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Architecting Growth, Building Value

A living playbook of GTM strategy, market analysis, and revenue-driving solutions.

๐Ÿ“ Chicago, Illinois ยท โœ‰๏ธ james.bonaguro@gmail.com

This is a Living Portfolio

This is not a static resume. It's an active workshop where I continuously add new market research, competitive analysis, and proof-of-concept tools. It's a real-time look into how I solve problems and create value.

My Approach: From Insight to Impact

I believe the most powerful solutions are born at the intersection of deep market understanding and authentic human connection. Technology is the tool, but strategic relationships and a clear value proposition are what drive sustainable growth.

This belief, rooted in my entrepreneurial background and experience scaling a family-owned enterprise, is why I focus on building more than just tech stacks; I build scalable systems for customer success.

My process is a repeatable framework:

  • Deep Discovery: I start by mapping the entire customer journey and stakeholder motivations to uncover the core challenges and unspoken needs.
  • Value-Centric Solutioning: I architect solutions, from automated workflows to integrated data pipelines, that solve specific problems and are directly tied to measurable business outcomes like revenue growth, GTM velocity, and user adoption.
  • Enablement and Adoption: I ensure long-term success by creating comprehensive enablement plans, champion networks, and clear documentation, turning implementation into true transformation.

The case studies and tools in this portfolio are direct evidence of this approach in action. Explore them to see how this framework delivers results.

Core Competencies

Value-Based Discovery Strategic Solution Selling Compelling Product Demos Revenue and Adoption Planning Cross-Functional Deal Strategy Customer Success and Expansion

My Playbook: Frameworks and Tools

These are not just projects; they are reusable frameworks that demonstrate how I approach and solve complex business challenges.

Solutions Engineering Demo Framework

An interactive walkthrough of the end-to-end methodology I use to map complex customer challenges to tangible business value, built for a hypothetical SaaS client.

Launch Interactive Demo โ†’

Competitive Value Proposition Framework

A live dashboard I built to analyze a real-world B2B SaaS product (CDK's CVR), demonstrating how I conduct market research and articulate a powerful value proposition.

View Market Analysis โ†’

Multi-AI Solution Design Template

The actual workflow template I used to build this portfolio. A repeatable framework for orchestrating multiple AI models to deliver a cohesive, high-quality solution.

Explore the Workflow โ†’

Case Studies: My Approach in Action

The following are examples of how I've applied my framework to deliver measurable business results.

Enterprise GTM Process Unification

Co-led an initiative driving over 90% adoption within a 150-user go-to-market division at a 2,500-person SaaS company, increasing launch velocity by 25%.

Read full case study โ†’
150+
Users
25%
Velocity
90%+
Adoption
Enterprise
Scale

Automated Voice of Customer Program

Architected an automated feedback system that doubled response rates and delivered real-time customer alerts.

Read full case study โ†’
2x
Response Rate
Real-Time
CX Alerts
90%
Manual Work Cut
Unified
NPS & CSAT

Scaling a Family-Owned Auto Group

Contributed to scaling operations from two to four rooftops and modernizing the F&I office.

Read full case study โ†’
$1,600
Avg. PVR
38%
F&I revenue lift
2 to 4
Locations
Developed
Top Talent

Executive GTM Intelligence Dashboard

Delivered real-time visibility into 40+ projects by architecting an API pipeline, cutting executive meeting time by 75%.

Read full case study โ†’
75%
Meeting Cut
3 wks
Risk Lead Time
40+
Projects Tracked
Real-Time
Data

Consulting Highlights

Dental Practice Digital Transformation

Reduced no-shows by 35% through targeted automations and freed ~8 hours/week of staff time.

Ice Arena Operations Overhaul

Delivered a 12% seasonal revenue lift through end-to-end software implementation.

Case Study: Unifying GTM Workflows in an Enterprise Environment

Co-led an initiative driving over 90% adoption for a 150-user go-to-market division at a 2,500-person SaaS company, increasing go-to-market launch velocity by 25%.

Business Problem

Within a 2,500-person enterprise, a 150-user go-to-market division was stalled by siloed tools and inconsistent processes across six product portfolios. This created critical visibility gaps for leadership and delayed product launches, directly impacting revenue targets.

My Solution

  • Discovery: I was responsible for conducting stakeholder interviews across Sales, Product, and Customer Success to map existing workflows and diagnose the highest-impact friction points preventing scalable growth.
  • Solution Architecture: In partnership with senior leadership, I designed and implemented a centralized GTM playbook in Asana. This was my primary responsibility and involved creating standardized templates, automated approval workflows, and planning for a future Power BI integration.
  • Enablement and Adoption: I owned the execution of a phased rollout strategy, starting with a 10-person pilot and a champion network to ensure buy-in. This was supported by live training, the creation of a central resource hub, and ongoing office hours to drive adoption.

