Over the past 15+ years, I've led initiatives that improved conversion, increased win rates, accelerated product adoption, and uncovered millions in untapped revenue opportunities.
I divide my time at 15Five as “before Jehan” and “after Jehan.” Prior to Jehan joining, it felt like we stumbled with our product roadmaps and lacked clear data on which features to prioritize. After Jehan joined, that all changed. He provided clear product positioning, partnered with the rest of the sales and marketing team on messaging, and forged a strong product marketing strategy from the ground up.
Sterling Beck
Sr. Director, Demand Gen at 15Five
Below is a selection of engagements. Company names have been omitted for confidentiality, but I'm happy to walk through specifics, examples, and artifacts during a call.
1. Increased trial-to-paid conversion by 31%
Challenge
A growing SaaS company had a healthy volume of trial signups, but too few were becoming paying customers. The team assumed they needed more leads, but there was little understanding of why interested buyers were dropping off during evaluation.
What I did
I interviewed failed trials, mapped the buyer journey, and identified the moments where confidence broke down. The findings were translated into onboarding improvements, customer education, messaging updates, and enablement assets that addressed the biggest questions buyers had before purchasing.
Outcomes
- Increased trial-to-paid conversion by 31%
- Generated $1.2M in additional annual recurring revenue from existing pipeline
- Reduced reliance on additional lead generation spend
- Established a repeatable process for continuously improving conversion
2. Reduced customer acquisition cost by 26%
Challenge
Marketing was under pressure to generate more pipeline despite rising acquisition costs. Leadership was considering increasing advertising spend, even though existing leads weren't converting efficiently.
What I did
Instead of focusing on generating more demand, I optimized what happened after prospects became leads. We improved nurture campaigns, customer stories, product messaging, buyer education, and sales enablement to help more prospects reach a purchase decision.
Outcomes
- Reduced customer acquisition cost by 26%
- Increased marketing-generated revenue by 34%
- Improved marketing ROI without increasing advertising spend
- Created a more efficient lead-to-revenue engine
3. Increased sales win rate by 18%
Challenge
Sales conversations were taking longer than expected, and many opportunities stalled because buyers struggled to connect their business challenges with the solution.
What I did
I conducted customer interviews to understand the questions buyers needed answered before making a decision. We created messaging, customer stories, competitive content, and enablement materials that addressed those questions before prospects ever spoke with Sales.
Outcomes
- Increased opportunity win rate by 18%
- Reduced sales cycle by 21 days
- Improved sales readiness through stronger buyer education
- Reduced repetitive objections during the sales process
4. Identified $3.8M in hidden revenue within the existing pipeline
Challenge
Leadership believed aggressive revenue growth required significantly more lead generation investment. Before increasing budget, they wanted to understand whether existing pipeline represented a larger opportunity.
What I did
I mapped the entire funnel, analyzed conversion rates at every stage, and modeled multiple growth scenarios. Rather than simply increasing lead volume, we identified the conversion improvements that would have the greatest impact on revenue.
Outcomes
- Identified $3.8M in potential annual revenue within the existing funnel
- Prioritized the highest-impact conversion initiatives
- Avoided significant incremental demand generation spend
- Shifted executive planning toward conversion-led growth
5. Reduced early customer churn by 22%
Challenge
A meaningful percentage of new customers were leaving within their first year. The company had limited visibility into whether churn was driven by product gaps, onboarding, expectations, or implementation challenges.
What I did
I built a structured churn interview program to identify recurring themes across departing customers. The findings informed onboarding improvements, customer education, product priorities, and lifecycle communications that better prepared customers for success.
Outcomes
- Reduced first-year customer churn by 22%
- Improved customer onboarding experience
- Identified the highest-impact retention opportunities
- Created an ongoing voice-of-customer program to continuously monitor churn drivers
6. Increased expansion revenue by 29%
Challenge
The company had strong customer retention but inconsistent expansion across departments and business units. Leadership wanted to better understand what motivated customers to grow their investment.
What I did
I interviewed expanding customers to identify common buying patterns, success milestones, and adoption behaviors. Those insights informed expansion messaging, customer education, and lifecycle programs designed to help customers realize value earlier.
Outcomes
- Increased expansion revenue by 29%
- Improved multi-team adoption across customer accounts
- Identified new product and packaging opportunities
- Built a scalable framework for future expansion campaigns
7. Accelerated product adoption by 42%
Challenge
New product capabilities were launching regularly, but customer adoption lagged behind expectations. Awareness was high, yet many customers struggled to understand how the new functionality applied to their daily work.
