Efficiency push with repeated layoffs (up to 10% in 2026); Cash App banking and Square refocus
Jack Dorsey
CEO · Executive on file
Relationship
Not mapped
Likely agenda
Enterprise-wide priorities
Account health
26 Watch · 1 plan not yet started
Their priorities
Jack Dorsey's plan is Cash App as a primary banking relationship, Square field sales and AI ("goose" open-source agent), and bitcoin payments. unverified
Efficiency through headcount cuts in 2025 and 2026 (Bloomberg) and fewer side projects. unverified
Recent news
Jan 2025 · Cash App fraud-handling and customer-service failures (penalty and redress). Regulatory actions
Talking points
Compliance remediation (BSA, fraud) is a stated weak point. Bring financial-crime operations at scale.
Plays to raise
Financial crime and compliance operationsRegulatory & riskIdentified
Why now: Efficiency push with repeated layoffs (up to 10% in 2026); Cash App banking and Square refocus.
Ask: A 6-week controls and operations diagnostic: baseline alert volumes, backlog and cost per case, then pilot AI-assisted case triage on one queue with model-risk documentation regulators can read.
Fraud and compliance (Cash App), credit risk in Borrow and Afterpay, and crypto exposure. unverified
Recent news
Jan 2025 · Cash App fraud-handling and customer-service failures (penalty and redress). Regulatory actions
Talking points
Compliance remediation (BSA, fraud) is a stated weak point. Bring financial-crime operations at scale.
Plays to raise
Financial crime and compliance operationsRegulatory & riskIdentified
Why now: Efficiency push with repeated layoffs (up to 10% in 2026); Cash App banking and Square refocus.
Ask: A 6-week controls and operations diagnostic: baseline alert volumes, backlog and cost per case, then pilot AI-assisted case triage on one queue with model-risk documentation regulators can read.
Fraud and compliance (Cash App), credit risk in Borrow and Afterpay, and crypto exposure.
Chief Compliance Officer
Name not on file · Plan buyer
Relationship
Not mapped
Likely agenda
Regulatory & risk, Cyber & resilience, Data & analytics
Account health
26 Watch · 1 plan not yet started
Their priorities
2025 CFPB and state settlements over Cash App fraud handling and BSA compliance. NYDFS fine. unverified
Fraud and compliance (Cash App), credit risk in Borrow and Afterpay, and crypto exposure. unverified
Recent news
Jan 2025 · Cash App fraud-handling and customer-service failures (penalty and redress). Regulatory actions
Talking points
Compliance remediation (BSA, fraud) is a stated weak point. Bring financial-crime operations at scale.
Plays to raise
Financial crime and compliance operationsRegulatory & riskIdentifiednamed buyer
Why now: Efficiency push with repeated layoffs (up to 10% in 2026); Cash App banking and Square refocus.
Ask: A 6-week controls and operations diagnostic: baseline alert volumes, backlog and cost per case, then pilot AI-assisted case triage on one queue with model-risk documentation regulators can read.
Fraud and compliance (Cash App), credit risk in Borrow and Afterpay, and crypto exposure.
Chief Risk Officer
Name not on file · Plan buyer
Relationship
Not mapped
Likely agenda
Regulatory & risk, Cyber & resilience, Data & analytics
Account health
26 Watch · 1 plan not yet started
Their priorities
2025 CFPB and state settlements over Cash App fraud handling and BSA compliance. NYDFS fine. unverified
Fraud and compliance (Cash App), credit risk in Borrow and Afterpay, and crypto exposure. unverified
Recent news
Jan 2025 · Cash App fraud-handling and customer-service failures (penalty and redress). Regulatory actions
Talking points
Compliance remediation (BSA, fraud) is a stated weak point. Bring financial-crime operations at scale.
Plays to raise
Financial crime and compliance operationsRegulatory & riskIdentifiednamed buyer
Why now: Efficiency push with repeated layoffs (up to 10% in 2026); Cash App banking and Square refocus.
Ask: A 6-week controls and operations diagnostic: baseline alert volumes, backlog and cost per case, then pilot AI-assisted case triage on one queue with model-risk documentation regulators can read.
Fraud and compliance (Cash App), credit risk in Borrow and Afterpay, and crypto exposure.
COO
Name not on file · Plan buyer
Relationship
Not mapped
Likely agenda
Cost & operations, AI & agents, Workforce transformation
Account health
26 Watch · 1 plan not yet started
Their priorities
Jack Dorsey's plan is Cash App as a primary banking relationship, Square field sales and AI ("goose" open-source agent), and bitcoin payments. unverified
Efficiency through headcount cuts in 2025 and 2026 (Bloomberg) and fewer side projects. unverified
In-house engineering on AWS and GCP. Open-source AI agent (goose). unverified
Recent news
Jan 2025 · Cash App fraud-handling and customer-service failures (penalty and redress). Regulatory actions
Talking points
Compliance remediation (BSA, fraud) is a stated weak point. Bring financial-crime operations at scale.
Plays to raise
Financial crime and compliance operationsRegulatory & riskIdentifiednamed buyer
Why now: Efficiency push with repeated layoffs (up to 10% in 2026); Cash App banking and Square refocus.
Ask: A 6-week controls and operations diagnostic: baseline alert volumes, backlog and cost per case, then pilot AI-assisted case triage on one queue with model-risk documentation regulators can read.
Cloud & core, Data & analytics, AI & agents, Cyber & resilience
Account health
26 Watch · 1 plan not yet started
Their priorities
Jack Dorsey's plan is Cash App as a primary banking relationship, Square field sales and AI ("goose" open-source agent), and bitcoin payments. unverified
2025 CFPB and state settlements over Cash App fraud handling and BSA compliance. NYDFS fine. unverified
In-house engineering on AWS and GCP. Open-source AI agent (goose). unverified
Fraud and compliance (Cash App), credit risk in Borrow and Afterpay, and crypto exposure. unverified
Recent news
Jan 2025 · Cash App fraud-handling and customer-service failures (penalty and redress). Regulatory actions
Talking points
Compliance remediation (BSA, fraud) is a stated weak point. Bring financial-crime operations at scale.
Plays to raise
Financial crime and compliance operationsRegulatory & riskIdentifiednamed buyer
Why now: Efficiency push with repeated layoffs (up to 10% in 2026); Cash App banking and Square refocus.
Ask: A 6-week controls and operations diagnostic: baseline alert volumes, backlog and cost per case, then pilot AI-assisted case triage on one queue with model-risk documentation regulators can read.
Fraud and compliance (Cash App), credit risk in Borrow and Afterpay, and crypto exposure.
Sourcing. Built from the account brief, outreach plans, tracked intel and the relationship file. Items without a source link come from model knowledge and are unverified, and deal ranges are estimates. Confirm names and roles before the meeting.