Sachin Rai
Sr. Strategic Account Executive · AI & GTM Builder
20+ years closing complex enterprise SaaS - Freshworks, Salesforce, Oracle. 7× President's Club. Closed Seagate as a net-new Fortune 500 logo - largest TCV deal in company history. Hit 200% quota with $1.3M ACV and won the LIFE Award for lifting other reps. I'm an AI-native seller: I build the tools I sell and walk into discovery with a working prototype.
Closed Seagate as a net-new Fortune 500 logo - largest TCV deal in company history. Year 2: 3 large deals totalling $1.3M ACV at 200% of quota - first rep ever to hit 200%. Grew Nucor from $350K → $700K (100% account growth via add-ons + expansions). Won the LIFE Award for helping other reps succeed. Full-cycle enterprise ITSM + CX deals, C-suite to close.
Drove enterprise sales across automotive and manufacturing sectors. Closed multi-year SaaS agreements with Fortune 500 accounts. Net-new logo acquisition + named-account expansion across multiple territories. Multi-year 100% quota attainment - two years at 200%, one year at 300%.
Spearheaded C-level conversations on technology investments. Managed North America + Latin America territory. Exceeded $2M+ in total individual sales. Coached sales teams and business development consultants across Linux, Oracle VM, and CRM On-Demand.
Led East-region sales for Oracle & PeopleSoft license + support. Managed a team of 6 consultants. Cross-functional delivery with pre-sales and operations.
Bayesian signal scanner + options grader. Multi-agent system: Scanner → Grader → SwingTrader. Runs daily premarket brief, executes 21–60 DTE options via Alpaca API.
Autonomous trading execution agent. Circuit breakers, harness testing, approval flows via Gmail + iMessage. Migrated to live capital after 6-week paper trading phase.
LangGraph sales pipeline. Researches ITSM prospects, scores for Freshservice fit, generates cold emails + SPIN scripts + exec reports. Built with Apify + LinkedIn scraping.
5am daily briefing agent. Pulls market data, runs portfolio analysis, fires iMessage alerts for key signals. Runs unattended via launchd on Mac Mini.
- Strategic account ownership
- Full-cycle SaaS sales
- Net-new logo acquisition
- Multi-year contract closing
- Pipeline forecasting
- C-suite engagement
- MEDDIC / SPIN
- Claude Code · Claude API
- LangGraph multi-agent
- MCP server integration
- Alpaca options API
- Python · launchd · shell
- Apify web scraping
- Obsidian PKM system
- Freshservice / Freshworks
- Salesforce CRM
- Oracle · PeopleSoft
- GitHub Pages · Netlify
- Google Workspace
- Notion · Linear
- Mac Mini · ORICO NAS
Education
MBA · Marketing & Finance
Indian Institute of Planning and Management
2003 - 2005 · SaaS thesis approved by Belgium University
Languages English (native/bilingual) · Hindi (native/bilingual)