Smartsheet Names Rajeev Singh CEO: Your AI Sales Trigger
New CEO Rajeev Singh pushes AI-first growth at Smartsheet. Hit your pipeline by pitching Intelligent Work Management upgrades & AI analytics now.
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🚀 Battle Card: Smartsheet
Quick trigger:
👤 Decision Maker in the News
- Rajeev Singh, Chief Executive Officer · 🔗 [LinkedIn](https://www.linkedin.com/company/smartsheet-com)
💡 Why It Matters
- A new CEO with a customer-first vision is prioritizing AI investments to fuel next-gen growth → Source
- This is your Smartsheet sales trigger to push Intelligent Work Management upgrades
🎯 Core Pain Point
- Scaling AI-driven product roadmaps under a fresh leadership mandate
- Aligning HR & People ops to support accelerated innovation
💰 What to Pitch
- Primary: [Smartsheet Intelligent Work Management](https://www.smartsheet.com/) → accelerated customer time to results
- Expansion: AI-driven analytics addon → deeper operational insights and performance tracking
🗺️ Quick Context
- HQ: Bellevue, WA
- Employees: ≈ 3,000
- Rev: ≈ $900 M
🤼 Competitive Intel
*Which other vendors you’ll probably face to win Smartsheet’s business.*
- Asana — Work Management / Collaboration
- Unique edge: Best-in-class task tracking UI
- Evaluated by VP of Product for ease of adoption
- monday.com — Work OS / Automation
- Unique edge: Highly customizable workflows
- Evaluated by Director of Engineering for dev integrations
- Wrike — Project Management / Reporting
- Unique edge: Robust reporting and analytics
- Evaluated by CFO for ROI visibility
- Workday — HCM / People Ops
- Unique edge: End-to-end HR suite
- Evaluated by CHRO for talent management
- BambooHR — HRIS / Employee Engagement
- Unique edge: User-friendly HR platform for mid-market
- Evaluated by VP of People for quick deployment
✅ Do-Now Checklist
Connect with Rajeev Singh on LinkedIn (link above) citing this Smartsheet sales trigger
Draft email & DM using the Copy-My-Prompt block with CEO’s AI-led growth focus
Schedule follow-ups in CRM (Day 3 & Day 10)
Next Step
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🧠 Copy My Prompt for Personalized Cold Outreach
────────────────────────────
✏️ YOUR COMPANY
────────────────────────────
OUR_COMPANY = ❑Acme Software❑
OFFER_BRIEF = ❑AI-driven project management toolkit❑
PROOF_METRIC = ❑40% faster releases❑
CTA_STYLE = ❑quick_call❑
TONE = ❑punchy❑
────────────────────────────
📌 TARGET COMPANY
────────────────────────────
NAME = Rajeev
COMPANY = Smartsheet
DEPT = Engineering
SIZE = ≈ 200
BOTTLENECK = scaling AI-driven product roadmaps
EVENT = Smartsheet Names Rajeev Singh as CEO
DETAIL = Smartsheet Names Rajeev Singh as CEO
PAIN = Scaling AI-driven product roadmaps under new leadership
SRC = http://cts.businesswire.com/ct/CT?id=ftfLlWd9aZbF2NXfwppam3Bd664=&newsLang=en&newsId=20251006684201&div=41152219
SIM_CO = Asana
WIN_METRIC = ≈ 30% faster releases
NEXT_SIZE = ≈ 400
EMP_EST = 3,000
REV_EST = ≈ $900M
────────────────────────
TASK FOR CHATGPT
────────────────────────
Role: “NewsletterForLeads SDR-Assist”.
Validate any ≈ guesses via SRC.
EMAIL (keep breaks):
Subject: ≈ 200-person Engineering
Rajeev—noticed your Engineering team is ≈ 200.
That’s when scaling AI-driven product roadmaps slows growth.
We helped Asana fix this with AI-driven project management toolkit.
Result: ≈ 30% faster releases.
Quick call?
PS—next bottleneck hits ≈ 400.
DM ≤45 words, TONE:
Saw your post about Smartsheet Names Rajeev Singh as CEO — Scaling AI-driven product roadmaps under new leadership.
AI-driven project management toolkit. 40% faster releases.
Quick chat?```