Frequently Asked Questions

What does Cornerstone Search Associates specialize in? Cornerstone Search Associates specializes in VP-level and above go-to-market executive placements for SaaS, fintech, and financial services companies. Roles include VP of Sales, VP of Marketing, VP of Partnerships, Chief Revenue Officer, Sales Engineer leaders, and senior Account Executives at high-growth software companies. Who is Rich Rosen? Rich […]

Frequently Asked Questions

Thirty years of executive recruiting distilled into the questions hiring leaders and candidates ask most.  Q: What is Cornerstone Search Associates? Cornerstone Search Associates is a boutique executive recruiting firm founded in 1996 by Rich Rosen. The firm specializes exclusively in sales talent for SaaS and software companies; Account Executives, Sales Engineers, Directors of Sales, […]

Fear Makes You Sharp. Or It Makes You Useless. Your Call.

Founder frozen at desk illustrating fear-based hiring indecision

Let’s talk about fear. Everyone feels it. Anyone who says they don’t is either lying or has never had anything real on the line. In this business, fear shows up constantly. It’s there when you’re about to make an offer, when you’re deciding between two candidates, when you’re about to pull the trigger on a […]

The High Stakes of Startup Hiring—and How to Get It Right

Hiring for a startup isn’t just another checkbox on a long to-do list. Every hire is a bet—a high-stakes gamble on your company’s future. Startups operate without safety nets, which means the wrong hire can cost you more than time or money—it can cost you momentum. This isn’t just a job for me—it’s what I […]

SaaS Market Predictions for 2025 in the USA

SaaS Market Predictions for 2025 in the USA The Software as a Service (SaaS) market in the USA is dynamic and rapidly evolving. This report provides an up-to-date summary and assessment of SaaS market predictions for 2025, drawing on research from leading industry analysts such as Gartner, Forrester, and IDC, as well as insights from […]

Top 28 Sales Job Interview Questions and Answers: A Comprehensive Guide

I’ve worked with thousands of sales candidates seeking new careers in sales, and those looking for career progress with a new role. While several questions seem to be timeless favorites of hiring managers, I’ve also seen quite a few changes and trends. The sales interview questions in this article are the ones you will most likely face […]

Recruiting Partner vs vendor

Why Treating a Recruiter as a Partner Makes All the Difference When it comes to hiring, especially for critical roles like sales or leadership positions, some companies see recruiters as just another service (not as recruiting partners)—like ordering a product and waiting for it to arrive. But this transactional approach misses the bigger picture. Treating […]

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