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Client Case Studies

Authentic Clients. Intricate Challenges. Verified Results.

Every engagement below represents a real problem solved, not a capability listed.

Choose Your Path

Find the Stories That Matter to You

These are stories from HNW families and business owners across Pittsburgh and Western Pennsylvania who faced coverage gaps, catastrophic losses, and liability exposures that required more than a policy renewal. Each case documents the challenge, the coverage strategy Simpson | McCrady built, and the outcome delivered. Whether you arrived here through a referral or a search, what you'll find is proof that a systematic advisory approach, not a standard renewal checklist, is what separates protected from exposed. Protecting Tomorrow Today.

High-value estate home

Residential & Personal

Private Client

HNW and UHNW families managing multiple properties, fine art, jewelry, and the full complexity of a high-value personal portfolio. These stories are about protection built around your life, not a standard homeowner's checklist.

View Private Client Stories →
Modern commercial office

Business & Professional

Commercial

Mid-market business owners in Technology, Real Estate, Manufacturing, Non-Profits, and Professional Services, facing exposures a generalist broker won't catch and a national firm won't prioritize. These stories are about closing gaps before a loss makes them visible.

View Commercial Stories →
The full Simpson McCrady case study portfolio

The Full Portfolio

All Stories

Not sure where to start? Browse the full case study portfolio, Private Client and Commercial engagements together, and find what resonates.

View All Stories →

The Portfolio

A Portfolio of Solved Problems

Each card below represents a distinct client situation, a tailored strategy, and a measurable result. Category tags let you sort by engagement type. Challenge titles name the problem directly, because specificity earns trust faster than category claims. Click any card to read the full story.

Private Client

Rebuilding After the Unthinkable

When two of our clients experienced a devastating house fire, everything changed in an instant. Beyond the physical loss, they were faced with uncertainty, stress, and the overwhelming task of rebuilding.

This case study shows what truly matters in those moments: a responsive, compassionate insurance agency that stands beside you every step of the way. From immediate support to navigating the claims process and helping turn a damaged house back into a home, this story highlights the power of advocacy, communication, and trust.

Watch the video to see how support makes all the difference.

Private Client

From Advisor to Client

There’s no place like home. Our Director of Private Client Services, Jessica Stoecklein DeFelice, experienced a significant house fire in 2022 and saw first hand the value of premium insurance coverage. She never anticipated being the focus of one of our insurance case studies. Watch the video to learn more.

A single organised portfolio on a clean desk in warm morning light

Private Client

Simplifying “Complicated”

A client was previously insured with nine different insurance carriers through six different agents for their risks scattered across the US. They had 12 effective dates, 11 policies and their respective billing invoices, and varying deductibles on their homes and vehicles.

Simpson | McCrady was able to provide a holistic, simplified answer to their risk management and insurance needs with consistency in coverage with one highly rated high net worth carrier, one dedicated Account Manager as their point of contact, one renewal date, one bill, eight policies, consistency in claims handling philosophy, and the hands on guidance they deserve.

A welcoming home exterior at dusk in winter with warm light in the windows

Private Client

Lending a Hand When In Need

A new client was purchasing their first home in December. We placed their home insurance with one of our highly rated high net worth carriers. They had returned home from visiting family over the holidays to find that the batteries on the thermostat had died causing the home temperatures to plummet from the subzero winter temperatures. The entire plumbing system froze and pipes cracked in multiple locations in the house.

Simpson | McCrady received the first call explaining their situation. Being new to town, they did not know where to start or who to turn to. We helped secure nearby temporary housing for the insureds, their newborn, and their dog. We submitted the claim to their insurance carrier for them and provided guidance on next steps as we worked with the restoration company to mitigate further damage from happening as the cracked pipes thawed out and began to leak. We helped to coordinate the restoration company’s progress with the claims adjuster to have the repairs made as quickly as possible so the clients could move into their new home.

A lakeside second home among mature trees in late afternoon light

Private Client

Planning for Tomorrow

A client had recently worked with their estate planning attorney to implement a family trust which had ownership in their secondary residence. Over the last few years, they had also recently sold their family business which caused a liquidity event. The middle market carrier that they were with through a direct writer incorrectly wrote their secondary home in the name of the trust on a commercial policy. With this policy they were incorrectly insuring the home and overpaying for the risk. The company also could not address the increased excess liability limits that the family needed at a reasonable cost.

