Eric Kloss| PMP, CMA

Leading Complex Transformations | $10M–$30M Scale

Timeline

2023–Present: Director, Digital Projects

Discovery Senior Living | Led $5M digital transformation, 423 communities, 15% conversion lift, 85% adoption by day 90.

2022–2023: Senior Consultant, Data & Analytics

Orbit Systems | Advised on enterprise-wide analytics improving data-driven decision making for clients.

2021: Director, Field Service

BusPatrol | Oversaw field operations, optimized implementation for transportation hardware.

2011–2021: Vice President, Operations Support & Technology

First Student | $28M GPS fleet ($20M annual benefits), $12M AI platform (96% IRR), 50,000-employee payroll consolidation.

Certifications

PMP

Project Management Professional, 2012

CMA

Certified Management Accountant, 2006

Professional Summary

Enterprise operations leader with 15+ years scaling $10M–$30M digital transformations, infrastructure programs, and technology initiatives across healthcare, transportation, and SaaS. At Discovery Senior Living, I directed digital programs for a 423-community portfolio, managed a $5M vendor ecosystem and a 45-person team, achieving a 15% conversion lift and $28M revenue pipeline. At First Student, I led a $28M fleet program, Project Adiona ($12M AI platform), and payroll consolidation for 50,000 staff.

Education

M.S. Financial Economics

Boston University, 2003

B.S. Business Administration & Economics

University of Mary Washington,

1998 (Cum Laude)

Signature Programs & Transformations

ProgramEmployerYearsInvestmentOutcome
HubSpot CMS/HubDB (350 sites)Discovery Senior Living2025$1.89M$28M pipeline; 15% lift
MarTech ConsolidationDiscovery Senior Living2024–25Run-rate10→6 vendors; 20% savings
JobsOhio Analytics (27 dashboards)Orbit Systems2022–23Consulting50% faster insights
Salesforce Field ServiceBusPatrol LLC2021Ops budget99% dispatch; 20% faster
Project Adiona—AI Routing ($12M)First Student2018–19$12M CapEx96% IRR; 10k tablets
FirstView Student TrackingFirst Student2016–18$3M CapEx25% satisfaction; GPS
Enterprise Payroll (50k employees)First Student2012–13Consolidation22 systems→1; 99% accuracy
GPS & EVIR Fleet (44k buses)First Student2009–12$28M CapEx$20M annual benefits

The Problems I Solve

I have a passion for solving complex problems and delivering results. Not simple ones. The truly complex ones: where strategy and execution collide, stakeholders disagree, and one misstep derails millions in investment.

Most people avoid these. I seek them out. For 15+ years, I've specialized in untangling them. A $28M infrastructure program that nobody could scale? I solved it by integrating governance, vendor coordination, and change management into one system, delivering $20M+ in annual benefits. A 350-site replatform that looked like chaos? I solved it through clear sequencing, right team structure, and aligned metrics that generated $28M in revenue pipeline.

That's what drives me: the challenge of solving what others can't, and the satisfaction of watching it compound into durable competitive advantage.

Sevices

Full-time

Contract

Project-Based



Get In Touch

ekloss5156@gmail.com

239-297-0188

Sevices

Full-time

Contract

Project-Based



Get In Touch

ekloss5156@gmail.com

239-297-0188

Sevices

Full-time

Contract

Project-Based



Get In Touch

ekloss5156@gmail.com

239-297-0188

Sevices

Full-time

Contract

Project-Based



Get In Touch

ekloss5156@gmail.com

239-297-0188

Signature Programs & Transformations

ProgramEmployerYearsInvestmentOutcome
HubSpot CMS/HubDB Replatform (350 sites)Discovery Senior Living2025$1.89M OpEx$28M pipeline; 15% MQL-SQL lift; 20% MarTech savings
MarTech Vendor Ecosystem ConsolidationDiscovery Senior Living2024–2025Run-rate savings10→6 vendors; 20% cost reduction; 99% data integrity
JobsOhio Analytics & Dashboard (27 dashboards)Orbit Systems2022–2023Consulting50% time-to-insight; 35% fewer ad-hoc reports; 30% engagement lift
Salesforce Field ServiceBusPatrol LLC2021Ops budget99% on-time dispatch; 20% cycle reduction; 95% device health
Project Adiona — AI Routing ($12M)First Student2018–2019$12M CapEx96% five-year IRR; 10k tablets; AWS + ERP integration
FirstView Student TrackingFirst Student2016–2018$3M CapEx25% satisfaction improvement; real-time GPS tracking
Enterprise Payroll (50k employees)First Student2012–2013Consolidation22 systems→Kronos; 99% payroll accuracy
GPS & EVIR Fleet (44k buses)First Student2009–2012$28M CapEx$20M annual benefits; 95% device health