diff --git a/capabilities/writetarget/write_target.go b/capabilities/writetarget/write_target.go
index bc3ee2e..6223d1d 100644
--- a/capabilities/writetarget/write_target.go
+++ b/capabilities/writetarget/write_target.go
@@ -215,7 +215,7 @@ func (c *writeTarget) Execute(ctx context.Context, request capabilities.Capabili
 	// Validate the config
 	receiver, err := c.configValidateFn(request)
 	if err != nil {
-		msg := builder.buildWriteError(info, 0, "failed to validate config", err.Error())
+		msg := builder.buildWriteError(info, 0, "failed to validate config: the capability request configuration is invalid. Verify the contract address and request parameters match the expected format", err.Error())
 		return capabilities.CapabilityResponse{}, c.asEmittedError(ctx, msg)
 	}
 
@@ -225,15 +225,15 @@ func (c *writeTarget) Execute(ctx context.Context, request capabilities.Capabili
 	// Source the signed report from the request
 	signedReport, ok := request.Inputs.Underlying[KeySignedReport]
 	if !ok {
-		cause := fmt.Sprintf("input missing required field: '%s'", KeySignedReport)
-		msg := builder.buildWriteError(info, 0, "failed to source the signed report", cause)
+		cause := fmt.Sprintf("input missing required field: '%s'. Ensure the upstream capability is providing a signed report in the expected format", KeySignedReport)
+		msg := builder.buildWriteError(info, 0, "failed to source the signed report: the capability request inputs do not contain the required signed report field", cause)
 		return capabilities.CapabilityResponse{}, c.asEmittedError(ctx, msg)
 	}
 
 	// Decode the signed report
 	inputs := types.SignedReport{}
 	if err = signedReport.UnwrapTo(&inputs); err != nil {
-		msg := builder.buildWriteError(info, 0, "failed to parse signed report", err.Error())
+		msg := builder.buildWriteError(info, 0, "failed to parse signed report: the signed report could not be deserialized. The report format may be incompatible or corrupted", err.Error())
 		return capabilities.CapabilityResponse{}, c.asEmittedError(ctx, msg)
 	}
 
@@ -272,10 +272,10 @@ func (c *writeTarget) Execute(ctx context.Context, request capabilities.Capabili
 
 	// Validate encoded report is prefixed with workflowID and executionID that match the request meta
 	if reportDecoded.ExecutionID != request.Metadata.WorkflowExecutionID {
-		msg := builder.buildWriteError(info, 0, "decoded report execution ID does not match the request", "")
+		msg := builder.buildWriteError(info, 0, "decoded report execution ID does not match the request: the execution ID embedded in the report does not match the workflow execution ID. This may indicate a report routing error or stale report", "")
 		return capabilities.CapabilityResponse{}, c.asEmittedError(ctx, msg)
 	} else if reportDecoded.WorkflowID != request.Metadata.WorkflowID {
-		msg := builder.buildWriteError(info, 0, "decoded report workflow ID does not match the request", "")
+		msg := builder.buildWriteError(info, 0, "decoded report workflow ID does not match the request: the workflow ID embedded in the report does not match the expected workflow ID. This may indicate a report routing error or configuration mismatch", "")
 		return capabilities.CapabilityResponse{}, c.asEmittedError(ctx, msg)
 	}
 
@@ -283,7 +283,7 @@ func (c *writeTarget) Execute(ctx context.Context, request capabilities.Capabili
 	ctx = retry.CtxWithID(ctx, info.request.Metadata.WorkflowExecutionID)
 	head, err := retry.With(ctx, c.lggr, c.cs.LatestHead)
 	if err != nil {
-		msg := builder.buildWriteError(info, 0, "failed to fetch the latest head", err.Error())
+		msg := builder.buildWriteError(info, 0, "failed to fetch the latest head: unable to retrieve the latest block from the chain. The RPC endpoint may be unreachable or the chain may be experiencing issues", err.Error())
 		return capabilities.CapabilityResponse{}, c.asEmittedError(ctx, msg)
 	}
 
@@ -301,7 +301,7 @@ func (c *writeTarget) Execute(ctx context.Context, request capabilities.Capabili
 	state, err := c.targetStrategy.QueryTransmissionState(ctx, info.reportInfo.reportID, request)
 
 	if err != nil {
-		msg := builder.buildWriteError(info, 0, "failed to fetch [TransmissionState]", err.Error())
+		msg := builder.buildWriteError(info, 0, "failed to fetch transmission state: unable to query the on-chain transmission status via ChainReader. The contract may be unreachable or the report ID may be invalid", err.Error())
 		return capabilities.CapabilityResponse{}, c.asEmittedError(ctx, msg)
 	}
 
