Benjamin Charity
@bencharity.bsky.social
Engineering leader & team builder at high-growth startups & scale-ups.
https://www.benjamincharity.com/
https://www.benjamincharity.com/
Your team isn’t lazy. It’s trapped in a feature factory. Tickets close. Dashboards look great. Users don’t care.
Shift from output to outcome.
Stop counting features. Start proving impact.
www.benjamincharity.com/articles/esc...
Shift from output to outcome.
Stop counting features. Start proving impact.
www.benjamincharity.com/articles/esc...
Escaping the Feature Factory: A Practical Guide to Product Engineering | Benjamin Charity
Stop counting features, start proving impact. Transform engineering teams from output-focused factories to outcome-driven organizations.
www.benjamincharity.com
November 10, 2025 at 4:29 PM
Your team isn’t lazy. It’s trapped in a feature factory. Tickets close. Dashboards look great. Users don’t care.
Shift from output to outcome.
Stop counting features. Start proving impact.
www.benjamincharity.com/articles/esc...
Shift from output to outcome.
Stop counting features. Start proving impact.
www.benjamincharity.com/articles/esc...
Engineers don’t leave for money.
They leave when they can’t see a future.
Ladders, growth paths, and dual tracks matter more for retention than perks or pay bumps.
Here’s how to keep your best engineers longer:
👉 www.benjamincharity.com/articles/why...
They leave when they can’t see a future.
Ladders, growth paths, and dual tracks matter more for retention than perks or pay bumps.
Here’s how to keep your best engineers longer:
👉 www.benjamincharity.com/articles/why...
Why Your Best Engineers Keep Leaving (And It's Not About Money) | Benjamin Charity
Compensation isn't why engineers leave. Career growth and internal mobility matter most. Learn how to double retention with clear career paths.
www.benjamincharity.com
October 24, 2025 at 4:21 PM
Engineers don’t leave for money.
They leave when they can’t see a future.
Ladders, growth paths, and dual tracks matter more for retention than perks or pay bumps.
Here’s how to keep your best engineers longer:
👉 www.benjamincharity.com/articles/why...
They leave when they can’t see a future.
Ladders, growth paths, and dual tracks matter more for retention than perks or pay bumps.
Here’s how to keep your best engineers longer:
👉 www.benjamincharity.com/articles/why...
I promise this is my last post-mortem post 😅
Months of research and writing led to this collection of resources.
It’s the starting point for every article, framework, and guide in the series.
👉 www.benjamincharity.com/articles/pos...
Incidents are inevitable.
Repeating them isn’t.
Months of research and writing led to this collection of resources.
It’s the starting point for every article, framework, and guide in the series.
👉 www.benjamincharity.com/articles/pos...
Incidents are inevitable.
Repeating them isn’t.
The Complete Post-Mortem Series | Benjamin Charity
Navigate the complete post-mortem series from executive brief to deep-dive guides on psychological safety, systems thinking, and action accountability.
www.benjamincharity.com
October 13, 2025 at 5:56 PM
I promise this is my last post-mortem post 😅
Months of research and writing led to this collection of resources.
It’s the starting point for every article, framework, and guide in the series.
👉 www.benjamincharity.com/articles/pos...
Incidents are inevitable.
Repeating them isn’t.
Months of research and writing led to this collection of resources.
It’s the starting point for every article, framework, and guide in the series.
👉 www.benjamincharity.com/articles/pos...
Incidents are inevitable.
Repeating them isn’t.
Incidents aren’t murder mysteries.
They’re Swiss cheese.
Small holes line up. The system fails.
Post-mortems that chase a single cause miss the real lesson: how the system enabled failure.
Learn how to think in systems →
www.benjamincharity.com/articles/pos...
They’re Swiss cheese.
Small holes line up. The system fails.
Post-mortems that chase a single cause miss the real lesson: how the system enabled failure.
Learn how to think in systems →
www.benjamincharity.com/articles/pos...
Effective Post-Mortems: Systems Thinking | BenjaminCharity.com | BenjaminCharity.com
Shift from person-hunting to finding root causes in complex systems using structured analysis frameworks.
www.benjamincharity.com
October 6, 2025 at 2:58 PM
Incidents aren’t murder mysteries.
