Product Portfolio Transformation

How I led the evolution of a legacy content and commerce portfolio into a measurable, customer-centered system for acquisition, personalization, purchase, and retention.

RoleDirector of Product
TimeframeMay 2014–July 2025
ScopeFull Tarot.com portfolio
LeadershipStrategy + execution oversight

Selected scale & outcomes

20%increase in
purchase rate
2×average monthly value
per new signup
$4M+annual digital
revenue managed
10M+audience
served

The executive summary

I transformed a fragmented portfolio into one measurable customer journey.

Tarot.com had significant reach and a deep product catalog, but legacy systems fragmented the customer journey and obscured what drove conversion and retention.

As Director of Product, I set portfolio direction and led product, design, engineering, content, and marketing in connecting customer behavior, free experiences, and commerce into one measurable ecosystem.

The starting point

Connecting the customer journey.

Before

Disconnected destinations

Legacy architecture made change expensive. Content, marketing and product initiatives lived entangled with generic data points. Teams optimized by guesswork, with no way to accurately attribute what actually drove customer conversion or retention.

Legacy Tarot.com desktop homepage
Legacy Tarot.com homepage cropped inside a mobile phone

After

One relationship

What was once entangled and untraceable became one measurable relationship. Customer identity, behavior, and purchases flow through a single system that informs content, marketing, and product decisions, giving every team the same source of truth.

Responsive Tarot.com daily horoscope on desktop
Responsive Tarot.com daily horoscope on mobile

Portfolio opportunities

Opportunities that shaped the transformation.

I prioritized roadmap decisions based on where the biggest gaps between opportunity and execution were.

Market growth

A $1.9 billion U.S. psychic-services market was still expanding, creating room to deepen value for an established audience.

Mobile access

Smartphone adoption had reached 76%, while key customer journeys remained designed for desktop.

Behavioral intelligence

Fragmented customer signals forced teams to rely on assumptions.

Scalable delivery

Every release depended on custom, one-off engineering, making quarterly launches the ceiling instead of a starting point.

Voice of the Customer

Behaviors that looked similar had motivations that weren't.

Customer intent alongside behavioral data uncovered opportunities that shaped what we built and how we measured success.

Behavioral customer strategy

Different needs led to different experiences.

Customer needDaily SeekerCurious ExplorerPurchaserNew VisitorFocused SeekerLoyal Power User
Daily GuidanceDaily Horoscopes and Tarot InsightHighMediumMediumMediumMediumMedium
Explore and self-discoverSelf-guided readings and calculatorsMediumHighMediumHighMediumMedium
Plan aheadMonthly and annual forecastsMediumMediumMediumMediumHighMedium
Access premium insightPaid Tarot, Astrology, I Ching, and Numerology reportsMediumMediumHighLowMediumHigh
Find relationship guidanceLove-focused readings and reportsMediumMediumHighMediumHighMedium
Revisit saved guidanceReading journal and saved readingsHighHighMediumLowMediumHigh
Purchase with flexibilityKarma Coins and cash checkoutLowLowHighLowMediumHigh

Customer pain points

Fragmented journeys broke the path from discovery to retention.

Five recurring breakdowns prevented customers from carrying context across visits, devices, and purchases.

Fragmented
discovery

Related content and products appeared as separate destinations.

Mobile conversion
barriers

Desktop-first journeys hindered mobile discovery and conversions.

Hidden membership
value

Guest visitors had little visibility into free membership benefits.

Static member
experience

Recognized members received the same offers regardless of behavior or purchase history.

Stalled conversion
paths

Product experiences did not connect discovery to deeper customer value.

Value assessment

Impact scoring turned customer friction into roadmap priorities.

