From founder led to repeatable scale
I took AgentSync from $0 to $40M ARR. Now I help vertical AI founders build the same engine.
About VerticalScale
I partner with vertical AI founders to evolve go-to-market from founder-led to a scalable revenue system. I bring deep domain expertise, repeatable process, precision messaging, and systems thinking to drive sustainable growth, without the bloat.
One of the hardest parts of company building is growing from product market fit (under $1M ARR) to repeatable revenue ($20M+ ARR). I derisk that stage by:
Providing proven leadership for this specific stage of growth.
Focusing on B2B companies selling complex enterprise products into regulated industries, and going deep on your business and your customer.
Opening my tier 1 network for customer, candidate, and investor introductions.
Testimonials
Robby has been a true partner to FurtherAI. Any founder would be lucky to have him in their corner.
Aman Gour, Co-Founder and CEO of FurtherAI
Testimonials
“Over the five years we worked together at AgentSync, I watched Robby win in one of the toughest and most risk-adverse markets to sell into: enterprise insurance providers. He paired elite selling skills with the ability to recruit and build a world-class team, taking our GTM organization from zero to over $40M in ARR. Robby drove us from a founder-led sales motion to a true enterprise saas machine; weaving structure, systems, and consistency into how we sold and scaled. He’s a legit CRO who is genuinely curious, loves vertical software, and knows how to make product market fit stick.”
Niji Sabharwal, Co-Founder and CEO of AgentSync
"I brought Robby in to help me sell better, and what I got was someone who built the go-to-market function I didn't yet know I was missing. He started with pricing, POC qualification, and how to frame a demo. Then we set the foundation for graduating from founder led sales: the job specs, the interview loops, the comp models, the quota frameworks. He didn't hand me a template and disappear, he built the thing and taught me how to use it. Across key hiring decisions, sharpening our Series A fundraising narrative, product pitch and positioning, pricing and packaging, and more, Robby helped us get better through hands on coaching. We grew revenue significantly over the engagement and set the foundation for the next phase of growth. If you're a founder still selling every deal yourself, I suggest you talk to Robby before you start hiring a sales team.”
Julianna Muir, Co-Founder and CEO of Vellum
“Working with Robby has been a huge unlock for us. He helped me level up how we think about sales, from hiring a great head of sales and defining what "good" looks like, to coaching our team and adding real rigor to our process. He ran pipeline reviews, built structure around stages and handoffs, and turned what was a pretty chaotic process into something consistent and accountable. He's also been an incredible partner to me personally, helping plan revenue targets, think through market capacity, and shape our go-to-market and account strategy for next year. Overall, Robby made our sales org sharper, faster, and more confident.”
Mike Yu, Co-Founder and CEO of Vesta
“Robby diagnosed that outbound for us wasn't a volume game, it was a precision game focused on the accounts that matter most. By Q3, over half of our closed deals originated from outbound, at an average ACV north of $100K and a 40-day cycle.”
Jordan Katz, Co-Founder and CEO of Comulate
“We brought Robby in just after building the sales function at Assured from scratch. Working with him was transformative for the team, but also for me as a leader. We had five reps, a sales process in its infancy, and everyone pretty much selling their own way. He asked a ton of questions, sat in on our calls, and then told me plainly where we were losing deals. A handful of weeks later we had a sales process and forecasting framework that the reps actually ran vs a series of Notion docs that nobody opened. If you're a founder or early-stage sales leader trying to get out of the everything-is-custom phase, talk to Robby. I'm so glad I did.”
Casey McNamara, Head of GTM at Assured
“Working with Robby and VerticalScale was transformative for Garden. Robby helped us evolve from a founder-led sales motion into a scalable GTM system: building the processes, CRM structure, and early team foundations we needed to grow with confidence. His coaching challenged me to become a stronger operator and a more focused founder, while his structured frameworks brought clarity and predictability to our revenue efforts. I would recommend VerticalScale to any founder looking to win in the Enterprise!”
Adi Sidapara, Co-Founder and CEO of Garden
In good company:
Clients include AgentSync, FurtherAI, Comulate, Norm Ai, Vesta, Garden, Vellum, Brellium, Assured, Endra and more.
How we’ll work together:
Advisory
From Founder led to First AE
Focus on ICP, repeatability, and closing your first $1M deal
Standing weekly coaching call with CEO/Founder
Available 7 days a week for support
Hiring Founding AE(s)
Fixed workstream and scope
Get you to the next stage of growth with repeatability and proof
Best for Seed and Series A founders
Fractional CRO
From First AE to First VP
Focus on systems, process, talent, and preparing to scale
Standing weekly workshop and call coaching with reps
Run forecasting & pipeline reviews
Interviewing, hiring and onboarding the team
Customizable workstreams and scope
Get you to the next stage of growth with a team and system that scales
Best for Series A, B and C companies between $2 and $50M ARR
Robby Allen, Principal
I’ve built revenue teams at AgentSync, Flexport, and Zenefits — three unicorns that scaled quickly. Most recently, I was CRO at AgentSync, where I led GTM through 10x, 4x, and 2x revenue years, helping raise $160M+ and reach a $1.2B valuation.
Along the way, I’ve built and led GTM teams of 75+, sold complex solutions into Fortune 1000 enterprises, closed dozens of $1M+ deals, and evolved GTM teams from transactional to strategic enterprise sales.
I’m a coach at heart. I care deeply about building strong teams, clear systems, and momentum that lasts.
That’s what I do now through VerticalScale — partnering with founders to evolve from founder led to systems led sales.