What I did
I developed the positioning, launch strategy, customer education, enablement materials, and supporting content needed to connect new features with real customer problems. Every launch focused on helping customers understand not just what was new, but why it mattered.
Outcomes
- Increased adoption of new capabilities by 42%
- Improved feature engagement across existing customers
- Reduced time-to-value for new users
- Increased product usage across key workflows
8. Built a customer research program that influenced company strategy
Challenge
Product, Marketing, Sales, and Customer Success were making important decisions with limited direct customer feedback. Insights were collected sporadically and rarely translated into coordinated action.
What I did
I established an ongoing customer research program spanning failed trials, active customers, expansion opportunities, and churned accounts. Every interview followed a consistent framework and every insight was synthesized into clear recommendations for cross-functional teams.
Outcomes
- Conducted 200+ customer and prospect interviews
- Influenced product roadmap, messaging, onboarding, and lifecycle strategy
- Created a repeatable customer insight process adopted across teams
- Improved executive decision-making through evidence instead of assumptions
9. Created a customer story engine that increased buyer confidence
Challenge
The company had strong customers but very little proof available to buyers during the purchasing process. Sales relied heavily on product demonstrations instead of customer evidence.
What I did
I interviewed customers across industries and use cases to create a library of outcome-focused case studies, testimonials, and proof points. The stories were designed to answer the questions buyers naturally ask before making a purchase.
Outcomes
- Produced 40+ customer stories and proof assets
- Increased sales content utilization by 58%
- Improved buyer confidence throughout the evaluation process
- Equipped Sales with reusable evidence for every stage of the buying journey
10. Increased new feature adoption by 37% through a repeatable launch process
Challenge
Product launches were inconsistent. Some features received significant attention while others quietly shipped with little customer awareness or internal enablement. Marketing, Product, Sales, and Customer Success often worked on different timelines, making launches difficult to execute consistently at scale.
What I did
I designed and implemented a standardized monthly feature launch process that aligned every team around a common playbook. The framework defined launch tiers, timelines, ownership, messaging, customer communications, sales enablement, and success metrics. Instead of treating every release as a one-off project, the company adopted a repeatable operating cadence that made launches faster, more predictable, and easier to execute.
Outcomes
- Increased new feature adoption by 37%
- Reduced average launch planning time by 45%
- Improved cross-functional alignment across Product, Marketing, Sales, and Customer Success
- Enabled the company to confidently launch new capabilities every month using a consistent, scalable process
11. Increased qualified pipeline by 41% by rebuilding GTM around buyer research
Challenge
A B2B SaaS company struggled to prioritize the right buyer personas and create messaging that resonated. Product, Marketing, and Sales lacked a shared understanding of what buyers actually needed before making a purchase.
What I did
I led a voice-of-customer research program, interviewing prospects and customers across multiple personas. I translated those insights into persona-specific messaging, positioning, content, sales enablement, and a customer-informed go-to-market strategy.
Outcomes
- Increased qualified pipeline by 41%
- Increased website-to-demo conversion by 24%
- Increased sales win rate by 17%
- Aligned Product, Marketing, and Sales around a shared go-to-market strategy
12. Increased enterprise win rate by 22% with a buyer-focused ROI model
Challenge
Enterprise deals frequently stalled because buyers struggled to build a compelling financial case for investment. Sales teams needed a more consistent way to demonstrate business value and help champions secure executive approval.
What I did
I built a robust spreadsheet-based ROI model that quantified business impact using each prospect's own assumptions and metrics. After validating it with real prospects, I refined the model and trained the sales team on how to tailor and use it throughout enterprise sales cycles.
Outcomes
- Increased enterprise win rate by 22%
- Increased average contract value by 19%
- Reduced enterprise sales cycle by 27 days
- Equipped Sales with a repeatable framework for building executive business cases
13. Increased free trial conversion and expansion with a scalable webinar engine
Challenge
A B2B SaaS company had no repeatable webinar program to educate prospects and customers. Valuable product knowledge was being shared inconsistently, limiting opportunities to convert trial users and expand existing accounts.
What I did
I built a scalable webinar engine from the ground up, creating the strategy, operating cadence, promotion plan, and repeatable process needed to consistently deliver educational sessions. Within a year, the program grew from 0 to 12 webinars per quarter, helping trial users reach value faster while encouraging existing customers to adopt more of the platform.
Outcomes
- Scaled from 0 to 12 webinars per quarter
- Increased free trial-to-paid conversion by 18%
- Increased expansion revenue by 23%
- Established a repeatable customer education engine that continued to drive growth quarter after quarter