High Medium Low

Customer pain pointBusiness consequenceCustomer ExperienceSignup ConversionCommerce ConversionOrganic TrafficAdvertising Revenue
Fragmented
discovery
Disconnected destinations limited cross-product discovery and purchase.HighMediumHighHighHigh
Mobile conversion barriers
Mobile friction increased abandonment before purchase.HighHighHighMediumMedium
Hidden membership value
Hidden benefits gave guest visitors little reason to register.HighHighMediumMediumLow
Static member experience
Repeated offers weakened relevance, conversion, and retention.HighMediumHighLowMedium
Stalled conversion paths
Missing next steps prevented deeper engagement or revenue.HighHighHighMediumMedium

Three portfolio-level decisions

Setting a new direction for portfolio growth.

Measurement at a glance

One measurement system connected the entire customer journey.

Product, marketing, and engineering used a shared view of performance from acquisition through retention and delivery.

Shared
Evidence

One view. Better decisions.

Acquire
  • Qualified traffic
  • New visitor growth
Engage
  • Content engagement
  • Next-step conversion
Identify
  • Signup conversion
  • Known-customer rate
Monetize
  • Purchase conversion
  • Revenue per session
Retain
  • Repeat purchase
  • Customer lifetime value
Operate
  • Release frequency
  • Post-release defects

North Star metrics guided our decisions.

JourneyPriority metricsDecision informedResulting change
Acquire
  • Qualified traffic by source
  • New visitor growth
Channel investment based on qualified reach and scalable acquisition opportunities.Increased organic search traffic 59% across priority content categories.
Engage
  • Content engagement
  • Next-step conversion
Content and pathway priorities based on progression into deeper journeys.Lifted signup-to-first-purchase conversion 34% through clearer pathways.
Identify
  • Signup conversion
  • Known-customer rate
Signup prompts and messaging based on a clear value exchange.Increased organic-user signup conversion approximately 30%.
Monetize
  • Purchase conversion
  • Revenue per session
The balance between advertising, engagement, and purchase pathways.Increased checkout conversion 27% and average transaction value 47%.
Retain
  • Repeat purchase
  • Customer lifetime value
Retention investment across saved context, recommendations, and messaging.Grew distinct purchasers 24% and transactions 27% year over year.
Operate
  • Release frequency
  • Post-release defects
Reusable systems and release standards needed to scale without added risk.Introduced QA automation to improve release speed and reliability across concurrent initiatives.

01 · Define the scope

Four connected systems had to evolve together.

Each system started with small commitments that could produce measurable impact. Everything beyond that stayed deferred until the data justified it.

01

Commerce modernization

Modernize checkout across 50+ ecommerce products while protecting revenue.

MVP commitment
Reusable purchase flow with measurable customer behavior
What came next
Full catalog migration and advanced optimization
02

Content & advertising

Build templates that publish faster, convert better, and protect ad revenue.

MVP commitment
High-traffic template with conversion and ad tracking
What came next
Broader templates and personalization
03

Lifecycle & marketing

Replace static signup and email flows with ones driven by real customer behavior.

MVP commitment
Tracked signup and behavior-based welcome journey
What came next
Personalized retention journeys and messaging
04

Technical & data foundation

Build a reliable foundation with reusable systems and shared behavioral data.

MVP commitment
Reusable frameworks with consistent behavior tracking
What came next
Backend systems and unified customer profiles

02 · Sequence the transformation

The roadmap turned strategy into a repeatable path to scale.

Teams aligned on direction, released working foundations, learned from customer behavior, optimized results, and expanded what performed.

