
Hillary Applin is a Revenue Architect, GTM Executive, and growth operator with more than 15 years of experience building and scaling revenue organizations across AI, SaaS, fintech, marketplace, and technology-enabled businesses. Throughout her career, she has partnered closely with founders, executive teams, and boards to help companies move from founder-led growth into more intentional, scalable revenue operations.
Her work sits at the intersection of revenue strategy, operational infrastructure, GTM design, and execution. Rather than focusing solely on sales tactics, Hillary specializes in helping companies understand how the entire revenue engine works together — including positioning, ICP, pipeline architecture, forecasting, customer lifecycle, operational cadence, partnerships, and systems infrastructure.
Over the course of her career, Hillary has helped lead multiple organizations through periods of rapid growth, market repositioning, and operational transformation, including several companies scaling from $0–$20M ARR and others transitioning from early traction into more mature enterprise revenue motions. She has built and managed full-funnel revenue organizations spanning Sales, Marketing, Customer Success, RevOps, Partnerships, and Account Management, while also serving as a player-coach in high-growth environments.
Most recently, Hillary served as CRO / Head of Revenue at Carro, a network-effect ecommerce platform focused on retailer ecosystem partnerships and cross-sell infrastructure. There, she led company-wide revenue strategy across partnerships, channels, direct sales, and account management while building the company’s first structured revenue model and operational GTM foundation.
Prior to Carro, Hillary spent several years as SVP of Revenue and SVP of Sales at Verse.ai, an AI-powered conversational commerce and revenue acceleration platform. During her time there, she helped scale the business across SMB, mid-market, and enterprise segments while leading major ICP transitions, expanding into new verticals, improving forecasting rigor, and building repeatable enterprise GTM systems. She also played a key role in scaling enterprise revenue, reducing onboarding friction, increasing customer expansion, and improving operational visibility across the organization.
Throughout her career, Hillary has personally closed complex enterprise deals, built partner and referral ecosystems, redesigned sales processes, implemented forecasting discipline, improved retention and expansion motions, and helped organizations install the operational infrastructure required to support sustainable growth. Her experience spans both strategic leadership and hands-on execution, which allows her to bridge the gap between high-level growth planning and the operational realities founders and teams face day-to-day.
Hillary is also deeply passionate about the future of AI-enabled revenue operations, workflow automation, and scalable GTM architecture. She believes that many companies struggle not because of a lack of demand, but because the systems underneath growth were never intentionally designed to scale. Her work today focuses on helping founders identify where revenue systems are breaking, clarify operational priorities, and build more durable revenue organizations that can scale beyond individual leaders or short-term growth motions.
She is a graduate of the Harvard Business Analytics Program, where she was also the winner of the HBAP Pitch Competition for an AI-driven fintech concept. Her background combines analytical rigor with operational leadership, blending data, systems thinking, and practical execution into a highly collaborative founder-focused approach.
Outside of work, Hillary is passionate about AI, revenue systems, leadership development, pilates, golf, and building high-performance teams and organizations that create lasting impact.
The Revenue Blueprint is a customized strategic document developed throughout the sprint that outlines where your revenue system is breaking, what’s limiting predictability, and what operational, GTM, or systems changes are needed to support more intentional and scalable growth.
Rather than focusing on isolated tactics, the Blueprint is designed to help founders understand how the entire revenue engine works together — from positioning and pipeline through operations, process, and execution.
It includes:
Key bottlenecks and operational friction points
ICP, positioning, and messaging observations
Pipeline and conversion analysis
Inbound vs Outbound vs Partnerships vs Referral network strategy
Sales motion and GTM alignment recommendations
CRM structure and revenue operations recommendations
Workflow, reporting, and forecasting gaps
Founder dependency and scalability risks
Sales process and qualification recommendations
Systems and automation opportunities
Execution priorities and quick wins
Core metrics and operating cadence recommendations
…and a Practical 90-day action plan designed to improve visibility, consistency, and growth execution
The goal is to move beyond reactive growth and create a clearer, more intentional revenue system designed to support long-term scalability, operational clarity, and more predictable revenue performance.
Why Founders Need a Revenue BluePrint:
In many early-stage and growth-stage companies, revenue systems live almost entirely inside the heads of founders or sales leaders. The challenge is that sales leadership turnover is incredibly common —
The average tenure of a VP of Sales is only 12–15 months.
When those leaders leave, critical context often leaves with them:
Pipeline Structure
Qualification Standards
Forecasting Logic
Sales Process
Operational Workflows
And the institutional knowledge behind how revenue actually gets generated
Over time, this creates inconsistency, operational drift, and repeated rebuilding cycles that slow growth and make scaling harder than it should be.
The Goal of the Revenue Architecture Sprint is to help Founders build a stronger operational foundation — one that is documented, intentional, and capable of supporting long-term growth beyond any single hire or sales leader.
By putting the right systems, playbooks, processes, and Revenue Architecture in place early, companies can create:
More predictable execution
Stronger operational visibility
Healthier team alignment
Faster onboarding & scaling
And a Revenue Engine that becomes increasingly durable over timeUltimately, the objective is not just to grow revenue — it’s to build a revenue organization that can sustain and compound growth as the company evolves.