages, each one checked before the next. Within four weeks, the share of trial users who become paying customers rose from 41% to 72%.

Experience is what made that pace possible. I have 14+ years in enterprise business analysis and process transformation, and for the past year I have worked hands-on with applied AI, in a regulated enterprise and in a small company. That background tells me which questions to ask, which steps an AI can take over and what it needs to do each one well. In my view, this is the skill that matters most now: breaking the work into steps an AI can perform, then giving the AI what each step needs.

The starting point

The company sells through a trial that turns into a paid plan at the first charge. The live data showed a funnel losing people at every stage: 41% of trial users reached a paid plan, 53% cancelled before the first charge, and 33% never started using the product. Monthly churn was 24%.

At that churn level, more advertising would mostly have refilled a leaking funnel. So I narrowed the work to two questions: where exactly does the journey lose people, and what can be fixed first without a development project?

Where AI sped up the analysis

I used classic business analysis methods: a baseline, a funnel model, a KPI framework and an AS-IS journey map. AI shortened the preparation of each (Figure 1). The diagnosis took two working days and the onboarding redesign two more. It shortened the preparation, not the checking: every output was reviewed before it fed a decision.

Four analysis steps. Baseline from live data: AI pulled the data with read-only access; I set the question and the sources and checked every output. Funnel model and KPIs: AI drafted a back-solved funnel model and lead and lag KPIs; I named the two binding constraints, retention and the number of new paying customers. AS-IS journey: AI prepared the evidence; I mapped the 12-step journey and judged the six failure points. Strategy questionnaire: AI pre-filled 79 questions; I reviewed the answers and kept the decisions.
Figure 1. Where AI sped up the analysis: what AI did and what stayed with me in each of the four analysis steps.

Before the first data pull I set the ground rules: which sources the AI could read (read-only access to every one), what it must not extract (no personal data) and who approves what (a person signs off every customer-facing change). With those in place, the AI could work at speed on the pulls and first drafts, and I checked every output.

Flow diagram with four stages: baseline (41% of trial users reached a paid plan, 53% cancelled before the first charge, 33% never started, monthly churn 24%), AS-IS (12 steps, six failure points), TO-BE (one goal, five-step start path, first steps live) and release and measure (first wave live on 16 October, trial-to-paid rose from 41% to 72%).
Figure 2. From live data to a working first release: the four stages and the status of each. Related-party client, ratios only.

Where the analyst still decides

The TO-BE design is the part an AI cannot hand over, and it is where experience counts most. My principle was one goal, and always one clear next step for the user. In practice, that meant a five-step start path, a checkout cut from seven fields to four, emails driven by the user's progress, a notice before the first charge and a recorded reason for every cancellation. I also redefined activation: it no longer means signing up, but completing the first audit of one's own business.

Then I sorted every TO-BE step into a rule, an agent step or a human decision (Figure 3). Most of the new journey needs no AI at all, because a rule or a standard trigger does the job more cheaply and more predictably. I kept AI for the steps where it adds value, with a person checking its output.

Three columns. Rule: sign-up, start page and progress indicator (live), help email if the AI assistant is not connected within 24 hours, notice before the first charge, plan recommendation at the end of the trial. Agent: first audit of the user's business; candidates: three suggested next tasks after the audit, grouping free-text cancellation reasons. Human decision: pricing, consent wording, customer-facing copy.
Figure 3. Every TO-BE step sorted into a rule, an agent step or a human decision. Working classification; the agent candidates are design sketches.

For the two agent candidates I wrote a step card (Figure 4): what goes in, how the step works, what comes out, who checks it and who signs it off. Both are design sketches and not live yet.

Two step cards. Grouping cancellation reasons: input is the reason recorded in the new cancel step; method is an agreed category list with examples sorted by a person; output is a category per reason and a monthly count; a person reviews a sample each month; changes to the list need an owner's sign-off; owner to be named. Next tasks after the audit: input is the user's audit result; method is a list of approved tasks and templates; output is three tasks in approved wording; a person reviews a sample before and after release; templates are approved before going live; owner to be named.
Figure 4. Step cards for the two agent candidates: input, method, output, check, approval and owner. Design sketch, not yet live.

From analysis to a release plan

I matched the pace to the risk. The first wave changed only what a new user sees after signing up: no code, no change to payment, and easy to reverse, so there was no reason to wait. The changes that carry risk, the shorter checkout, the cancel step and the agent steps, go through testing and sign-off first, and the full switch-on waits for a test sign-up. Moving fast on the safe part meant the riskier decisions could rest on live data instead of assumptions.

