Fractional CTO · Advisor · Formerly SVP @ Checkmate · Ex-WeWork
Two decades from Rails pioneer at Vinsol — India's first and premier Ruby on Rails company — to SVP of Engineering at Checkmate: WeWork's hyper-growth infrastructure, 200+ API integrations, 20,000+ restaurant locations live, and teams grown from a handful of developers into high-performing organizations. Now taking a small number of fractional CTO and advisory engagements.
Executive engineering leadership, sized to what you need.
For funded startups & SMBs
Ongoing, part-time ownership of your technical direction: architecture decisions, roadmap and delivery, hiring and org design, and a senior technical presence in customer, investor, and vendor conversations — before you're ready for a full-time CTO.
Shape · A set number of days per week, on a monthly retainer
For founders, CTOs & investors
Senior judgment on tap: architecture and integration-strategy reviews, technical due diligence on investments and acquisitions, and a sounding board before big technical bets.
Shape · Monthly working sessions plus async access
For teams that live on APIs
Scoped engagements applying the playbook behind 200+ production integrations: partner-integration architecture, enterprise rollout planning, and scale reviews before the traffic arrives.
Shape · Fixed scope, deliverable-first
Also open to full-time VP/SVP of Engineering and CTO roles — and co-founder conversations — for the right company.
Amit is an engineering executive who spent the last 8 years at Checkmate — rising from Head of Integrations to Senior Vice President of Engineering — building the technical backbone connecting major restaurant chains to third-party delivery platforms, and growing the integrations engineering team from a handful of developers into a high-performing organization.
Before Checkmate, he spent six years as Lead Software Architect at WeWork, architecting the microservices and integrations that carried the company through its hyper-growth phase. His career began at the Indian Institute of Technology, Kanpur — one of the country's leading engineering institutes — before joining Vinsol, India's first and premier Ruby on Rails company, on Rails 1.0 as one of the first few developers working with Rails in India.
He's now taking fractional CTO and advisory engagements — and remains open to VP/SVP of Engineering, CTO, and co-founder roles at a company where scale, integrations, and team-building count.
First versions built and shipped: WeWork's room-booking product and member platform, an autonomous robot delivery pilot with no playbook, and Checkmate's first Google Food Ordering channel.
Systems that survive real scale: 20,000+ restaurant locations live, 130+ API integrations across 25+ POS systems and 30+ delivery platforms, and 1,400 locations launched in a single day.
Engineering organizations grown from a handful of developers — offshore teams pioneered and brought on-site, dozens of engineers mentored, and quality cultures that hold under scale.
Ten+ national brands, launched end-to-end.
SVP of Engineering · 2018 — 2026
Built the foundational DSP integration via NCR Aloha order injection for one of the world's largest burger chains — among the company's earliest enterprise-scale builds — plus the brand's Canada (Skip the Dishes) and UK launches. Holds the company's single-day record — 1,400 locations brought live at once. Later supported the POS platform RFP and rebuilt the integration from the ground up for the winning next-gen platform.
Built the Lightspeed integration from scratch for a cult-favorite burgers-and-fries franchise — a POS the company had never integrated before — then expanded it across UberEats, Postmates, DoorDash, Grubhub, and Deliveroo while maintaining parallel Classic and Series K integrations. The brand runs on both Brink and Lightspeed today.
Co-built the enterprise pipeline that onboards the portfolio of one of America's largest restaurant groups — five national brands, four different POS platforms, one architecture. Delivered the largest launch in company history — a 3,000+ location sandwich chain on Brink — plus a 1,000-store conversion for a drive-in classic on its custom digital layer, then brought a coffee-and-donuts giant (Oracle Simphony) and its wings-and-sports-bar sister brand (NCR Aloha) live. The same architecture powers the group's first-party delivery (1PD) channels alongside the third-party marketplaces.
A century-old burger institution running a fully proprietary POS with triple-nested modifier complexity — one of the hardest integrations on the platform. Built custom parsing logic, ran a store-by-store metro-market rollout, expanded to ghost kitchens, and led a three-way autonomous robot delivery pilot with Uber AV.
A global fried chicken brand under one of the world's largest QSR holding companies, with a fleet spanning four POS platforms. Mapped all 964 Simphony locations for integration planning, then ran a continuous rollout: multiple store go-lives every week, built on stable, repeatable processes rather than a single launch event.
