Chief of Staff / Founder's Associate

Chief of Staff / Founder’s Associate – Early-Stage SaaS Startup

Location: Remote (U.S. or Canada)

Compensation: $140k – $200k + Competitive Equity

Type: Full-time

Visa Sponsorship: Not available

About The Role

An early-stage, well-backed SaaS startup is seeking a high-caliber Chief of Staff to partner directly with the founder/CEO in scaling go-to-market operations, streamlining internal processes, and driving strategic cross-functional initiatives.

This role is uniquely cross-functional — blending business operations, product strategy, and sales/marketing enablement. You will get broad exposure to sales, partnerships, hiring, investor communications, pricing strategies, customer insights, and more.

You’ll act as a multiplier for the CEO, unblocking priorities, managing critical projects end-to-end, and helping build a strong culture of execution and accountability.

Key Responsibilities

• Own strategic and operational projects from design through execution
• Support go-to-market (GTM) efforts including sales, partnerships, and marketing by creating repeatable playbooks
• Manage internal business operations like goal tracking, hiring processes, and special initiatives
• Translate customer feedback into actionable product insights and recommendations
• Lead or support critical meetings—handling prep, documentation, and follow-up
• Serve as a trusted thought partner and sounding board to the CEO
  
  

Who You Are

• 2–5 years experience in high-performance environments such as early-stage startups, strategy consulting, investment banking, VC, or product/operations roles at tech companies
• Demonstrated startup experience is required
• Comfortable working autonomously and thriving in ambiguous environments
• Strong communicator with the ability to over-communicate and document clearly in remote teams
  
  

Work Environment

• Fully remote role with occasional all-hands and team meetups (usually once or twice per year)
• Small, close-knit team (~6 people) with a strong culture of autonomy, trust, and collaboration
  
  

About The Company

This startup is building AI-driven sales automation tools designed to enable data-driven workflows that complement human sellers. Their flagship product prevents email bounces in popular sales platforms and acts as an on-ramp to a broader suite of automation products.

With $13M in funding from top-tier investors and founders from leading tech companies, the company is poised for rapid growth and innovation.

Tech Stack

• Primarily Excel for operational analytics and process management