Welcome to the Enterprise

SellToGroup has successfully sold over $100 million in SaaS contract sales into the Fortune 500.

Our mission is clear: to introduce groundbreaking technology to the world's largest organizations.

From making your first sale. Forming your first sales team, to eventually closing that coveted $1 million client, SellToGroup is here to accelerate your growth journey.

We were formed to help founders and startup leaders reduce the risk and associated costs of selling into enterprise organizations.

You may have the product but without the appropriate positioning and processes you are fighting a losing battle that could have catastrophic impact on your long term success.

Derive your strategy with SaaS startup specialists that have a proven track record of bringing cutting edge technologies to the world’s largest organizations.

Cost of Entry

The average Enterprise Customer Acquisition Cost (CAC)

Evan Bailyn
CEO, First Page Sage
The average Enterprise deal cycle for deals exceeding $100k ACV

Meg Prater
Managing Editor, Hubspot
“70% of SaaS First VP of Sales don’t make it to 12 Months. It’s one of the most common, and also most devastating mishires in startups.”

Jason Lemkin
Echosign
(Acquired by Adobe)
The direct year 1 costs of a failed Enterprise Sale Executive totals more than $563,000

Dr. Bradford Smart
Avoid Costy Mis-Hires

How We Can Help

Set your Sales Foundations with SellToGroup

Scope

Market Understanding

Define your total and serviceable markets. Pinpoint your Ideal Target Organizations and Client Personas.

Focus your efforts on the industries, organizations, and use cases that will yield the highest contract values, lower churn and lowest cost of sales.

Sell

Differentiated Value

“No one got fired for buying IBM”. With change comes risk and new start ups require far greater internal advocacy than the category leaders. Learn how to empower your customer champions to advocate and articulate your differentiated value across your client buying committees

Scale

Predictable Revenue

Build a sales engine that generates predictable revenue through honed processes and playbooks.

Underpin sales excellence with management and technological systems that maximize conversion throughout your pipeline.

Testimonials

“From our first meeting it was apparent that Cain was going to be a true asset. Cain immediately lead by example closing some of our first contracts and diving head first into the nuances of the business. Our teams had the upmost respect for him. Cain's contributions involved launching our CRM system, creating challenging yet sustainable KPI's, launching and managing our referral program, streamlining trade-show protocols, tracking all lead gen outputs, brainstorming and executing on untapped market segments, and truly pushing our business unit to reach it's maximum potential.”

Bailey D’Agostino
“It’s rare to find a leader as efficient and highly skilled as Cain; he is one of the most impressive leaders I’ve seen. Not only is he an exceptional leader but also an analytical genius; he played a major role in creating and tracking the organization's metrics as well as CRM implementation”

Timothy Barnes
“Cain is truly one of the most talented sales leaders I have had the opportunity to work with. He taught us new sales approaches and helped us grow our knowledge in relationship building and in value propositioning. I went on meetings with Cain and watching his approach with clients was like a breath of fresh air. He always wants to put the client first and you can see that in the way he ran his business. He is a leader who cares about every person on the team and is constantly thinking of ideas, outside the box to generate more clientele and brand awareness.”

Marna Swakid
“Cain is destined to run GTM strategy for tech Unicorns for the rest of his life. His business acumen, ability to ask great questions, and his knack for just winning people over separate him from any seller I’ve ever worked with. When I leave conversations with Cain, I not only feel like I’ve learned something, but I feel more confident in myself as a seller knowing I have him in my corner.”

Lukas Cartmell
“Cain’s command of conversations with client stakeholders at all levels of business, to coaching, fostering strong relationships, and leading by example is unparalleled. I can't recommend Cain high enough to anyone looking to work directly with, alongside, or a computer screen away from him.”

Nico Creus
“Cain's level of professionalism, his devotion to understanding his clients, and his commitment to empowering his customers is truly unparalleled. While these qualities are impressive, what really sets Cain apart is his ability to effectively manage bespoke and nuanced cases with grace.”

Brian Kell
“Cain’s contagious energy pushed me to rise to his level of contribution and execution. Cain was always level headed, extremely organized, and connected with the entire org on a very human level. I have the utmost respect for Cain as a leader and innovator, and I hope I am lucky enough to learn from and collaborate with him again in the future”

Sophie Keller