Jessica Medina

CEO

San Francisco, California, United States13 yrs 3 mos experience
Highly Stable

Key Highlights

  • Expert in scaling AI and data annotation operations.
  • Proven track record of driving cost savings and efficiency.
  • Strong leadership in building high-performing teams.
Stackforce AI infers this person is a seasoned leader in AI and Fintech sectors, specializing in operations and strategic initiatives.

Contact

Skills

Core Skills

Operations ManagementData AnalysisData Labeling

Other Skills

SQLPresentationsManagementStrategyGo-to-Market StrategyCommunicationProject ManagementLeadershipStrategic PlanningAnnotationResource AllocationLarge Scale Change ManagementBudgetingProgram ManagementCustomer Relationship Management (CRM)

Experience

Uber

Program Leader, Global GenAI

Aug 2025Present · 7 mos · San Francisco Bay Area

Self employed

Advisor, AI & Data Annotation Startups

Jun 2025Present · 9 mos · San Francisco Bay Area · Hybrid

  • Advising early-stage AI and data annotation startups on how to scale human-in-the-loop operations, optimize quality pipelines, and integrate with model training workflows.
  • Supporting go-to-market strategy and operational design for annotation and expert-labor platforms
  • Helping teams build scalable, cost-efficient expert review and QA pipelines
  • Partnering with founders and product leaders on roadmap prioritization and team org design
  • Drawing on experience scaling high-performing data ops teams at Scale AI, Snorkel AI, and Modern Health
  • 💡 Open to new advisory or fractional ops roles in AI, data, and frontier tech

Snorkel ai

Director, Data Delivery Operations

Dec 2024Jun 2025 · 6 mos · San Francisco, California, United States · Hybrid

  • At Snorkel AI, I’m leading the buildout of our Data-as-a-Service function from the ground up—hiring and scaling a high-performing team of project managers and human data ops experts. I’ve taken our delivery operations from 0 to 1, designing workflows and metrics to track and optimize data pipelines. I collaborate closely with research and engineering to enhance our data annotation platform and integrate human-in-the-loop systems, while also contributing to synthetic data initiatives.

Modern health

3 roles

Director of Operations, Provider Network

Apr 2024Dec 2024 · 8 mos

  • At Modern Health, I led strategic initiatives across network operations, analytics, and provider management. As Director of Provider Network, I drove $3M+ in annual cost savings while improving operational efficiency by 130% through targeted restructuring. I oversaw global provider metrics and quality, ensuring high performance across international markets. Previously, as Senior Manager of Strategy & Analytics Operations, I built a global supply-demand forecasting model and automated key workflows to align provider capacity with company growth and scalability goals.

Head of Provider Network

Promoted

Oct 2023Apr 2024 · 6 mos

Senior Operations Manager, Strategy and Analytics

Nov 2021Oct 2023 · 1 yr 11 mos

Operations ManagementSQLPresentationsManagementStrategyGo-to-Market Strategy+5

Scale ai

3 roles

Strategy and Operations - Global Workforce

Feb 2021Nov 2021 · 9 mos

  • At Scale AI, I pioneered and built the Global Workforce Strategy & Operations function from the ground up. As the first hire on the team, I scaled it to include 5 international team leads and over 35 global contractors—driving $250K in monthly cost savings and a 15% increase in margins. I oversaw daily operations for a 60,000-person international data labeling workforce, consistently hitting SLA goals. I developed workforce planning, capacity models, and global expansion strategies, and launched initiatives that increased labeler funnel conversion by 15%. Collaborating closely with Growth, Product, and Engineering, I led improvements to the labeler platform that elevated both user satisfaction and engagement at scale.
Operations ManagementPresentationsAnnotationManagementResource AllocationData Labeling+8

Head of 2D Annotation Delivery

Promoted

Feb 2020Feb 2021 · 1 yr

  • At Scale AI, I led the 2D annotation delivery function, managing end-to-end operations for over 100 projects with consistent 90%+ SLA attainment. I scaled our team from the ground up—building a global organization of 12 project managers, 24 delivery leads, and 1,000+ QA specialists. Within one quarter, I increased SLA performance from 70% to 90% and improved margins by 105%. I partnered closely with sales to exceed 2D consumption goals by 130%, standardized labeling policies across project types, and ran weekly business reviews with senior leadership and the CEO. My focus was on operational excellence, cross-functional alignment, and scalable systems for high-quality data delivery.
Operations ManagementSQLPresentationsProgram ManagementAnnotationManagement+9

Supply Operations Associate

Sep 2019Feb 2020 · 5 mos

Operations ManagementSQLProgram ManagementAnnotationResource AllocationData Labeling+2

Circleup

Credit Operations Lead

Apr 2018Sep 2019 · 1 yr 5 mos · San Francisco Bay Area

  • - At CircleUp, I launched and built the loan operations function from scratch, hiring and managing the team while overseeing third-party vendor relationships (including Salesforce consultants and fund administrators). I played a key role in successfully launching and closing a new credit fund, collaborating with the fund team to prepare investor-ready data rooms and support LP due diligence. I rebuilt the reporting infrastructure to align with the new fund structure and partnered with engineering to overhaul the credit database, rewriting SQL tables and queries to drive processing efficiency. I regularly reported key metrics to senior leadership and investors using SQL and Excel.
Operations ManagementSQLManagementLarge Scale Change ManagementCommunicationCustomer Relationship Management (CRM)+2

Funding circle us

Commercial Underwriter

Sep 2016Apr 2018 · 1 yr 7 mos · San Francisco, California

Lending club

Small Business Underwriter

Apr 2015Sep 2016 · 1 yr 5 mos · San Francisco, California

Northern trust corporation

Commercial Lending Associate

Apr 2014Apr 2015 · 1 yr · San Francisco

East west bank

Commercial Banking Relationship Associate

Oct 2012Apr 2014 · 1 yr 6 mos · Santa Clara, CA

Education

Arizona State University

Business/Corporate Communications

Jan 2011Jan 2013

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