I split the rollout into four waves over eight weeks, each with its own KPI targets. The first wave changed content only, so it needed no code, and it went live on 16 October. The other waves were approved in early November and are rolling out step by step. Alongside the plan I delivered the baseline and funnel model, the AS-IS and TO-BE maps, a gap analysis, a six-screen UX concept, a four-slide executive summary and a 16-slide detailed deck.

Every measurement uses the baseline definitions. In PDCA terms, the baseline and the design are Plan, the rollout is Do, the measurements at weeks 4 and 8 after the full switch-on are Check, and any change to the plan after week 4 is Act. Figure 5 shows the timeline.

Gantt-style timeline. Baseline week 5 to 11 October: 41% trial-to-paid. Diagnosis 13 to 14 October, two working days. TO-BE redesign 15 to 16 October, two working days. First wave live on 16 October; start page and packages page live in early November. Weekly trial-to-paid readings: 41%, 48%, 53%, 57%, 72%. Next, dates to be set: shorter checkout, cancel step, full switch-on, and the Part 2 measurements at weeks 4 and 8.
Figure 5. Project timeline, October to November 2026: baseline, analysis, design, release and the weekly trial-to-paid readings. Related-party client, ratios only.

What is live so far

Three steps are live, and I had each one checked before the next one started:

  • 16 October, the content-only first wave. The thank-you page after sign-up now leads straight to connecting the AI assistant. The connection lesson works as a launchpad, and all three connection paths lead to a new seven-part lesson in which users audit their own business, make small fixes and see how to move to a larger plan.
  • Early November, a start page for signed-in users: the five-step start path with a progress indicator. Users can mark a step as done, and the bar disappears once the path is complete.
  • Early November, a packages page: a calculator recommends the cheapest plan that fits, and a plan change runs step by step.

Still ahead: the shorter checkout, the new cancel step that asks for a reason, and the full switch-on after a test sign-up.

Early results: more trial users become customers

AI pulled the weekly figures in minutes, using the baseline definitions. Each figure covers the trials that ended in the previous 28 days, so week by week the trials from before the first wave drop out and trials that went through the new flow take their place (Figure 6).

Three line charts by week ending 11 Oct (baseline), 18 Oct, 25 Oct, 1 Nov and 8 Nov. Trial-to-paid: 41%, 48%, 53%, 57%, 72%, target 55%, better than baseline every week. Cancelled before the first charge: 53%, 48%, 41%, 40%, 28%, better every week. Monthly churn: 24%, 32%, 29%, 26%, 26%; worse in the first two weeks, close to baseline since; actions not live yet.
Figure 6. Weekly KPIs against the baseline, rolling 28-day cohorts. Green is better, amber is close, red is worse. The first wave went live on 16 October; the churn actions belong to the next waves and are not live yet. Related-party client, ratios only.

The results line up with the release. Before 16 October, 41% of trial users reached a paid plan. The ratio has risen every week since, to 72% in the week to 8 November, well above the 55% target. Over the same weeks, cancellations before the first charge almost halved, from 53% to 28%. Both gains sit in the part of the journey the first wave changed: what a new user sees and does right after signing up.

Next step: monthly churn. Churn is a KPI in the plan, but the first wave did not target it, and the actions for keeping paying customers are not live yet.

The sample is still small. Before the full switch-on I will fix a new baseline with the same definitions, and Part 2 will measure the whole redesign against it.

What this shows

Fast, measurable results are possible when experience and AI work on the same problem. The methods gave the project its structure. AI made each step fast enough that decisions could rest on evidence within days. Speed here meant earlier evidence, not skipped steps: the same methods, the same checks, with AI taking over the pulling and drafting. My experience decided where to look, what to change first and what to leave to a rule instead of an AI. Less than four weeks after the first data pull, more trial users are becoming paying customers, and cancellations before the first charge have nearly halved.

This is how I work as a senior business analyst and AI-enabled process transformation lead: I break the work into steps, give the AI what each step needs and keep the decisions where the accountability sits. It is early and the sample is small, but so far the approach is working, and the direction is clear.

The first wave showed what the trial process redesign can do for conversion. Part 2 will test the rest: the week 4 and week 8 results after the full switch-on, and the first read on churn.

Want the full playbook behind this?

14+ years of results, EUR 1.1M+ documented savings. Senior Business Analyst & AI-Enabled Process Transformation Lead. 2 pages, no signup.

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