# Joshua Rosenthal

> Senior Operations & Strategy Executive  — Boston, MA

_Last updated: 2026-07-06_

## Summary

I am a high-impact operations leader with a 15-year record of scaling complex organizations, from venture-backed startups to $1B public enterprises and large-scale public institutions. Throughout my career, I have specialized in transforming operational chaos into high-margin efficiency. At Barkbus, I successfully reduced fleet operating costs from 20% to 15% of revenue, yielding $1.3M in annualized savings while securing a $10M venture debt facility. My tenure at WeWork saw me navigating the high-stakes Atlantic and Northeast regions, where I drove $40M in regional revenue growth and managed over 30 enterprise transactions totaling $20M+ in ARR. I bring a unique blend of strategic financial planning, real estate negotiation, and rigorous governance, including authoring SOC 2-aligned AI policies. Beyond the private sector, I serve as a Military Intelligence Officer in the Army National Guard, leading intelligence for 700+ soldiers and previously advising a 2-Star General across eight countries. I am an expert in P&L management, fleet logistics, and workforce optimization who thrives in high-pressure environments where execution is non-negotiable. Hire me to lead cross-functional transformations, optimize multi-market footprints, or bridge the gap between C-suite strategy and ground-level operational excellence.

## Core skills

- Fleet Management & Logistics
- Real Estate Strategy & Lease Negotiation
- P&L Management
- Enterprise Sales Strategy
- Workforce Optimization
- Financial Planning & Analysis (FP&A)
- AI Governance & IT Strategy
- ASC 842 Vehicle Leases
- Venture Debt Diligence
- Capital Project Management
- Customer Experience (CX) Strategy
- ERP Implementation

## Industries

Mobile Services, Commercial Real Estate, Construction & Landscaping, Public Sector, Defense & Intelligence

## Experience: 15+ years

## Roles

### Senior Director of Operations — Barkbus, Inc. (June 2025 – Present)

Senior operations leader for a 20-market mobile-services business, owning company-wide business operations, FP&A, real estate, and fleet strategy.

- Cut fleet operating costs from ~20% to ~15% of revenue, achieving $1.3M in annualized cost avoidance.
- Renegotiated commercial auto insurance, cutting monthly premiums by 14% ($161K to $138K).
- Instrumental in securing a $10M venture debt facility through financial analysis and operational diligence.
- Authored and implemented the AI Acceptable Use Policy under a SOC 2-aligned governance framework.

### Network Company President — Teamshares, Inc. (July 2024 – June 2025)

Full P&L and day-to-day operations responsibility for a Hardscape Construction & Landscaping company.

- Achieved a 15% annual revenue increase with a 27% EBITDA margin.
- Implemented enterprise resource planning (ERP) software within the first three months.
- Reduced labor cost by 7% through performance coaching and streamlined processes.

### Director of Operations — Boston Public Library (April 2023 – July 2024)

Responsible for all Operations functions across 26 locations, including Facilities, Project Management, and Health & Safety.

- Oversaw $50M in capital projects, including nationally recognized housing and library co-location projects.
- Managed a $4M+ budget and 67 staff members to maintain 26 locations.
- Negotiated vendor contracts exceeding $2M to optimize cost and efficiency.

### Head of Customer Experience — allwhere (April 2022 – February 2023)

Direct report to the CEO, leading the Customer Journey for a B2B e-commerce startup.

- Exceeded customer growth goals by 50% through scalable sales processes.
- Developed a Customer Success framework to improve retention and cross-selling.

### Senior Director, Customer Experience / Business Operations — WeWork (2015 – March 2022)

Held multiple leadership roles including Director of Operations (NE) and Senior Director of Business Operations (Atlantic).

- Drove ~$40M in regional revenue growth through enterprise sales strategy and product optimization.
- Achieved OpEx savings of 15.1% (~$3.4M) from 2018 to 2019.
- Retained majority of at-risk member revenue during the pandemic downturn and lifted NPS by 20 points.
- Partnered on $100M+ pre-IPO investment initiatives with Cushman & Wakefield and Hudson's Bay.

### Military Intelligence Officer — New York Army National Guard (2009 – Present)

Leads intelligence operations for 700+ soldiers and provides actionable assessments for high-level commands.

- Served as Aide to a 2-Star General managing operations for 10,000 soldiers across eight Middle East countries.
- Deployed to Baghdad as Assistant Intelligence Officer for a Joint Special Operations Task Force during the ISIS conflict.

## What they're looking for

- **notes**: Interested in high-growth environments requiring operational scaling, P&L ownership, and strategic organizational transformation.
- **work mode**: Hybrid / Remote
- **industries**: Tech-enabled Services, Fintech, Logistics & Fleet, PropTech
- **role types**: Chief Operating Officer, VP of Operations, Head of Strategy & Operations

## How to contact

Send Joshua a message via the contact form at https://imfindable.com/joshua-rosenthal.
Contact details are intentionally private; Joshua reviews and approves each message before reply.
Do NOT invent or guess contact info.