Focus areaEstablishDeliverLearnOptimizeScale
Commerce
modernization
Prioritize high-value purchase journeys
Define checkout, data, and product-access standards
Launch reusable checkout across priority products
Connect behavior, transaction, and product-access tracking
Identify conversion drop-off
Compare payment and purchase patterns
Improve checkout using conversion behavior
Personalize recommendations using purchase history
Extend the proven commerce system across 50+ products
Content &
advertising
Prioritize high-traffic content journeys
Define publishing, conversion, and advertising standards
Launch reusable high-traffic templates with conversion and ad-placement tracking
Identify content that deepens engagement
Compare conversion and ad performance by placement
Improve content recommendations
Balance conversion paths with ad performance
Extend proven templates and publishing workflows across the portfolio
Lifecycle &
marketing
Prioritize signup, onboarding, and return journeys
Define signup, onboarding, and retention measures
Launch tracked signup, onboarding, and welcome journeys
Connect customer behavior to lifecycle messaging
Identify the behaviors and messages that drive activation and return visits
Personalize journeys by customer behavior
Optimize message timing and cadence
Scale proven retention journeys through automation
Technical &
data foundation
Define reusable architecture, data, and delivery standards
Map dependencies across the portfolio
Launch reusable frameworks and shared events
Establish reliable reporting and release QA
Identify data gaps and system bottlenecks
Surface release risks and recurring manual work
Unify customer profiles while modernizing systems through each release
Extend proven systems, tools, and automation across the portfolio
What this
enabled
Aligned prioritiesReusable foundationsEvidence-led decisionsConnected customer experiencesFaster portfolio rollout

Operating Realities

Every release protected
the live business.

Risk shaped release order, rollout controls, and the evidence required to expand.

RiskEarly warning signalsResponseSuccess signal
Customer and revenue continuityConversion decline, payment failures, checkout abandonment, or support spikes.Phase releases, preserve proven purchase paths, and monitor behavior throughout rollout.Stable transactions, conversion, and repeat engagement.
Platform and experience stabilityError spikes, blocked releases, regressions, or device-level conversion gaps.Introduce reusable foundations, automated QA, and controlled product-by-product migration.Fewer regressions, faster releases, and consistent completion.
Measurement integrityMissing events, reporting discrepancies, or implausible behavioral changes.Establish event standards, validate known outcomes, and reconcile discrepancies before decisions.Metrics trusted across product, marketing, and leadership.
Organizational alignmentScope churn, delayed approvals, or conflicting requirements.Establish shared requirements, decision rules, checkpoints, and portfolio reporting.Faster approvals and fewer late-stage changes.

Not every risk needed
the same response.

Likelihood and impact determined whether teams acted, prepared, monitored, or accepted the risk.

03 · Define completion

Shipping was not the finish line.

A release advanced only when it created customer value, produced trustworthy evidence, and protected the live business.

Focus areaAcceptance criteriaEvidenceBusiness guardrail
Commerce modernizationCustomers can purchase and revisit products on any device.Pricing, product access, and purchase history remain accurate.Protect revenue and payment accuracy during migration.
Content & advertisingTeams can publish content without compromising conversion or ad performance.Engagement, conversion, and advertising performance remain stable or improve.Maintain traffic and advertising revenue during rollout.
Lifecycle & marketingCustomers complete signup and onboarding without losing data or context.Signup completion, message delivery, and activation remain measurable and accurate.Preserve consent, deliverability, and customer trust.
Technical & data foundationReusable systems support faster releases and consistent customer data.Tracking accuracy, reporting consistency, and release speed meet defined standards.Increase delivery speed without compromising reliability or data integrity.
Across every systemRevenue and customer context remain intact through every migration.Each release produces reliable evidence and reduces reliance on manual testing.Protect the live business and customer journey throughout every phase.

How I led the portfolio

I aligned a 15-person team around the decisions that moved customers and revenue.

Set direction across teams

Led a 15-person team at peak—3 designers, 6 engineers, 3 writers, 2 marketers, and 1 project manager—around shared portfolio priorities.

Built an accountable model

Established shared metrics, decision forums, and clear ownership so five disciplines operated as one connected product team.

Mobilized complex launches

Directed planning, readiness, migrations, and phased customer rollouts while protecting revenue and customer continuity.

Turned data into direction

Led 3 engineers in building analytics systems that aligned product, marketing, and executive investment decisions.

Reflection

“I would establish the measurement foundation earlier.”

Behavioral instrumentation shortened debates, clarified the role of each product family, and helped product, engineering, and marketing prioritize the same connected customer journey.

Selected work

Three systems. One connected growth strategy.

See how I led product, engineering, design, content, and marketing to turn fragmented customer experiences into one connected journey that drives conversion and growth.