Founder Experience
Nearly a decade empowering people to grow with technology, from independent drivers to enterprise teams.
This page goes deeper than the summary on the About page: where the experience behind MAC Endeavors was built, and what it looked like day to day.
That experience spans independent entrepreneurs and owner-operators, small and multi-location businesses, and mid-market and enterprise companies, across marketplace operations, automotive technology, communications software and revenue operations.
It started at Uber during its hyper-growth years, empowering independent owner-operators to become their own bosses with new technology through hands-on training and support. Living through that pace of change, guided by world-class leadership, showed me up close what works and what doesn’t when a company changes fast. That’s where I learned that new tools only pay off when the people using them are set up to succeed.
At DriveCentric, that turned into equipping and supporting the people who run car dealerships: owners, general managers, finance managers, sales managers and BDC agents. I coached them to master online sales tools, AI-assisted lead responses, advanced automations and custom reports, worked through the technical side when it came up, and onboarded dealerships of every size, including an enterprise group rollout across 11 locations that I managed end to end. The goal every time was the same: a successful launch, and teams still using the tools months later to respond faster and sell more.
Most recently at Aircall, I guided mid-market and enterprise companies across a wide range of industries to real business results, combining reporting, AI features and a clear implementation and adoption strategy. Alongside advising those teams, I grew my own $3.5–$4M book of business, reached 109% net revenue retention and earned President’s Club for the highest net revenue retention in North America.
MAC Endeavors brings that whole arc, from independent operators to dealership groups to enterprise teams, to founders and small businesses that deserve the same tools and the same support, without needing a big team of their own.
Roles at a Glance
Where this experience was built.
Uber
Owner-Operator Training & Support
Trained, supported and empowered independent owner-operators to become their own bosses with new technology during Uber’s hyper-growth years, learning firsthand what works and what doesn’t under world-class leadership.
DriveCentric CRM
Customer Success
Equipped and supported dealership owners, general managers, finance and sales managers and BDC agents to master online sales tools, AI-assisted lead responses, automations and report building, including an enterprise dealership group rollout across 11 locations managed end to end.
Aircall
Senior Customer Success Manager
Guided mid-market and enterprise companies across many industries to results: designing inbound call flows, rolling out AI voice agents, translating reporting into business strategy, and leading implementation and adoption, while growing a $3.5–$4M book of business.
AI & Automation Adoption
Turning emerging technology into practical process.
- Led adoption of AI-enabled products, including AI-assisted customer workflows and AI voice technology.
- Advised on CRM automation, workflow triggers, pipeline automation, automated customer outreach, reporting, and communications workflows.
- Worked with early AI capabilities in automotive SaaS before the current generative-AI boom.
- Identified opportunities to automate internal customer-success processes, including business-review preparation and customer lifecycle workflows.
- Focused on translating emerging technology into practical business processes rather than adopting tools for their own sake.
Enterprise Implementation
Leading rollouts at real organizational scale.
- Led phased SaaS implementations and maintained post-launch relationships for multi-location organizations, including an 11-location enterprise dealership group.
- Managed stakeholder alignment, project plans, configuration, training, reporting, adoption, and change management.
- Worked directly with business owners, executives, directors, sales leaders, and operational stakeholders.
- Guided organizations from legacy processes into new CRM, reporting, communication, and automation workflows.
Workflow & Operations Consulting
Finding the friction and redesigning around it.
- Advised executives on CRM architecture, lead-source tracking, sales pipeline structure, automation triggers, outbound communication, reporting, and operating processes.
- Experienced rapid change from the front line during Uber’s hyper-growth years, seeing which new processes helped owner-operators succeed and which didn’t.
- Identified workflow bottlenecks and designed operational changes to reduce friction and improve outcomes.
- Tailored and adapted an onboarding workflow from another market that produced a significant improvement in first-trip conversion.
- Identified a regulatory onboarding bottleneck, became a Notary Public with company approval, and created an in-office process to reduce customer friction.