We were able rewrite the client’s policies appropriately with a high net worth carrier that had the expertise and understanding to appropriately address the trust for liability and property coverage and also provide adequate excess liability limits to protect their tangible assets, net worth, and future earnings with more adequate pricing.

A hillside home in coastal California among oak trees under clear sky

Private Client

White Glove Claims Handling

One of our California families was affected by the wildfires in 2017. The high-end insurance carrier that we had them placed with proactively went out to the home with their Wildfire Defense Service Unit to spray down the structures with fire retardant prior to the wildfires reaching their town. We closely monitored the wildfire progress with the insurance carrier so we were prepared for next steps, if needed. They made it through the wildfire event without any fire damage with the exception of smoke damage to the interior.

Unfortunately, their property was affected by the mudslides and heavy rain that followed after the wildfires. The interior of the home remained untouched but their garage received several feet of mud and debris where the client’s high end vehicles were housed.

We visited the clients at their home along with the claims adjuster to understand the extent of the damage and determine a plan of action. We worked with the insurance company to make sure that the family had a comfortable place to stay while debris and mud were being removed from the site and the claims estimates were being tallied, checks were issued, and repairs and remediation were taking place.

A modern distribution and manufacturing facility at golden hour

Commercial

Growing Together

Simpson | McCrady became the outsourced Risk Management department for a US based middle market company in the mid 2000’s. At the time, they were solely domestic and approximately $80 million in revenue. As they grew and became owned by various Private Equity partners, the client became very acquisitive both domestically and internationally. Through this process, we were able to coordinate the integration of over 25 acquisitions over the last decade, garner savings in excess of $1.7 million annually, and coordinate all global placements. We currently insure the client’s global risk program, including primary and excess exposures, in 24 foreign countries.

A historic brick civic institution building among mature trees

Commercial

Long Standing Partnership

Through a strategic acquisition in 1997, Simpson | McCrady obtained a non-profit client who had first engaged the acquired brokerage firm in 1910. Through the last 22 years (and 87 prior), Simpson | McCrady has continued to support this client with outsourced risk management, board service, and financial support/fundraising. Over the last 22 years, the client’s total cost of risk has declined incrementally, a Simpson | McCrady partner chaired the Board of Directors for 6 years, and we have raised well in excess of $400,000 in financial support.

A modern corporate boardroom above a city skyline at dusk

Commercial

Private To Public

Simpson | McCrady became the broker for a startup business in the late 2000’s who had ultimate plans to go public. Through our risk mapping analysis and strategies to avoid, mitigate, transfer, and accept risk, we assisted the CFO and CRO in their efforts to plan for and stage a very successful IPO. The culmination of this strategy helped the client obtain significant advantage in the pre and post IPO Management Liability structure and cost including full road show coverage as well as post IPO securities litigation.

A large international industrial complex at dawn

Commercial

Claim Advocacy

A large client with significant international exposures had a massive fire loss in excess of $40 million at one of their locations abroad. Simpson | McCrady was on site within ten days helping to begin the formal claim process in concert with the local subsidiaries’ team leaders. Simpson | McCrady negotiated advances from the carrier on the loss so the client never had to tap into their CapEx budget or go cash negative which was imperative given their lending covenants. Further, the claim was fully settled and closed to the client’s full satisfaction within ten months of the fire.

Private Client

Rebuilding After the Unthinkable

When two of our clients experienced a devastating house fire, everything changed in an instant. Beyond the physical loss, they were faced with uncertainty, stress, and the overwhelming task of rebuilding.

This case study shows what truly matters in those moments: a responsive, compassionate insurance agency that stands beside you every step of the way. From immediate support to navigating the claims process and helping turn a damaged house back into a home, this story highlights the power of advocacy, communication, and trust.

Watch the video to see how support makes all the difference.

Private Client

From Advisor to Client

There’s no place like home. Our Director of Private Client Services, Jessica Stoecklein DeFelice, experienced a significant house fire in 2022 and saw first hand the value of premium insurance coverage. She never anticipated being the focus of one of our insurance case studies. Watch the video to learn more.

