Squaretalk is pleased to introduce its new Sales Director, Jay Strausberg. In his role, he will spearhead our efforts to privide more value to domestic and international customers, solving real challenges, creating efficiency, and helping sales teams perform better.
Bringing Years of Experience
Jay has vast expertice in building and rebuilding high-performing sales organizations, particularly in complex and high-pressure environments. He spent over a decade applying unique go-to-market strategies, revenue frameworks, and scalable sales processes. Jay’s helped start-ups in Tel Aviv, Sofia, New York City, Chicago, and London outperform in international markets.
His leadership approach is grounded in strong fundamentals, consistent execution, and a culture of transparency and accountability. Jay believes that sustainable growth comes not just from hitting targets, but from building resilient teams and scalable processes that deliver long-term results.
6 Questions with Jay: Behind the Sales Strategy
To mark the announcement and help you get to know Jay, we sat down for a short interview.
Question (Q): Tell us about your career before Squaretalk and what brought you here?
Jay (J): Before joining Squaretalk, I spent years building and scaling sales teams, mainly in SaaS, cybersecurity, and partner-led sales environments. Most recently, I led partner inside sales at Coro, where I focused on building sales processes, driving MSP and partner growth, and helping partners turn strategy into actual revenue. A big part of my work was taking teams and channels that had strong potential and creating structure, accountability, and repeatable success around them.
What brought me to Squaretalk was actually knowing the company first as a customer. I had firsthand experience with the platform, trusted the product, and saw the real value it brings to sales organizations. That made the decision much easier – joining a company where you genuinely believe in the product creates a completely different level of motivation. I enjoy environments where there’s room to make an impact, challenge the existing process, and help create something bigger.
Q: Give us a glimpse of the person behind the title.
J: A fun fact about me is that I’m usually at my best when things are slightly chaotic. Whether it’s rebuilding a sales engine, solving a last-minute problem, or handling high-pressure situations, I tend to enjoy the challenge rather than avoid it.
On a personal note, I have five kids, so I’d say I have a very professional understanding of what real chaos looks like… After that, sales problems usually feel pretty manageable.
Q: What’s your first impression of Squaretalk?
J: What stood out to me first was the people. There’s a strong sense of ownership, speed, and willingness to get things done, which makes a huge difference. I appreciate working in places where people are direct, focused, and care about results.
I also like that there’s a real opportunity to build and influence. It’s not just about maintaining what already exists – it’s about improving it, challenging assumptions, and helping the business grow in a meaningful way.
Q: If you were to share a few key factors behind your success, what would they be?
J: Consistency is probably the biggest one. Sales success usually looks exciting from the outside, but most of it comes from doing the basics well, over and over again.
I’d also say transparency and accountability. I believe in being very clear – with myself and with my team about what’s working, what isn’t, and where we need to improve.
And finally, people. Building trust, understanding motivations, and creating strong teams is what turns individual success into long-term results.
Q: What’s the biggest lesson you’ve learned throughout your journey to becoming a Sales Leader?
J: The biggest lesson is that sales leadership is much less about having all the answers and much more about creating the right environment for people to succeed.
Early on, you think success comes from being the best closer in the room. Over time, you realize real leadership is about building systems, coaching people, making tough decisions, and staying calm when things get messy. If your team wins without needing you in every deal – that’s real success.
Q: What tips would you give to someone who wants a similar career path?
J: Learn the business, not just sales. Understand operations, marketing, customer success, and finance – great sales leaders think beyond pipeline numbers.
Be willing to do the hard parts that others avoid: fixing broken processes, having difficult conversations, and taking responsibility when things go wrong. That’s where real growth happens.
And most importantly, stay coachable. Confidence matters, but ego slows people down. The people who grow fastest are usually the ones who keep learning the longest.
About the Author
Yulia Vushkova
Yulia Vushkova is a Marketing Specialist at Squaretalk. She focuses on helping businesses optimize sales and customer support interactions.
