Bryan Byler
Hershey,PA
Summary
Product-minded technology and operations leader with 17+ years of experience building and scaling enterprise systems, delivery models, and revenue workflows including pricing, packaging, and quoting.
Overview
17
17
years of professional experience
Work History
Chief Revenue Officer
Aptitude 8
10.2023 - 12.2025
- Scaled organization from 30 to 80 FTE while growing revenue from $5M to $13M over two years
- Rebuilt and scaled GTM team from 2 to 13, aligning deal structure with delivery and forecasting
- Maintained 97% average revenue team quota attainment through improved deal governance and tooling
- Standardized pricing, quoting, and deal workflows in partnership with PandaDoc, Mobileforce, and DealHub
- Led diligence and systems integration across two M&A events, unifying pricing and GTM workflows
- Earned #2 NAM Partner 2024 and #2 Global Partner of the Year 2025 recognition
- Hired, trained, and mentored 25 team members across delivery, GTM, and systems functions
Director of Technology & Solution Architecture
Mole Street
09.2022 - 10.2023
- Scaled organization from 12 to 28 FTE while growing revenue from $4M to $6M
- Earned #2 NAM Partner of the Year recognition for 2022–2023
- Productized web and development offerings through standardized design and delivery frameworks
- Repackaged services into clearly defined SKUs to improve scoping, pricing clarity, and delivery consistency
- Built and led a pre-sales solution architecture function to improve scoping and execution quality
- Led sales and technology teams with shared accountability across discovery, design, and delivery
- Expanded and matured development practices through the adoption of agile, scalable methodologies
Principal Onboarding Consultant, HSFS DRI
HubSpot
01.2021 - 09.2022
- Led onboarding for 70+ customers with over 60% activation and consistently high CSAT
- Served as DRI for HubSpot for Startups onboarding, supporting high-growth early-stage customers
- Partnered with Product Managers through Voice of the Customer feedback sessions across Hubs
- Chartered “Consulting Hub” office hours to coach peers on positioning, de-escalation, and delivery
- Acted as peer mentor to new members of the Principal COS team
- Active member of Disability Alliance Core Team and COS Culture Squad
Consulting Practice Manager
Avicado Construction Technology Services
08.2017 - 10.2020
- Developed and managed team of consultants to deliver complex, multi-client programs, enhancing project execution.
- Led technology consulting engagements focused on enterprise systems and delivery strategy.
- Defined and documented solution design and delivery processes for PMIS, ERP, and CRM platforms, streamlining project workflows.
- Owned month-end financial reporting, forecasting, and cash flow analysis across client portfolios.
- Managed a multi-year contract supporting Meta's data center infrastructure financial operations.
- Partnered with finance and project teams on cost reporting and revenue forecasting, aligning financial performance with project goals.
- Oversaw a seven-figure annual operating budget for professional services, staffing, and delivery.