A single organised portfolio on a clean desk in warm morning light

Private Client

Simplifying “Complicated”

A client was previously insured with nine different insurance carriers through six different agents for their risks scattered across the US. They had 12 effective dates, 11 policies and their respective billing invoices, and varying deductibles on their homes and vehicles.

Simpson | McCrady was able to provide a holistic, simplified answer to their risk management and insurance needs with consistency in coverage with one highly rated high net worth carrier, one dedicated Account Manager as their point of contact, one renewal date, one bill, eight policies, consistency in claims handling philosophy, and the hands on guidance they deserve.

A welcoming home exterior at dusk in winter with warm light in the windows

Private Client

Lending a Hand When In Need

A new client was purchasing their first home in December. We placed their home insurance with one of our highly rated high net worth carriers. They had returned home from visiting family over the holidays to find that the batteries on the thermostat had died causing the home temperatures to plummet from the subzero winter temperatures. The entire plumbing system froze and pipes cracked in multiple locations in the house.

Simpson | McCrady received the first call explaining their situation. Being new to town, they did not know where to start or who to turn to. We helped secure nearby temporary housing for the insureds, their newborn, and their dog. We submitted the claim to their insurance carrier for them and provided guidance on next steps as we worked with the restoration company to mitigate further damage from happening as the cracked pipes thawed out and began to leak. We helped to coordinate the restoration company’s progress with the claims adjuster to have the repairs made as quickly as possible so the clients could move into their new home.

A lakeside second home among mature trees in late afternoon light

Private Client

Planning for Tomorrow

A client had recently worked with their estate planning attorney to implement a family trust which had ownership in their secondary residence. Over the last few years, they had also recently sold their family business which caused a liquidity event. The middle market carrier that they were with through a direct writer incorrectly wrote their secondary home in the name of the trust on a commercial policy. With this policy they were incorrectly insuring the home and overpaying for the risk. The company also could not address the increased excess liability limits that the family needed at a reasonable cost.

We were able rewrite the client’s policies appropriately with a high net worth carrier that had the expertise and understanding to appropriately address the trust for liability and property coverage and also provide adequate excess liability limits to protect their tangible assets, net worth, and future earnings with more adequate pricing.

A hillside home in coastal California among oak trees under clear sky

Private Client

White Glove Claims Handling

One of our California families was affected by the wildfires in 2017. The high-end insurance carrier that we had them placed with proactively went out to the home with their Wildfire Defense Service Unit to spray down the structures with fire retardant prior to the wildfires reaching their town. We closely monitored the wildfire progress with the insurance carrier so we were prepared for next steps, if needed. They made it through the wildfire event without any fire damage with the exception of smoke damage to the interior.

Unfortunately, their property was affected by the mudslides and heavy rain that followed after the wildfires. The interior of the home remained untouched but their garage received several feet of mud and debris where the client’s high end vehicles were housed.

We visited the clients at their home along with the claims adjuster to understand the extent of the damage and determine a plan of action. We worked with the insurance company to make sure that the family had a comfortable place to stay while debris and mud were being removed from the site and the claims estimates were being tallied, checks were issued, and repairs and remediation were taking place.

A modern distribution and manufacturing facility at golden hour

Commercial

Growing Together

Simpson | McCrady became the outsourced Risk Management department for a US based middle market company in the mid 2000’s. At the time, they were solely domestic and approximately $80 million in revenue. As they grew and became owned by various Private Equity partners, the client became very acquisitive both domestically and internationally. Through this process, we were able to coordinate the integration of over 25 acquisitions over the last decade, garner savings in excess of $1.7 million annually, and coordinate all global placements. We currently insure the client’s global risk program, including primary and excess exposures, in 24 foreign countries.

A historic brick civic institution building among mature trees

Commercial

Long Standing Partnership

Through a strategic acquisition in 1997, Simpson | McCrady obtained a non-profit client who had first engaged the acquired brokerage firm in 1910. Through the last 22 years (and 87 prior), Simpson | McCrady has continued to support this client with outsourced risk management, board service, and financial support/fundraising. Over the last 22 years, the client’s total cost of risk has declined incrementally, a Simpson | McCrady partner chaired the Board of Directors for 6 years, and we have raised well in excess of $400,000 in financial support.

