Top 2 Chief of staff Jobs in Sarasota, Fl

Chief of Staff
Growth Signals —Sarasota, FL
- Full-time
- 6 years
- Writing skills
- Senior level
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Chief of Staff

Growth Signals
Sarasota, FL

Quick Apply

Job Details

Full-time

Qualifications

Startup experience
Writing skills
B2B business model
Go-to-market strategy

Full Job Description

About Growth Signals

We’re building the future of AI-driven strategic innovation, and we’re looking for people who are excited to join us at the ground floor. As a seed-stage B2B startup, we’re on a mission to help teams accelerate discovery, validate concepts faster and scale impact across the organization, and we believe customer obsession is our unfair advantage. As an early member of our team, you’ll shape how we engage, retain, and grow our product & customers.

Our Culture

We’re builders, learners, and problem-solvers who take pride in delivering real value to our customers. We believe in fast feedback loops, radical transparency, and taking smart bets. If you’re energized by ambiguity, thrive in startup chaos, and care deeply about helping customers succeed, we’d love to hear from you.

Why Join Us

Shape not just your role, but how we build and scale
Competitive salary + early-stage equity
Flexible remote-first culture
Opportunity to work directly with founders and shape product and customer strategy
Build relationships with innovative customers solving hard problems with AI

What You’ll Do:

Partner directly with the CEO to translate priorities into actionable workstreams, timelines, and ownership
Drive the weekly operating cadence (leadership meetings, priorities, follow-ups, decision tracking)
Prepare executive materials including leadership updates, board prep, and key business summaries
Ensure alignment and accountability across leadership team initiatives

GTM Operations & Business Rhythm

Support the structure and execution of the company’s go-to-market motion (Sales, Partnerships, Marketing, Customer Success)
Create and maintain visibility into pipeline health, funnel progression, and GTM activity
Identify bottlenecks in the customer journey and help coordinate solutions across teams
Establish simple, repeatable operating systems that improve execution without slowing the business down

Deal Desk, Pipeline, and Reporting (Core Ownership)

Own the deal desk process, including deal structuring support, internal coordination, and approval workflows
Serve as the central point of coordination for complex or strategic deals
Own pipeline management discipline, including forecasting inputs, stage definitions, and consistency of CRM usage
Build and maintain clear, executive-ready reporting on pipeline, conversion, and GTM performance
Ensure leadership has an accurate, real-time view of business health and forward-looking indicators

Cross-Functional Coordination

Drive execution across Sales, Product, Partnerships, and Customer teams
Ensure clear handoffs and alignment across customer lifecycle stages
Support partner and alliance initiatives through coordination, follow-through, and tracking
Step into ambiguous, high-priority projects that don’t clearly “sit” within a single function

Special Projects & Strategic Initiatives

Lead high-impact projects from concept through execution
Bring structure to new initiatives (clear goals, owners, timelines, and success criteria)
Help the company operationalize new ideas without overbuilding process too early
Act as a force multiplier for the CEO and leadership team

Required Qualifications

6–10+ years of experience in business operations, GTM operations, consulting, chief of staff, or similar operating roles
Experience in early-stage or high-growth environments where priorities shift quickly
Strong understanding of go-to-market functions (sales, partnerships, customer success, marketing)
Experience supporting or managing pipeline, deal desk, forecasting inputs, or GTM reporting
Proven ability to bring structure to ambiguity and drive execution across multiple stakeholders
Strong communication skills, including executive-level writing and synthesis
Highly organized, detail-oriented, and able to manage multiple priorities simultaneously
High ownership mindset with strong judgment and discretion

Preferred Qualifications

Experience working closely with founders, CEOs, or executive teams
Background in B2B SaaS, enterprise software, or consulting environments
Experience with CRM systems, reporting tools, and pipeline tracking frameworks
Exposure to partner ecosystems, alliances, or consulting-style revenue motions
Experience building lightweight systems from scratch in fast-moving environments

Quick Apply

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