Measurable Impact

  • 25% Faster GTM Velocity: Standardized processes reduced time-to-market for new products and features.
  • 90%+ User Adoption: Achieved sustained, enthusiastic adoption across all targeted departments within three months.
  • 45 Mins/Day Saved Per User: Centralized communication and automated handoffs led to a 65% reduction in status-update emails.
  • Reduced Meeting Overhead: Clearer project visibility allowed for shorter, more strategic team check-ins.

Case Study: Launching an Automated Voice of Customer Program

Architected a scalable feedback system by integrating Salesforce and Qualtrics, which doubled survey response rates and created an instant alert system for customer issues.

Business Problem

The company struggled with a disconnected Voice of Customer (VoC) strategy. Decentralized surveys led to a low 6% response rate, and there was no reliable system to flag or act on negative customer feedback, putting key accounts at risk of churn.

My Solution

  • Discovery and Strategy: I analyzed the 16 disparate NPS and CSAT surveys and developed a strategy to consolidate them into a unified program triggered by key events in the Salesforce customer lifecycle (e.g., case closed, onboarding complete).
  • System Integration: I designed and implemented an API-driven integration between Qualtrics and Salesforce. This automated the distribution of the right survey at the right time, pulling customer data from Salesforce to personalize the experience.
  • Automated Alerting: I built a Salesforce Flow that instantly analyzed incoming survey responses. If a low score (detractor) was detected, the Flow automatically created a high-priority task assigned to the account owner for immediate follow-up.

Measurable Impact

  • Doubled Response Rate: Automation and improved timing increased the survey response rate from 6% to 13%.
  • Real-Time Issue Resolution: The instant alert system ensured that every dissatisfied customer received follow-up, reducing churn risk.
  • 90% Reduction in Manual Work: Freed the Customer Success team from manually sending surveys and tracking responses.
  • Unified CX Reporting: Created a single source of truth for customer feedback, enabling better strategic decisions.

Case Study: Scaling a Family-Owned Auto Group

As a key contributor in my family's dealership group, I helped scale operations from two to four rooftops and assisted in positioning the enterprise for a premium exit.

Business Problem

The dealership group faced significant operational hurdles in scaling its finance and insurance (F&I) operations. Manual, paper-based processes led to slow deal funding, compliance risks, and revenue limitations that could not support the group's growth ambitions from two to four locations.

My Contribution and Solution

Working alongside senior leadership, I played a key role in identifying and implementing new technologies to modernize the F&I office. My focus was on streamlining workflows to drive efficiency and revenue. This involved:

  • Leading the implementation of Darwin F&I software to digitize menu selling and product presentations.
  • Driving the adoption of CDK Digital Contracting to eliminate paper contracts and accelerate the funding process with lenders.
  • Developing new training protocols for the F&I team to ensure high adoption and consistent performance on the new platforms.
  • Establishing an informal mentorship program, successfully developing a junior employee from a concierge role into a top-performing salesperson.

Measurable Impact

  • 38% Increase in F&I Revenue: The new digital workflows directly contributed to a significant lift in finance office profitability.
  • $1,600 PVR: Achieved a Per Vehicle Retail average well above the industry standard.
  • 3-Day Faster Deal Funding: Digital contracting dramatically reduced the time to get deals funded by financial institutions.
  • Enabled Scalable Growth: These modernized systems were critical in supporting the successful operational expansion from two to four rooftops.
  • Internal Talent Development: The mentorship program created a new pipeline for sales talent, contributing to near-zero team turnover.

Case Study: Executive GTM Intelligence Dashboard

Architected an automated reporting system that provided executives with their first-ever real-time view into the health of 40+ concurrent GTM projects.

Business Problem

Leadership had no centralized way to track the health of a 40+ project GTM portfolio. Status updates were manual, consumed over two hours in weekly meetings, and failed to surface at-risk projects until it was too late to effectively intervene.

My Solution

  • System Architecture: I designed and built an automated data pipeline using the Asana API to feed real-time project status, timelines, and risks directly into a Power BI dashboard.
  • Dashboard Design: I created a multi-layered dashboard that provided an at-a-glance executive view of the entire portfolio, with the ability to instantly drill down into the specifics of any individual project to see tasks, owners, and potential blockers.

Measurable Impact

  • 75% Reduction in Meeting Time: Slashed weekly GTM status meetings from over 2 hours to a focused 30-minute strategic review.
  • Proactive Risk Mitigation: The dashboard automatically flagged at-risk projects, allowing leadership to intervene approximately three weeks earlier than before.
  • Data-Driven Decision Making: Provided executives with a single, reliable source of truth for resource allocation and strategic planning.

Multi-AI Workflow Template

An engineered solution for orchestrating complex, multi-model AI inputs into a single, cohesive solution design.

Efficiency Note

Where applicable, all text fields in this template were populated using voice-to-text, reducing data entry time by an estimated 90% and demonstrating a commitment to rapid, efficient documentation.

1. Project Definition

2. The AI Team and Roles

3. Workflow Log