SR

Sachin Rai

Sr. Strategic Account Executive · AI & GTM Builder · San Francisco

20+ years in enterprise SaaS sales — Freshworks, Salesforce, Oracle — closing complex, multi-year enterprise deals across NA and LATAM. I'm an AI-native AE: I use the tools I sell. Vibe-coding agentic prototypes between calls. Walking into discovery with a working version of the answer.

● San Francisco · PT sachinai1981@gmail.com linkedin.com/in/sachinr1 github.com/sachinai1981-web Blog ↗ Resume PDF ↓
20+ YRS
Enterprise SaaS sales · AE → Strategic AE
$2M+
In total individual sales · multi-year SaaS deals
NA + LATAM
Territory coverage · 2 continents · C-suite access
04 TOOLS
AI products shipped this year · public source
Built career at
001 · Career Journey
Freshworks
Sr. Strategic Account Executive
Oct 2023 — Present · San Francisco

Owned and expanded strategic enterprise accounts within large, complex organizations. Partnered with C-suite to drive AI-powered ITSM and CX transformation. Full-cycle sales — discovery to close — with cross-functional teams.

Salesforce
Account Executive · Auto, Manufacturing & Enterprise
Jul 2014 — Apr 2023 · 8 yrs 10 mo · 3 promotions

Drove enterprise sales across automotive and manufacturing sectors. Closed multi-year SaaS agreements with Fortune 500. Net-new logo acquisition + named-account expansion across multiple territories. Multi-year 100% quota attainment · two years at 200% · one year at 300%.

Selectiva
Business Analyst
Feb 2014 — Jun 2014 · San Francisco

Bridge role transitioning from Oracle product sales into the SaaS-native cycle. Solution architecture and qualification work.

Oracle
Principal & Sr. Account Manager · Linux, Oracle VM, CRM On-Demand
Jul 2007 — Jan 2014 · 6 yrs 7 mo · NA + LATAM

Spearheaded C-level conversations on technology investments. Managed NA + Latin America territory. Exceeded $2M+ in total sales. Coached sales teams + business development consultants.

AT&T · Hosting & Application Services
Sr. Consultant ERP & Team Lead
May 2005 — Jun 2007 · East USA

Led East-region sales for Oracle & PeopleSoft license + support. Managed a team of 6. Cross-functional delivery with pre-sales and operations.

ICICI OneSource
CSA · Customer Sales Associate
Jan 2002 — May 2003 · Foundational role

First sales chapter — built the playbook on outbound, qualification, and relationship-building that compounds 20 years later.

002 · Key Achievements
↑
Closed
$2M+ IN INDIVIDUAL SALES
at Oracle as Sr Account Manager — multi-year deals across NA + LATAM.
Owned
3 PROMOTIONS AT SALESFORCE
in 8 years — Enterprise Corporate Sales → Named New Business → Auto/Manufacturing AE.
●
Built
C-LEVEL RELATIONSHIPS
with hundreds of enterprise decision-makers across Fortune 500 auto, manufacturing, and tech firms.
★
Closed
MULTI-YEAR SAAS AGREEMENTS
at Salesforce — strategic-account expansion, complex negotiation, multi-stakeholder alignment.
⌬
Vibe-coding
04 AI PROTOTYPES IN USE
Signal Forge · Account Brain · NemoClaw OS · Harness — built with Claude Code & agentic tools. Public build log at sachinai.com
→
Currently selling
AI ITSM & CX AT FRESHWORKS
to Fortune-1000 customers. AI-driven solutions, partnered with C-suite stakeholders.
+
Subject Matter Expert
SaaS · Middleware · BI
Thesis on SaaS approved by Belgium University. National economic planning + executive communication.
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Expertise · Edge · Edu · Connect

Sachin Rai
Continued · Page 02 / 02
003 · Expertise
◎

Enterprise Sales

  • Strategic account ownership
  • Full-cycle SaaS sales
  • Multi-year contract closing
  • Net-new logo acquisition
  • Pipeline forecasting
  • Outbound prospecting
●

AI & GTM

  • AI-driven ITSM & CX
  • Eval-first product selling
  • Outcome-based pricing
  • The 90/10 reliability frame
  • LangGraph + MCP tooling
  • Claude / GPT integration

Executive Relationships

  • C-suite engagement
  • VP-level discovery
  • Stakeholder alignment
  • Cross-functional partnership
  • Solution architecture
  • Long-cycle negotiation
▤

Industry Depth

  • Auto & Manufacturing
  • Enterprise IT / ITSM
  • Middleware + BI
  • SaaS platforms
  • North America + LATAM
  • Linux / Oracle VM / CRM

What I'm known for

  • Closing what nobody else can — multi-stakeholder, multi-year, multi-region.
  • Translating chip-level infrastructure into CFO-friendly business outcomes.
  • Showing up to a CIO meeting with a working prototype, not a slide deck.
  • Compounding domain knowledge across three decades of enterprise software.

What I care about

  • Selling tools that actually solve customer problems, not features.
  • Building AI that respects evals, not the demo-day vibe.
  • Mentoring the next generation of AEs into operators.
  • Curiosity, continuous learning, and tech that earns its budget.
★

Recognition

Subject Matter Expert SaaS · National Economic Planning · Executive Communication. Multi-quarter quota achievement at Salesforce + Oracle.

◊

Languages

English Native or Bilingual
Hindi Native or Bilingual

Education

MBA · Marketing & Finance Indian Institute of Planning and Management
2003 — 2005
SaaS thesis approved by Belgium University.

→

Let's connect

sachinai1981@gmail.com
linkedin.com/in/sachinr1
github.com/sachinai1981-web
sachinai.com

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