Chief of Staff

Chief of StaffChief of StaffFull TimeRemoteLeadTeam 51-200

Location

Worldwide

Posted

77 days ago

Salary

$100K - $120K / year

Seniority

Lead

No structured requirement data.

Job Description

Chief of Staff

Sterling Brokers

Role Description This is the core of the role. You will: - Map current-state processes across the business and identify the highest-leverage automation opportunities - Build AI-powered workflows using tools like Claude, GPT APIs, Make, n8n, and Zapier — you ship, not just recommend - Own the AI and automation roadmap, setting priorities and driving accountability across teams - Integrate AI capabilities with our proprietary platform — knowing when to build natively vs. integrate externally - Translate frontline operational pain points into clear, prioritised product requirements for the dev team - Measure the impact of every automation you ship and iterate based on results Qualifications - ~5 years of experience in business operations, management consulting or process engineering type role - Hands-on with AI tools and the ability to learn new technology quickly (Claude, GPT APIs, document AI) and automation platforms (Make, Zapier, n8n, or similar) — you build, not just direct - Proven ability to write and communicate clearly — you can draft a polished executive update and a process spec in the same afternoon - Comfortable working with proprietary platforms and technical teams — you understand and can learn our technology and business and make connections - High ownership mentality — you define the problem, build the solution, and measure the outcome Requirements - Experience in insurance, employee benefits, or regulated financial services - Background in prompt engineering and LLM-based workflow design - Proficiency in Python or JavaScript for custom integrations and scripting - Experience with document AI for extracting data from policies and structured documents Benefits - $100,000 – $120,000 base salary - Variable compensation tied to operational and business outcomes - Equity participation — Long Term Incentive Plan (LTIP) - Remote-first with direct access to the executive team - The opportunity to shape how a fast-growing brokerage operates at every level What You're Like - Sharp communicator — clear, concise, and effective whether presenting to leadership or writing a process doc - Action Oriented — you are most comfortable when you are shipping something - Strategically focused — you prioritize the things that actually move the needle - Discreet — you will operate with full context and full trust - Low ego — you lead through results, not title - Decisive — you don't wait for perfect information to move forward

Related Categories

Related Job Pages

More Chief of Staff Jobs

Bodily logo

Chief of Staff

Bodily

A Resource for Women's Bodies and Maternal Health

Chief of Staff77 days ago
Full TimeRemoteTeam 1-10H1B No Sponsor

About Bodily Bodily is a category-defining maternal and women's health brand built on the belief that every woman deserves honest, expert-backed guidance through the biggest physical transitions of her life. We sell direct-to-consumer and through major retail partners including Target. We're a lean, high-output team that takes our work seriously and moves fast. Our culture is collaborative and mission-driven — and we hold ourselves to a high analytical and executional standard. If you want to do work that matters, with people who care about getting it right, Bodily is that place. The Role We're hiring a Chief of Staff to serve as the right hand to the CEO and executive team. This is a high-visibility, high-ownership role at the center of Bodily's most important strategic and operational work — not a coordination or scheduling role. You will be the CEO's primary thought partner on the most consequential questions facing the business: financial analysis and modeling, board and investor communications, cross-functional problem solving, strategic initiatives, and organizational execution. You will own workstreams end-to-end, influence outcomes across every function, and have the opportunity to manage 1–2 direct reports as the team grows. This role is designed for someone with a rigorous finance and investment foundation — private equity, investment banking, or both — who has made a deliberate move into an operating environment and is ready to go deep inside a growth-stage consumer brand. You will see and touch more of the business here than in almost any other role at this stage. What You'll Do Strategic Finance & Analysis - Build and maintain complex financial models to support high-stakes decisions: scenario analyses, sensitivity tables, business case modeling, and ad hoc quantitative work - Own board materials and investor-facing reporting — synthesizing financial performance, business highlights, and strategic narrative into clear, executive-ready communications - Conduct deep-dive analyses on critical business questions — channel economics, pricing strategy, new product ROI, partnership and M&A evaluation - Develop and maintain KPI dashboards and reporting infrastructure that give the CEO and executive team real-time visibility CEO & Executive Team Support - Serve as a thought partner and analytical resource to the CEO on the highest-priority strategic and operational questions - Prepare the CEO for board meetings, investor conversations, and key internal reviews — including pre-reads, briefing materials, and talking points - Act as a force multiplier for the executive team: identifying gaps, connecting workstreams, and ensuring follow-through on decisions and commitments - Represent the CEO's perspective and priorities across the organization when appropriate Cross-Functional Problem Solving & Initiatives - Lead high-priority, high-consequence projects end-to-end — from problem structuring through recommendation and implementation - Spearhead cross-functional planning where CEO-level coordination is required: annual planning, go-to-market launches, organizational changes - Identify where critical work is falling through the cracks and drive it forward, regardless of function Team & Organizational Leadership - Manage 1–2 direct reports as the team scales - Help build organizational infrastructure: frameworks, processes, and reporting rhythms that create leverage for the executive team

New York
Job Closed
Workana logo

CRO Specialist

Workana

The largest platform for hiring top remote talent from Latin America.