- Moved operating teams from ad hoc processes toward structured huddles, KPI reviews, training, escalation workflows, and dedicated follow-up processes.
- Built internal documentation, SOPs, checklists, knowledge resources, and training materials when formal resources were limited.
Customer & GTM Operations
Owning the number, not just the relationship.
- Managed a $3.5M–$4.0M ARR SaaS portfolio with responsibility for retention, expansion, forecasting, adoption, risk management, and executive relationships.
- Earned President's Club recognition for highest net revenue retention in North America.
- Received recognition as a top add-on revenue performer.
- Historically generated approximately $23K–$27K in quarterly expansion MRR.
- Turned around a major at-risk account, expanded it at renewal, and later grew the broader relationship across its affiliated organizations.
- Led complex discovery, success planning, QBRs, renewals, expansion strategy, and executive alignment.
- Designed and proposed improvements to Sales → Implementation → Customer Success handoffs.
- Identified opportunities to improve lifecycle management, customer segmentation, business-review preparation, and internal automation.
AI, Communications & Customer Experience
Where automation meets a live conversation.
- Worked with AI-assisted communications and AI voice-agent solutions.
- Designed customer workflows combining automation and live-agent escalation.
- Worked across communications infrastructure, messaging, CRM integrations, automation, routing, reporting, and customer-experience workflows.
Security, Compliance & Enterprise Readiness
Comfortable in front of an enterprise security review.
- BAA / HIPAA-related requirements.
- SOC 2 documentation and enterprise security review processes.
- Penetration-test documentation.
- GDPR considerations.
- Security questionnaires and procurement reviews.
- A2P 10DLC registration and messaging compliance.
- Telecom / carrier requirements.
- Coordination with Legal, Security, Solutions Engineering, Implementation, Support, and executive stakeholders.
This reflects experience navigating these processes alongside dedicated Legal, Security, and Solutions Engineering teams — not performing security audits, authoring compliance documentation, or acting as legal counsel.
Change Management & Enablement
Managing the human side of a rollout.
- Trained dealership owners, general managers, finance and sales managers and BDC agents on online sales tools, AI-assisted lead responses, automations and report building, through to everyday use.
- Built and delivered one-on-one and group training programs.
- Created onboarding materials before centralized resources were available.
- Trained and mentored colleagues and became a recurring subject-matter expert and escalation resource.
- Built internal knowledge-base content, checklists, SOPs, and enablement material.
- Presented best practices internally at company-wide and sales-focused events.
- Coached stakeholders through new KPIs, reporting methodologies, and workflow changes.
- Managed the human side of implementation: stakeholder alignment, communication, training, adoption, and reinforcement.
Cross-Functional & Leadership Experience
Operating across every function a rollout touches.
- Worked across Sales, Product, Solutions Engineering, Implementation, Customer Success, Support, Legal, Security, Payments, Safety, Marketing, and Operations.
- Selected based on performance and seniority for cross-market operational assignments in Seattle, Denver, Louisville, and Salt Lake City.
- Shared best practices between markets and brought successful operating processes back to the home market.
- Served as a peer mentor, escalation point, subject-matter expert, and informal operational leader throughout multiple roles.
- Participated in internal Uber leadership development led by Harvard Business School professor and then-Uber SVP of Leadership & Strategy Frances Frei, on an optional basis, during Uber's organizational transformation.
This was internal leadership-development training, not a Harvard Business School degree, certification, or executive-education credential.
By the Numbers
Outcomes from that path.
$3.5–$4M
Book of business managed personally
109%
Net revenue retention (Q4 2024): customers grew instead of leaving
President’s Club
Highest net revenue retention in North America
11
Locations in one enterprise CRM rollout I managed
These outcomes were achieved during Corey McKnight’s prior roles at Uber, DriveCentric CRM and Aircall. MAC Endeavors client results will be published separately as engagements are completed.