They’re Swiss cheese.
Small holes line up. The system fails.
Post-mortems that chase a single cause miss the real lesson: how the system enabled failure.
Learn how to think in systems →
www.benjamincharity.com/articles/pos...
They’re Swiss cheese.
Small holes line up. The system fails.
Post-mortems that chase a single cause miss the real lesson: how the system enabled failure.
Learn how to think in systems →
www.benjamincharity.com/articles/pos...
Post-mortems fail when people stay silent.
Without psychological safety, you don’t just lose facts. You lose truth.
How to build safer incident reviews and actually learn from them:
www.benjamincharity.com/articles/pos...
Without psychological safety, you don’t just lose facts. You lose truth.
How to build safer incident reviews and actually learn from them:
www.benjamincharity.com/articles/pos...
Effective Post-Mortems: Psychological Safety | BenjaminCharity.com | BenjaminCharity.com
Design blamelessness into your incident process so teams surface truth instead of hiding mistakes.
www.benjamincharity.com
October 3, 2025 at 4:06 PM
Post-mortems fail when people stay silent.
Without psychological safety, you don’t just lose facts. You lose truth.
How to build safer incident reviews and actually learn from them:
www.benjamincharity.com/articles/pos...
Without psychological safety, you don’t just lose facts. You lose truth.
How to build safer incident reviews and actually learn from them:
www.benjamincharity.com/articles/pos...
80% of incidents are self-inflicted.
69% lacked alerts and were caught too late.
Most postmortems don’t fix it. They’re theater. Blame gets assigned, action items gather dust, and the same outages repeat.
Here’s how to break the cycle 👇
69% lacked alerts and were caught too late.
Most postmortems don’t fix it. They’re theater. Blame gets assigned, action items gather dust, and the same outages repeat.
Here’s how to break the cycle 👇
September 29, 2025 at 3:20 PM
80% of incidents are self-inflicted.
69% lacked alerts and were caught too late.
Most postmortems don’t fix it. They’re theater. Blame gets assigned, action items gather dust, and the same outages repeat.
Here’s how to break the cycle 👇
69% lacked alerts and were caught too late.
Most postmortems don’t fix it. They’re theater. Blame gets assigned, action items gather dust, and the same outages repeat.
Here’s how to break the cycle 👇
Technical debt isn’t rot. It’s momentum.
Unmanaged, it grinds you down. Managed, it buys speed, fuels iteration, and keeps you in the market.
The real question isn’t “how do we eliminate debt?” It’s “how do we use it as leverage?”
👉 www.benjamincharity.com/articles/tec...
Unmanaged, it grinds you down. Managed, it buys speed, fuels iteration, and keeps you in the market.
The real question isn’t “how do we eliminate debt?” It’s “how do we use it as leverage?”
👉 www.benjamincharity.com/articles/tec...
Technical Debt Isn't Rot. It's Momentum.
Technical debt isn't the enemy. Managed well, it fuels speed and experimentation. Learn how to treat debt as leverage, build a debt budget, and align engineering with business strategy.
www.benjamincharity.com
September 24, 2025 at 3:18 PM
Technical debt isn’t rot. It’s momentum.
Unmanaged, it grinds you down. Managed, it buys speed, fuels iteration, and keeps you in the market.
The real question isn’t “how do we eliminate debt?” It’s “how do we use it as leverage?”
👉 www.benjamincharity.com/articles/tec...
Unmanaged, it grinds you down. Managed, it buys speed, fuels iteration, and keeps you in the market.
The real question isn’t “how do we eliminate debt?” It’s “how do we use it as leverage?”
👉 www.benjamincharity.com/articles/tec...
The move from engineer → director trips up most leaders.
Not because of code.
Because success changes from *building things yourself* to *enabling others to win*.
See why this shift is so tough, and how to survive it:
www.benjamincharity.com/articles/lea...
Not because of code.
Because success changes from *building things yourself* to *enabling others to win*.
See why this shift is so tough, and how to survive it:
www.benjamincharity.com/articles/lea...