@@ -311,7 +311,7 @@ func (c *writeTarget) Execute(ctx context.Context, request capabilities.Capabili
 	case TransmissionStateFailed:
 		c.lggr.Debugw("Tranmissions previously failed, retrying", "reportID", info.reportInfo.reportID)
 	case TransmissionStateFatal:
-		msg := builder.buildWriteError(info, 0, "Transmission attempt fatal", state.Err.Error())
+		msg := builder.buildWriteError(info, 0, "transmission attempt fatal: a previous transmission attempt encountered an unrecoverable error. This report will not be retried", state.Err.Error())
 		return capabilities.CapabilityResponse{}, c.asEmittedError(ctx, msg)
 	case TransmissionStateSucceeded:
 		// Source the transmitter address from the on-chain state
@@ -335,7 +335,7 @@ func (c *writeTarget) Execute(ctx context.Context, request capabilities.Capabili
 	txID, err := c.targetStrategy.TransmitReport(ctx, inputs.Report, inputs.Context, inputs.Signatures, request)
 	c.lggr.Debugw("Transaction submitted", "request", request, "transaction-id", txID)
 	if err != nil {
-		msg := builder.buildWriteError(info, 0, "failed to transmit the report", err.Error())
+		msg := builder.buildWriteError(info, 0, "failed to transmit the report: the transaction could not be submitted to the chain via ChainWriter. Check the node's transaction manager logs for details", err.Error())
 		return capabilities.CapabilityResponse{}, c.asEmittedError(ctx, msg)
 	}
 	err = c.beholder.ProtoEmitter.EmitWithLog(ctx, builder.buildWriteSent(info, head, txID))
diff --git a/capabilities/writetarget/write_target_test.go b/capabilities/writetarget/write_target_test.go
index f1ba81d..57e5f2a 100644
--- a/capabilities/writetarget/write_target_test.go
+++ b/capabilities/writetarget/write_target_test.go
@@ -167,7 +167,7 @@ func TestWriteTarget_Execute(t *testing.T) {
 			initialTransmissionState: writetarget.TransmissionState{Status: writetarget.TransmissionStateFatal, Err: errors.New("fatal")},
 			txState:                  commontypes.Unknown,
 			expectError:              true,
-			errorContains:            "Transmission attempt fatal",
+			errorContains:            "transmission attempt fatal",
 		},
 		{
 			name:                     "transmit error",
diff --git a/chains/fees/fees.go b/chains/fees/fees.go
index 84504ee..4efd44b 100644
--- a/chains/fees/fees.go
+++ b/chains/fees/fees.go
@@ -44,10 +44,10 @@ func AddPercentage(value *big.Int, percentage uint16) *big.Int {
 type feeUnitToChainUnit func(fee *big.Int) string
 
 var (
-	ErrBumpFeeExceedsLimit = errors.New("fee bump exceeds limit")
-	ErrBump                = errors.New("fee bump failed")
-	ErrConnectivity        = errors.New("transaction propagation issue: transactions are not being mined")
-	ErrFeeLimitTooLow      = errors.New("provided fee limit too low")
+	ErrBumpFeeExceedsLimit = errors.New("fee bump exceeds limit: the bumped fee would exceed the configured maximum fee cap. Consider increasing the fee limit in your node configuration or wait for network congestion to subside")
+	ErrBump                = errors.New("fee bump failed: unable to increase the transaction fee. The transaction may be stuck. Check node logs for the specific fee estimation error")
+	ErrConnectivity        = errors.New("transaction propagation issue: transactions are not being mined. This may indicate network connectivity problems, a congested network, or gas price set too low. Check your node's connection to the blockchain network")
+	ErrFeeLimitTooLow      = errors.New("provided fee limit too low: the specified gas/fee limit is below the minimum required for this transaction type. Increase the fee limit in your transaction parameters or node configuration")
 )
 
 func IsBumpErr(err error) bool {
diff --git a/multinode/multi_node.go b/multinode/multi_node.go
index c350953..34429c6 100644
--- a/multinode/multi_node.go
+++ b/multinode/multi_node.go
@@ -12,7 +12,7 @@ import (
 	"github.com/smartcontractkit/chainlink-common/pkg/services"
 )
 
-var ErrNodeError = fmt.Errorf("no live nodes available")
+var ErrNodeError = fmt.Errorf("no live nodes available: all configured RPC nodes are currently unreachable or unhealthy. Check network connectivity and RPC endpoint health. The system will automatically reconnect when nodes become available")
 
 type multiNodeMetrics interface {
 	RecordNodeStates(ctx context.Context, state string, count int64)