Background

Jaimin Gandhi

Kirkland, WA
(240) 643-9210
jaimingandhi@gmail.com
linkedin.com/in/jaimingandhi

Product executive with 19+ years of experience scaling enterprise software, developer ecosystems, and AI platforms from incubation to multi-billion-dollar scale. Proven track record leading product strategy and cross-functional organizations across Series B startups, public technology companies, and global market leaders including Yoodli, Binance.US, Uber, DocuSign, and Microsoft. Core expertise in commercializing AI-native products, transitioning two-sided marketplaces into high-margin platforms, and architecting engineering-product operating models that accelerate delivery. Technical founder and patented inventor with foundational expertise in distributed systems, identity infrastructure, and production ML systems.

Professional Experience

Head of Product, Learner and Coaching

Yoodli.ai (Series B)• Seattle WA
Nov 2025 onwards | 11 months+
  • Platform & Category ExpansionTransformed Yoodli from an episodic roleplay certification tool into an enterprise AI workforce skills platform—expanding capabilities from verbal practice to multi-modal coaching, interactive screen-share simulations, and contextual tutoring.
  • Enterprise ROI & Real-World ValidationBuilt closed-loop performance validation by ingesting live customer call data and evaluating it against the same rubrics used in simulations, proving directly to enterprise buyers whether practice translated into on-the-job execution.
  • Enterprise Adoption & Daily Workflow IntegrationAddressed episodic drop-off by embedding coaching into the employee's existing flow of work, enabling on-demand practice generation directly from daily AI tools rather than relying on top-down LMS assignments.
  • Product-Engineering Operating ModelAccelerated team-wide shipping velocity by replacing heavy spec-driven handoffs with founder-style rapid prototyping and early customer validation, de-risking engineering bets before committing full sprint cycles.

Founder

FourPoint.AI• Kirkland WA
Jun 2025 onwards | 1 year 4 months+
  • Platform Architecture & Product CreationFounded and architected an AI-native talent intelligence platform powered by autonomous, multi-agent workflows across career lifecycle management, interview readiness, and competency evaluation.
  • Production AI Reliability & Unit EconomicsDesigned an automated LLM evaluation and observability harness, benchmarking agentic output quality, token cost, and latency SLOs against production task completion.
  • Enterprise Validation & Market TractionSecured and completed an enterprise pilot with a B2B talent organization to validate automated coaching workflows, using early user cohorts to stress-test real-world agent orchestration.
  • Data Sovereignty & Edge ArchitectureArchitected privacy-preserving on-device and local model execution, eliminating third-party cloud data exposure for highly sensitive career, enterprise, and personal context.

Vice President, Product Management

Nerdy (Varsity Tutors)• Remote
Oct 2023 to Jul 2025 | 1 year 9 months
  • AI Product Strategy & Business Model TransformationSet the enterprise AI product vision and led the organization through the strategic transition from a human-labor marketplace model to an AI-native learning platform, unlocking personalized instruction at scale.
  • Two-Sided Marketplace & ML Matching EngineScaled a high-volume two-sided marketplace connecting 10K+ tutors with 50K+ active learners, optimizing real-time ML matching algorithms to dramatically increase match speed, match quality, and platform liquidity.
  • Adaptive Learning Architecture & RetentionArchitected AI-driven adaptive learning systems that leveraged longitudinal student interaction data to personalize instructional pacing, directly lifting engagement and recurring customer retention.
  • B2B Institutional Expansion & ScaleSpearheaded the institutional product expansion of Varsity Tutors for Schools, scaling platform reach from 475 to 1,100+ school districts and supporting over 5.5M students across nationwide enterprise deployments.

Vice President, Product Management

Binance.US• Remote
Apr 2022 to Oct 2023 | 1 year 6 months
  • Capital Scale & Platform GrowthLed end-to-end product strategy for growth, engagement, and portfolio expansion, scaling platform infrastructure to support over $2.2B in peak user assets under management (AUM).
  • Onboarding & Regulatory Risk ArchitectureEngineered a high-throughput onboarding and compliance pipeline—integrating automated identity verification (KYC/AML), fraud detection, and risk scoring—surging onboarding conversion by ~30% within 4 months while maintaining strict regulatory standards.
  • Payments Infrastructure & Ecosystem UtilitySpearheaded payment and transaction platforms (Binance.US Connect, Binance.US Pay), expanding fiat-to-crypto on-ramps and daily transactional utility to drive a 15% lift in user engagement and 10% increase in retention.
  • Fintech Product Expansion & Strategic BetsDefined the commercial and product roadmap for consumer wealth products (retirement planning) and spearheaded zero-to-one strategy for crypto-backed credit cards to diversify revenue streams.
  • Operational Leverage & Payment SystemsOverhauled payment processing architecture and automated critical customer support workflows, stripping 20% out of operational overhead and expanding platform gross margins.