The Leadership Transition That Trips Up Most Engineers (and How to Survive It)
Moving from engineer to director is less about code and more about clarity, trust, and alignment. Learn why so many leaders stumble in this transition and how to thrive by shifting your definition of ...
www.benjamincharity.com
September 22, 2025 at 3:40 PM
The move from engineer → director trips up most leaders.
Not because of code.
Because success changes from *building things yourself* to *enabling others to win*.
See why this shift is so tough, and how to survive it:
www.benjamincharity.com/articles/lea...
Not because of code.
Because success changes from *building things yourself* to *enabling others to win*.
See why this shift is so tough, and how to survive it:
www.benjamincharity.com/articles/lea...
Most startups don’t survive the 2nd wall of engineering growth.
Wall 1: Communication (~10 engineers)
Wall 2: Coordination (~25 engineers)
Wall 3: Culture (~40 engineers)
Spot them early. Break through fast.
Field guide → www.benjamincharity.com/articles/sca...
Wall 1: Communication (~10 engineers)
Wall 2: Coordination (~25 engineers)
Wall 3: Culture (~40 engineers)
Spot them early. Break through fast.
Field guide → www.benjamincharity.com/articles/sca...
The Three Walls Every Engineering Team Hits Between 5 and 50 Engineers
Scaling an engineering team from 5 to 50? Most teams hit three walls: communication, coordination, and culture. Here's how to break through.
www.benjamincharity.com
September 11, 2025 at 8:35 PM
Most startups don’t survive the 2nd wall of engineering growth.
Wall 1: Communication (~10 engineers)
Wall 2: Coordination (~25 engineers)
Wall 3: Culture (~40 engineers)
Spot them early. Break through fast.
Field guide → www.benjamincharity.com/articles/sca...
Wall 1: Communication (~10 engineers)
Wall 2: Coordination (~25 engineers)
Wall 3: Culture (~40 engineers)
Spot them early. Break through fast.
Field guide → www.benjamincharity.com/articles/sca...
🤖 If AI replaces junior roles, who will become tomorrow’s experts?
Fewer juniors today = fewer leaders tomorrow. Are we automating efficiency or breaking workforce development?
Read more 🔽
https://buff.ly/41bkyKt
#AI #FutureOfWork #SkillsGap #Automation
Fewer juniors today = fewer leaders tomorrow. Are we automating efficiency or breaking workforce development?
Read more 🔽
https://buff.ly/41bkyKt
#AI #FutureOfWork #SkillsGap #Automation
BenjaminCharity.com
Engineering leader & team builder at high-growth startups & scale-ups.
buff.ly
February 25, 2025 at 4:44 PM
🤖 If AI replaces junior roles, who will become tomorrow’s experts?
Fewer juniors today = fewer leaders tomorrow. Are we automating efficiency or breaking workforce development?
Read more 🔽
https://buff.ly/41bkyKt
#AI #FutureOfWork #SkillsGap #Automation
Fewer juniors today = fewer leaders tomorrow. Are we automating efficiency or breaking workforce development?
Read more 🔽
https://buff.ly/41bkyKt
#AI #FutureOfWork #SkillsGap #Automation
Want faster, better web experiences? Start with performance budgets!
🎯 Optimize your apps like Pinterest (+44% revenue!)
📊 Track key metrics like LCP & TTI
⚡ Stay fast without sacrificing features
📖 Full guide 👉 https://buff.ly/3EtGb0R
#WebPerformance #UX #DevOps
🎯 Optimize your apps like Pinterest (+44% revenue!)
📊 Track key metrics like LCP & TTI
⚡ Stay fast without sacrificing features
📖 Full guide 👉 https://buff.ly/3EtGb0R
#WebPerformance #UX #DevOps
The Why, What, and How of Performance Budgets: Build Faster, Better Products
Learn how performance budgets can transform your web or app experience. Discover actionable steps, success stories, and tools to optimize performance without compromising features.
buff.ly
February 10, 2025 at 4:52 PM
Want faster, better web experiences? Start with performance budgets!
🎯 Optimize your apps like Pinterest (+44% revenue!)
📊 Track key metrics like LCP & TTI
⚡ Stay fast without sacrificing features
📖 Full guide 👉 https://buff.ly/3EtGb0R
#WebPerformance #UX #DevOps
🎯 Optimize your apps like Pinterest (+44% revenue!)