A modern corporate boardroom above a city skyline at dusk

Commercial

Private To Public

Simpson | McCrady became the broker for a startup business in the late 2000’s who had ultimate plans to go public. Through our risk mapping analysis and strategies to avoid, mitigate, transfer, and accept risk, we assisted the CFO and CRO in their efforts to plan for and stage a very successful IPO. The culmination of this strategy helped the client obtain significant advantage in the pre and post IPO Management Liability structure and cost including full road show coverage as well as post IPO securities litigation.

A large international industrial complex at dawn

Commercial

Claim Advocacy

A large client with significant international exposures had a massive fire loss in excess of $40 million at one of their locations abroad. Simpson | McCrady was on site within ten days helping to begin the formal claim process in concert with the local subsidiaries’ team leaders. Simpson | McCrady negotiated advances from the carrier on the loss so the client never had to tap into their CapEx budget or go cash negative which was imperative given their lending covenants. Further, the claim was fully settled and closed to the client’s full satisfaction within ten months of the fire.

Assess · Advise · Advocate

The Framework Behind Every Outcome

Individual results don't happen by accident. Every client engagement at Simpson | McCrady follows the same insurance advisory process: a three-step framework that turns complexity into clarity and advocacy into outcomes. Whether the client is a UHNW family managing a multigenerational estate or a mid-market manufacturer facing an uninsured exposure, the approach is consistent.

See How We Work →
Step1
Assess icon

Assess

We start by understanding the full risk picture.

Before recommending coverage, we thoroughly assess the client's risk profile, including properties, assets, operations, and liabilities. For commercial clients, we identify industry-specific exposures. For private clients, we consider lifestyle factors. This comprehensive risk assessment is the foundation of our service.

Step2
Advise icon

Advise

We build a tailored coverage strategy, not a standard proposal.

We use our carrier relationships to create coverage tailored to your actual risks. We explain each recommendation clearly, ensuring you understand and can make informed decisions.

Step3
Advocate icon

Advocate

We stay in your corner, through renewals, changes, and claims.

Our relationship extends beyond policy binding. Simpson | McCrady's claims advocacy leverages more than 100 years of expertise to ensure your coverage performs when needed. We manage the claims process, providing support for HNW families and businesses across Pittsburgh and Western PA.

Ready to See What This Looks Like for Your Situation?

Schedule Your Consultation

Industries & Coverage Areas

Experience Across the Industries & Risks That Matter to You

What Clients Say When the Work Is Done
“

CFO · Regional manufacturer

They understood our operation better than carriers we'd worked with for twenty years.

A Private Client family · Fox Chapel, PA

When a pipe burst over the holidays, our advisor had an adjuster at the house before we'd finished cleaning up. They treated it like it was their own home.

Private Client · Sewickley, PA

Three generations of our family, the same trusted firm. They simply know our story.

Private Client: HNW Family, Pittsburgh Area

When our claim came in after the storm, Simpson | McCrady handled everything. We never had to fight with the carrier. They did that for us.

Commercial Client: Business Owner, Western PA

They found a gap in our coverage that we didn't know existed. If we'd had a loss before they caught it, we would have been facing it alone.

R.M. · Pittsburgh-area family, multi-property client

Simpson | McCrady didn’t just review our policies. They reviewed our entire situation. We had gaps we didn’t know existed, and they addressed all of it before anything became a problem. That kind of thoroughness is exactly what we were looking for in a firm.

T. and L.H. · Pittsburgh collectors, fine art and jewelry coverage

When we had a claim on one of our pieces, the process was handled exactly as promised: quickly, fairly, and without the back-and-forth we had experienced with our previous broker. That claims experience alone was worth the conversation we almost didn’t have.

D.W. · Western PA executive, personal lines and umbrella client

I’ve referred several colleagues to Simpson | McCrady because of how well they handled our family’s program. They are responsive, knowledgeable, and they treat you like a client, not a file number. There aren’t many firms like this left.

Historic Pittsburgh architecture

Start Your Conversation

Ready to See What This Looks Like for Your Situation?

The clients above started exactly where you are: with a question, a referral, or a coverage concern they couldn't fully articulate. Every engagement begins with a conversation. No obligation, no generic proposal: just an advisor who listens before they recommend.

Chubb Cornerstone Agency · Pittsburgh's largest personal lines agency between New York and Chicago