Senior Program Project Manager – Contracted Consultant
Lennar Corporation
Miami, USA
04.2017 - 08.2017
- Program Management of a portfolio of strategic technology projects, including cross-functional coordination
- Served as Product Owner for custom development projects, collaborating with product management team to identify and recommend enhancements
- Responsible for financial oversight and accountability, including recruitment budget and the hiring of new staff
- Assisted in developing and implementing first Project Management Office (PMO), defining metrics and KPIs to measure project success
- Focused on team building and issue resolution, providing top-down support to ensure program success
Implementation Consultant
Trimble Inc (Formerly e-Builder)
Plantation, USA
06.2015 - 09.2016
- Implementation management of an AWS-based Construction Project Management software
- Collaborated with product management on road mapping and market positioning, contributing to Product/UI/UX enhancements
- Analyzed client business processes and requirements and developed process workflows utilizing modeling paradigms
- Advised C-Level Executives on organizational process improvements, leading to successful implementation of recommended initiatives
- Executed project implementations at client sites across the U.S., ensuring alignment with project goals and client needs
ERP / Business Applications Manager – Contracted Consultant
Moss & Associates, LLC
Fort Lauderdale, USA
01.2015 - 06.2015
- Promoted from ERP Manager to Business Applications Manager, overseeing enterprise applications and driving strategic initiatives
- Managed implementation and integrations of industry-leading ERP system, ensuring alignment with business objectives
- Coordinated with CTO to develop the company's technology roadmap, action plans to achieve the mission
- Established timelines, assigned resources, and monitored progress of technology infrastructure projects to support organizational goals
- Conducted periodic performance assessments of enterprise systems and recommended strategic enhancements
Technical Account Manager, Implementation Lead
VERGE Health
Mount Pleasant, USA
06.2012 - 08.2013
- Implementation of the proprietary software and provided on-going technical support across the customer journey
- Cultivated client relationships, articulated module benefits, and delivered web-based client presentations and training for users
- Consulted with executives to identify software opportunities that enhance value and quality of care
- Acted as requirements owner, collaborating with client stakeholders to gather and clarify system requirements
- Bridged the “gap” between technical personnel and client-facing Sales & Account Management teams
Financial Systems Analyst, Project Team Lead – Contracted Consultant
U.S. Department of State
North Charleston, USA
01.2010 - 06.2012
- Direct technical support to financial systems for U.S. Embassies, Consulates and Washington Agencies worldwide
- Coordinated with overseas cashiers, accountants, Foreign Service Officers, functional contacts, and other end-users on multiple software platforms designed to manage all aspects of financial and travel operations globally
- Managed front-line support via email and phone, assisting customers through the entire troubleshooting process
- Drafted and obtained federal clearance for informational email broadcasts to financial management staff worldwide.
Project Manager, Business Process Analyst
Modus21
Mount Pleasant, USA
08.2008 - 10.2010
- Led process leadership as Project Manager, managing teams of developers and analysts
- Managed project budget, scope, schedule, milestone certification & completion
- Developed a centralized quality framework to facilitate obtaining Capability Maturity Model (CMMI) Level 2
- Conducted internal process and quality audits ensuring compliance with client, state, and federal regulations
- Planned projects, allocated resources, and managed all internal development efforts
- Served as a staff technical writer, creating comprehensive documentation for various projects.: Drafted RFI/RFPs, Grants, GSA IT70 and MOBIS schedules for Federal work
Education
Master of Science - Organizational Leadership, Information Technology Management
Regis University
Denver, CO12.2012
Bachelor of Arts - Psychology, Political Science minor
The Citadel, The Military College of South Carolina
Charleston, SC05.2009
Skills
- Quote-to-Cash & Revenue Lifecycle Systems
- Pricing, Packaging & Quoting Workflow Design
- Cross-Functional Product & Platform Leadership
- GTM Systems Implementation & Optimization
- Data-Informed Planning, Forecasting & Performance Management
- Scalable Process & Operating Model Design
- Customer-Centered Problem Discovery & Solution Design
- M&A Integration, Platform Alignment & Value Capture
Timeline
Chief Revenue Officer
Aptitude 8
10.2023 - 12.2025
Director of Technology & Solution Architecture
Mole Street
09.2022 - 10.2023
Principal Onboarding Consultant, HSFS DRI
HubSpot
01.2021 - 09.2022
Consulting Practice Manager
Avicado Construction Technology Services
08.2017 - 10.2020
Senior Program Project Manager – Contracted Consultant
Lennar Corporation
04.2017 - 08.2017
Implementation Consultant
Trimble Inc (Formerly e-Builder)
06.2015 - 09.2016
ERP / Business Applications Manager – Contracted Consultant
Moss & Associates, LLC
01.2015 - 06.2015
Technical Account Manager, Implementation Lead
VERGE Health
06.2012 - 08.2013
Financial Systems Analyst, Project Team Lead – Contracted Consultant
U.S. Department of State
01.2010 - 06.2012
Project Manager, Business Process Analyst
Modus21
08.2008 - 10.2010
Master of Science - Organizational Leadership, Information Technology Management
Regis University
Bachelor of Arts - Psychology, Political Science minor
The Citadel, The Military College of South Carolina