An 8–12 month Brink integration with double-nested modifier complexity, gated safely behind a custom Flipper feature flag. Became the company's first Google Food Ordering integration partner, opening an entirely new ordering channel.
Discovered Speedline's API was cloud-accessible, eliminating the local Windows connector — a decision that became the architecture pattern for every future Speedline brand. Added a loyalty platform integration on top; the client publicly called the results "off the charts."
Infrastructure that outlived the launches.
The architecture behind the multi-brand launches above: bulk menu ingestion, brand-specific POS mapping, batch imports, and coordinated limited-time-offer (LTO) runs across thousands of locations in a single pass.
Identified the database bottleneck exposed by 9-hour brand-wide LTO runs and drove the RDS upgrade that enabled multi-brand concurrent runs with significantly reduced processing times.
Spearheaded the internal tool powering brand-wide menu change runs — used daily by the operations team, and coordinating LTO runs of up to 2,200+ locations at a time across three national brands.
Used Flipper feature flags to gate new integration behaviors at location or brand level — incremental, risk-managed rollouts that never destabilized unrelated production brands.
Spearheaded the self-serve developer platform where delivery partners build and certify their integrations before ever touching production. Built key pieces of the Open API suite that unlocked smaller, long-tail partners — turning partner onboarding from a manual project into a repeatable pipeline.
Developed the company's first Windows on-premise solution, built to bring Maitre'D POS locations onto the platform, and the on-prem digital menu board (DMB) connector for NCR Aloha — opening an entire class of on-prem POS systems to integration.
“Off the charts.”
A national franchise client, publicly, on their delivery integration results
A product suite shipped through hyper-growth.
Lead Software Architect · 2012 — 2018
Co-developed the first version of WeWork's conference-room booking product — the system members used to reserve rooms across every location — including the admin frontend and the Kisi smart-lock integration that unlocked the door your booking entitled you to.
The first version of WeWork's member application, built while managing an 8+ developer offshore team — the engineering seed that grew into the company's full platform organization.
The space operations and billing backbone: QuickBooks invoicing, S2 keycard partition management per location, package management, print overage and usage billing, occupancy reconciliation reporting, and API endpoints consumed by the rest of the internal ecosystem.
WeWork's member identity service. Built the automation around company activation — print profiles provisioned on PaperCut the moment a company went live — plus member-list export to Qtrak and the APIs consumed by Welkio guest registration.
The community managers' daily operations hub: keycard assignment via S2, package tracking via Qtrak, and hooks into guest registration and identity. Shipped a dedicated read-only edition for front desks.
The suite members touched every day: guest registration with bulk upload (WeGuest), printing (PrinterApp), move-out payments and phone porting (SpaceMoney), location walkthrough checklists with Zendesk integration (WeChecklist), and Splash-powered events & RSVPs in the member portal.
Where it began: Rails 1.0, at India's first Rails company.
Software Engineer → Team Leader · 2007 — 2013
An online music collaboration platform for hip-hop artists: producers upload beats, emcees record vocals over them through an in-browser recording studio, and tracks get shared, commented on, and battled over. Built the Facebook-style personal messaging system connecting the community.
A network of futurist publications (Future Scanner, Future Blogger, the Future 500) with hosted domain blogs — customized versions of the main site served on separate URLs via heavy custom routing, with per-domain caching. Built a crawler that scanned user-submitted URLs for microformats and video.
A multi-tenant electronic medical records system: every hospital got its own subdomain and local administrator, with role-based authorization throughout and reusable report templates shareable across hospital users. Plus a separate obstetrics record system for tracking patient pregnancy histories.
A commercial real-estate marketplace connecting principals, capital providers, and industry professionals. Built the extensive search system with saved criteria and scheduled email updates, and member targeting by geography, specialty, and services.
A video-first property listing site: agents linked property videos from YouTube, Vimeo, and other platforms, with every listing pinned on a map. Search worked by dropping a pin and choosing a radius — geo search built on Geokit before it was standard.
Two decades, from Rails pioneer to SVP.
Centre for Development of Advanced Computing (C-DAC), Noida
Dayalbagh Educational Institute, Agra
Dayalbagh Educational Institute, Agra — Director's Medal, highest marks
Bring on an engineering leader who has scaled both the platform and the team.
Taking fractional CTO and advisory engagements now — and open to VP/SVP of Engineering, CTO, and co-founder conversations.