Group Product Manager

Uber• Seattle WA
Mar 2018 to Apr 2022 | 4 years 1 month
  • Supply Growth & Fleet PartnershipsScaled the vehicle marketplace through strategic partnerships with rental and fleet operators, unlocking vehicle access for car-free earners and expanding global driver supply to meet surge demand.
  • Zero-Emission Platform & SustainabilityFounded Uber's sustainability product organization from zero to one, setting the technical roadmap, building the dedicated team, and accelerating fleet electrification to support the company-wide net-zero 2040 commitment.
  • Safety Infrastructure & Regulatory ComplianceSpearheaded safety platform initiatives across ridesharing and delivery, architecting screening systems to enforce strict jurisdictional compliance, risk mitigation, and regulatory policy adherence globally.
  • Cross-Platform Driver MobilityUnified driver background check and screening pipelines across Rides and Eats, eliminating cross-service onboarding friction and expanding flexible earning opportunities across multiple business lines.

Senior Manager, Product Management

DocuSign• Seattle WA
Jan 2014 to Mar 2018 | 4 years 2 months
  • Built DocuSign's eIDAS-compliant digital signature platform for the EU and heavily regulated global markets, outperforming regional revenue targets across 2017–2018.
  • Directed GDPR and FDA 21 CFR Part 11 compliance platforms, accelerating Healthcare and Life Sciences revenue by 180% within 12 months.
  • Spearheaded the strategic Microsoft alliance, co-developing Office 365 integrations and earning four partner awards (2014–2016).
Microsoft• Redmond WA
Jun 2007 to Jan 2014 | 6 years 7 months

Senior Product Manager (Jul 2011 – Jan 2014)

  • Defined the business model and launched OneNote as the first free app in Microsoft Office history, establishing the freemium acquisition model for the ecosystem.
  • Pioneered core digital inking and stylus architecture (Surface Pen) across Windows 8 and Office, solving hardware-software integration constraints including palm rejection and real-time ink rendering.

Product Manager II (Jun 2007 – Jul 2011)

  • Re-architected global identity and single sign-on (SSO) infrastructure across Windows 8 and web properties, serving 500M+ active users and processing 2B+ daily authentications.
  • Shipped account security features—including single-use passwords and modern recovery flows—cutting identity support costs by 50%.
  • Partnered with major social networks to eliminate credential scraping and establish secure OAuth contact ingestion.

Co-founder

Sahakriya.com
2004 – 2007
  • Developed early cloud-based identity management and 2FA authentication solutions.

Software Developer & IT

University of Maryland
2005 – 2007
  • Built automated lecture podcasting platforms and instructional technology infrastructure.

Software Developer

Persistent Systems
2004 – 2005
  • Engineered enterprise SaaS components for Teradata CRM (NCR Corporation).

Education

Masters, Information Management

University of Maryland

GPA: 4.0

Bachelor of Engineering, Computer Science

University of Mumbai

Patents

Enhanced Information Collection Environments

US20140157102 A1

Synchronizing live audio recording with real-time text input

Navigating Among Edit Instances of Content

US20140123076 A1

Dynamic timeline and version visualization for collaborative documents

Modification of File Graphic Appearance Within a Collection Canvas

US20140164886 A1

State-dependent dynamic visual rendering of document entities

Core Competencies

Executive Leadership

Enterprise Portfolio Strategy
Business Model Transformation
R&D Capital Allocation
Org Design

AI & Platform Architecture

Multi-Agent Workflows
Multi-Modal Systems
LLM Evals & Observability
Production Matching
Data Sovereignty

Commercial Execution

Closed-Loop ROI Validation
Two-Sided Marketplaces
Enterprise Onboarding (KYC/AML)
Zero-to-One Incubation