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Renterra · 4 days ago

Chief of Staff

Chicago, IL

Full-time

Hybrid

Entry, Mid Level

$100K/yr - $130K/yr

2+ years exp

Renterra is a Series A–backed SaaS company modernizing the heavy equipment rental industry. They are seeking a Chief of Staff to support the CEO and drive execution across high-priority initiatives in various business areas, including sales, product, and operations.

PaymentsRentalSoftware

Responsibilities

Serve as the CEO’s right-hand partner, focusing on whatever is most important for the business at any given moment. If you want a front-row seat to what it's like to be the CEO of a startup, this role is for you

Drive execution on high-priority, cross-functional initiatives spanning sales, customer success, marketing, product, operations, and finance

Translate strategic ideas into concrete plans, timelines, and deliverables and ensure they actually get done

Step in to own ambiguous problems with limited structure, from analysis through execution

Support company planning and operating cadence, including budgeting support, goal tracking, and leadership coordination

Prepare materials, analyses, and recommendations for internal meetings, leadership discussions, and key decisions

Help plan and execute internal meetings, offsites, customer events, and other high-impact initiatives

Act as a connective tissue across teams, following up on decisions, unblocking issues, and maintaining momentum

Qualification

Consulting experienceAnalytical skillsProject managementExecution-orientedCommunication skillsOrganizational skillsProblem-solvingProactiveResourcefulJudgmentLow egoAttention to detail

Required

2–3+ years of experience at Bain, BCG, or McKinsey (required)

Bachelor's degree from a top-tier academic institution

Exceptional organizational and project management skills

Strong analytical and problem-solving abilities

Proven ability to manage multiple workstreams simultaneously

Comfortable operating in ambiguity and fast-changing environments

Clear, concise communicator — both written and verbal

Benefits

Health, dental, and vision insurance

Flexible PTO policy

Company

Renterra

Software for heavy equipment rental companies to run and improve their businesses

Founded in 2022

Chicago, Illinois, USA

11-50 employees

https://getrenterra.com/

Funding

Current Stage

Early Stage

Total Funding

$13M

Key Investors

Avenue Growth PartnersBienville Capital

2026-01-21Series A· $9M

2024-04-16Seed· $3M

2022-09-19Pre Seed· $1M

Leadership Team

Nick Hibberd

Co-Founder & CTO

Recent News

Bizjournals.com Feed (2025-11-12 15:43:17)

The Beat: Aeropay bets on collaboration with new office near Google's future home

2026-01-23

Venture Capital

Renterra Secures $9 Million Series A Funding to Expand AI-Powered Rental Software Platform

2026-01-22

Venture Capital

Renterra Secures $9M Series A Financing Led by Avenue Growth Partners

2026-01-22

Company data provided by crunchbase