Chief of Staff77 days ago
Part TimeRemoteTeam 51-200Since 2012H1B No Sponsor

E-commerce | Health & Beauty | Part-Time with Full-Time Growth Path We are hiring a CRO Specialist to help improve the performance of high-converting sales funnels for e-commerce brands in the health and beauty space across EU and US markets. This is a hands-on role for someone who already understands how funnels drive revenue and knows how to improve performance through stronger conversion strategy, offer structure, copy, and optimization. You will work on the core revenue engine of the business, identifying weak points in funnel performance and turning working funnels into stronger, more profitable ones. This role will start at around 20 hours per week, with a strong path toward full-time growth for the right person. Over time, this person may also grow into a leadership role managing the funnel team, depending on performance and business impact. Responsibilities - Analyze funnel performance and identify conversion bottlenecks - Improve conversion rate, AOV, and overall funnel profitability - Optimize offers, bundles, pricing structures, and upsell logic - Build and improve post-purchase and upsell flows - Review data from funnels and campaigns to understand what is working and what is hurting performance - Run tests, implement improvements, and monitor results - Apply strong judgment to diagnose why metrics are underperforming - Work closely with the existing funnel team and take ownership of optimization strategy - Contribute ideas proactively to improve both performance and process - Potentially grow into leading or managing the funnel team over time

Uruguay
Job Closed
Workana logo

CRO Specialist

Workana

The largest platform for hiring top remote talent from Latin America.

Chief of Staff77 days ago
Part TimeRemoteTeam 51-200Since 2012H1B No Sponsor

E-commerce | Health & Beauty | Part-Time with Full-Time Growth Path We are hiring a CRO Specialist to help improve the performance of high-converting sales funnels for e-commerce brands in the health and beauty space across EU and US markets. This is a hands-on role for someone who already understands how funnels drive revenue and knows how to improve performance through stronger conversion strategy, offer structure, copy, and optimization. You will work on the core revenue engine of the business, identifying weak points in funnel performance and turning working funnels into stronger, more profitable ones. This role will start at around 20 hours per week, with a strong path toward full-time growth for the right person. Over time, this person may also grow into a leadership role managing the funnel team, depending on performance and business impact. Responsibilities - Analyze funnel performance and identify conversion bottlenecks - Improve conversion rate, AOV, and overall funnel profitability - Optimize offers, bundles, pricing structures, and upsell logic - Build and improve post-purchase and upsell flows - Review data from funnels and campaigns to understand what is working and what is hurting performance - Run tests, implement improvements, and monitor results - Apply strong judgment to diagnose why metrics are underperforming - Work closely with the existing funnel team and take ownership of optimization strategy - Contribute ideas proactively to improve both performance and process - Potentially grow into leading or managing the funnel team over time

Argentina
Job Closed
Workana logo

CRO Specialist

Workana

The largest platform for hiring top remote talent from Latin America.

Chief of Staff77 days ago
Part TimeRemoteTeam 51-200Since 2012H1B No Sponsor

E-commerce | Health & Beauty | Part-Time with Full-Time Growth Path We are hiring a CRO Specialist to help improve the performance of high-converting sales funnels for e-commerce brands in the health and beauty space across EU and US markets. This is a hands-on role for someone who already understands how funnels drive revenue and knows how to improve performance through stronger conversion strategy, offer structure, copy, and optimization. You will work on the core revenue engine of the business, identifying weak points in funnel performance and turning working funnels into stronger, more profitable ones. This role will start at around 20 hours per week, with a strong path toward full-time growth for the right person. Over time, this person may also grow into a leadership role managing the funnel team, depending on performance and business impact. Responsibilities - Analyze funnel performance and identify conversion bottlenecks - Improve conversion rate, AOV, and overall funnel profitability - Optimize offers, bundles, pricing structures, and upsell logic - Build and improve post-purchase and upsell flows - Review data from funnels and campaigns to understand what is working and what is hurting performance - Run tests, implement improvements, and monitor results - Apply strong judgment to diagnose why metrics are underperforming - Work closely with the existing funnel team and take ownership of optimization strategy - Contribute ideas proactively to improve both performance and process - Potentially grow into leading or managing the funnel team over time

Brazil
Job Closed