📊 Track key metrics like LCP & TTI
⚡ Stay fast without sacrificing features
📖 Full guide 👉 https://buff.ly/3EtGb0R
#WebPerformance #UX #DevOps
🚨 Stop truncating text! 🚨
Cutting off words for a “clean” UI? Bad UX. Users need context, not guesswork. And don’t even get me started on translations…
Design for flexibility, not just aesthetics. Here’s how: https://buff.ly/4hs2qTq #UX #Design #Accessibility
Cutting off words for a “clean” UI? Bad UX. Users need context, not guesswork. And don’t even get me started on translations…
Design for flexibility, not just aesthetics. Here’s how: https://buff.ly/4hs2qTq #UX #Design #Accessibility
January 30, 2025 at 4:30 PM
🚨 Stop truncating text! 🚨
Cutting off words for a “clean” UI? Bad UX. Users need context, not guesswork. And don’t even get me started on translations…
Design for flexibility, not just aesthetics. Here’s how: https://buff.ly/4hs2qTq #UX #Design #Accessibility
Cutting off words for a “clean” UI? Bad UX. Users need context, not guesswork. And don’t even get me started on translations…
Design for flexibility, not just aesthetics. Here’s how: https://buff.ly/4hs2qTq #UX #Design #Accessibility
💡 Launch your SaaS startup with $0 (almost).
Here’s a guide to the best free tools every founder needs:
🚀 Hosting
📊 Analytics
🔐 User Management
Start building smarter, not harder. Get the complete list here: https://buff.ly/40x4Lpa
#SaaS #Startup #FreeTools #Entrepreneurship
Here’s a guide to the best free tools every founder needs:
🚀 Hosting
📊 Analytics
🔐 User Management
Start building smarter, not harder. Get the complete list here: https://buff.ly/40x4Lpa
#SaaS #Startup #FreeTools #Entrepreneurship
Launch Your SaaS Startup for (Almost) $0: The Ultimate Guide to Free Tools for Founders
Discover how to bootstrap your SaaS startup with this curated guide to free tools and services. From hosting to user management to analytics, learn how to turn your idea into reality with minimal…
buff.ly
January 24, 2025 at 4:35 PM
💡 Launch your SaaS startup with $0 (almost).
Here’s a guide to the best free tools every founder needs:
🚀 Hosting
📊 Analytics
🔐 User Management
Start building smarter, not harder. Get the complete list here: https://buff.ly/40x4Lpa
#SaaS #Startup #FreeTools #Entrepreneurship
Here’s a guide to the best free tools every founder needs:
🚀 Hosting
📊 Analytics
🔐 User Management
Start building smarter, not harder. Get the complete list here: https://buff.ly/40x4Lpa
#SaaS #Startup #FreeTools #Entrepreneurship
Over-planning = 🚫 progress.
The secret? Balanced planning. Focus on essentials, stay flexible, and avoid perfection paralysis.
Discover actionable tips to plan smarter, not harder: https://buff.ly/4g7zDSE
#Leadership #ProjectManagement #PlanningTips
The secret? Balanced planning. Focus on essentials, stay flexible, and avoid perfection paralysis.
Discover actionable tips to plan smarter, not harder: https://buff.ly/4g7zDSE
#Leadership #ProjectManagement #PlanningTips
Master Balanced Planning: Avoid Over-Planning with Actionable Strategies
Discover the secret to effective planning without overcommitting. Learn how to balance thorough preparation with flexibility to achieve successful project management.
buff.ly
January 21, 2025 at 4:35 PM
Over-planning = 🚫 progress.
The secret? Balanced planning. Focus on essentials, stay flexible, and avoid perfection paralysis.
Discover actionable tips to plan smarter, not harder: https://buff.ly/4g7zDSE
#Leadership #ProjectManagement #PlanningTips
The secret? Balanced planning. Focus on essentials, stay flexible, and avoid perfection paralysis.
Discover actionable tips to plan smarter, not harder: https://buff.ly/4g7zDSE
#Leadership #ProjectManagement #PlanningTips