Captain's Log
Captain's Log
Captain's Log



Give spam callers a taste of their own medicine by wasting their time.
Give spam callers a taste of their own medicine by wasting their time.
The Jolly Roger Telephone Company uses pirate-themed AI bots to filter spam calls. Their mobile app (Captain's Log) manages call recordings, contacts, & custom answering bots.
OVERVIEW
I led the complete redesign of Captain's Log as the sole designer, addressing critical business challenges around user retention & market expansion. Partnering with 2 co-founders & their developer, I transformed a struggling & outdated spam call blocking app from serving a narrow 50+ demographic to appealing to users aged 29-65, with the long-term results of reducing operational overhead from support tickets & cancellation requests.
Through comprehensive user research & strategic redesign, I delivered a modern interface with 25% improved navigation usability, established a scalable UI kit, & modernized the brand to capture younger market segments. The redesign prioritized AI-powered call summaries & transcripts over audio content, integrated an onboarding flow to boost engagement, & streamlined the user experience to reduce cognitive load & support dependencies.
GOALS
Expand target demo from 50+ to 29-65 age range to increase market reach
Reduce monthly help tickets & cancellation requests through improved UX
Increase user retention & monthly active users (MAU) through strategic feature prioritization
Create scalable design foundations for future product development
ROLE: Design Lead (1 of 1)
RESPONSIBILITIES
End-to-End UX/UI Design
User Research & Testing
Information Architecture
UI kit & Brand Identity
Stakeholder Alignment
COLLABORATORS
Stephen B. - CEO, Co-founder
Roger A. - CTO, Co-founder
James S. - Developer
DURATION: 10 weeks
Give spam callers a taste of their own medicine by wasting their time.
The Jolly Roger Telephone Company uses pirate-themed AI bots to filter spam calls. Their mobile app (Captain's Log) manages call recordings, contacts, & custom answering bots.
OVERVIEW
I led the complete redesign of Captain's Log as the sole designer, addressing critical business challenges around user retention & market expansion. Partnering with 2 co-founders & their developer, I transformed a struggling & outdated spam call blocking app from serving a narrow 50+ demographic to appealing to users aged 29-65, with the long-term results of reducing operational overhead from support tickets & cancellation requests.
Through comprehensive user research & strategic redesign, I delivered a modern interface with 25% improved navigation usability, established a scalable UI kit, & modernized the brand to capture younger market segments. The redesign prioritized AI-powered call summaries & transcripts over audio content, integrated an onboarding flow to boost engagement, & streamlined the user experience to reduce cognitive load & support dependencies.
GOALS
Expand target demo from 50+ to 29-65 age range to increase market reach
Reduce monthly help tickets & cancellation requests through improved UX
Increase user retention & monthly active users (MAU) through strategic feature prioritization
Create scalable design foundations for future product development
ROLE: Design Lead (1 of 1)
RESPONSIBILITIES
End-to-End UX/UI Design
User Research & Testing
Information Architecture
UI kit & Brand Identity
Stakeholder Alignment
COLLABORATORS
Stephen B. - CEO, Co-founder
Roger A. - CTO, Co-founder
James S. - Developer
DURATION: 10 weeks
Outcomes
25%
Improvement in ease
The new IA is expected to help users find content 25% more easily than previous design
UI Kit
adoption
Comprehensive, accessible library drives consistency across all of Jolly Roger's digital products
UI Kit
adoption
Comprehensive, accessible library drives consistency across all of Jolly Roger's digital products
Modernized
UI
A polished & contemporary visual language to boost user perception & trust
Modernized
UI
A polished & contemporary visual language to boost user perception & trust

While it's too early to report quantitative impact, we anticipate significant reductions in service cancellation requests, improvement in app store ratings, & growth of new users after app updates are launched & shared through the client's communication channels.
Refreshed aesthetics
New style guidelines reflect a more contemporary, consistent, & cohesive direction to foster user trust.
Before
After
New onboarding flow
Encourages users to opt in to key features & take an optional quiz to determine their ideal spam protection level.
Contacts tab
One place to manage contacts considered "Safe" & "Spam". Previously only available on the web app.
Refreshed aesthetics
New style guidelines reflect a more contemporary, consistent, & cohesive direction to foster user trust.
Before
After
New onboarding flow
Encourages users to opt in to key features & take an optional quiz to determine their ideal spam protection level.
Contacts tab
One place to manage contacts considered "Safe" & "Spam". Previously only available on the web app.
Refreshed aesthetics
New style guidelines reflect a more contemporary, consistent, & cohesive direction to foster user trust.
Before
After
New onboarding flow
Encourages users to opt in to key features & take an optional quiz to determine their ideal spam protection level.
Contacts tab
One place to manage contacts considered "Safe" & "Spam". Previously only available on the web app.
Refreshed aesthetics
New style guidelines reflect a more contemporary, consistent, & cohesive direction to foster user trust.
Before
After
New onboarding flow
Encourages users to opt in to key features & take an optional quiz to determine their ideal spam protection level.
Contacts tab
One place to manage contacts considered "Safe" & "Spam". Previously only available on the web app.
Refreshed aesthetics
New style guidelines reflect a more contemporary, consistent, & cohesive direction to foster user trust.
Before
After
New onboarding flow
Encourages users to opt in to key features & take an optional quiz to determine their ideal spam protection level.
Contacts tab
One place to manage contacts considered "Safe" & "Spam". Previously only available on the web app.
Refreshed aesthetics
New style guidelines reflect a more contemporary, consistent, & cohesive direction to foster user trust.
Before
After
New onboarding flow
Encourages users to opt in to key features & take an optional quiz to determine their ideal spam protection level.
Contacts tab
One place to manage contacts considered "Safe" & "Spam". Previously only available on the web app.
Refreshed aesthetics
New style guidelines reflect a more contemporary, consistent, & cohesive direction to foster user trust.
Before
After
New onboarding flow
Encourages users to opt in to key features & take an optional quiz to determine their ideal spam protection level.
Contacts tab
One place to manage contacts considered "Safe" & "Spam". Previously only available on the web app.
Refreshed aesthetics
New style guidelines reflect a more contemporary, consistent, & cohesive direction to foster user trust.
Before
After
New onboarding flow
Encourages users to opt in to key features & take an optional quiz to determine their ideal spam protection level.
Contacts tab
One place to manage contacts considered "Safe" & "Spam". Previously only available on the web app.
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Web app
Web app
Refreshed aesthetics
New style guidelines reflect a more contemporary, consistent, & cohesive direction to foster user trust
Before
After




Before
After




Swipe through










New onboarding flow
Prompts users to opt in to the app's most important features & take an optional quiz to determine their ideal level of spam protection.
Contacts tab
One place to manage contacts considered "Safe" & "Spam". Previously only available on the web app.
Swipe through








Outcomes
Design system adoption
Comprehensive, accessible library to drive consistency through all of Jolly Roger's digital products
Updated UI
A polished & contemporary visual language to boost user perception & trust
25%
Improvement in ease
The new IA is expected to help users find content 25% more easily than previous design
While it's too early to report quantitative impact, we anticipate significant reductions in service cancellation requests, improvement in app store ratings, & growth of new users after app updates are launched & shared through the client's communication channels.

