Cheri Gudaitis

I build world-class go-to-market (GTM) teams across Sales, Marketing, Customer Success, Product, and Solutions Engineering- spanning individual contributors through the C-suite. Our work is both retained and contingent, specializing exclusively in software and technology companies - from AI startups and SaaS innovators to pre-IPO firms and Fortune-level technology organizations. Every search is designed to deliver hires that accelerate revenue, strengthen market position, and elevate culture. Who We Partner With We collaborate closely with Founders, CROs, CMOs, HR leaders, and GTM executives- including VPs of Sales, Sales Engineering, Product, and Marketing to define roles, align expectations, and secure game-changing talent that drives growth and scalability. Areas of Expertise • Full-cycle recruiting across SaaS & AI GTM functions • Executive search for VP, RVP, AVP, CRO, and C-level roles • Candidate advisory on interview preparation, offer strategy, and compensation alignment • Talent & market intelligence, including pipeline strategy, competitor mapping, and compensation benchmarking Whether you’re building your first GTM team or scaling globally, I help companies attract authentic, high-impact talent that transforms businesses.

Success in technology sales recruitment isn't about volume. It's about precision and impact. As an independent consultant, I focused exclusively on strategic placements that drove measurable results, generating $400K-$500K annually through carefully selected partnerships. My approach focused on understanding each organization's unique challenges and opportunities, which resulted in a 90% two-year retention rate for placed candidates. This success stemmed from a simple yet effective principle: every placement should create lasting value for both the candidate and the company. 𝐒𝐭𝐫𝐚𝐭𝐞𝐠𝐢𝐜 𝐈𝐦𝐩𝐚𝐜𝐭: • Built specialized networks across AI/ML, SaaS, and enterprise software • Led executive searches that reshaped sales organizations • Established trusted partnerships with AI startups scaling GTM teams • Leveraged AI recruiting platforms (Metaview, Loxo, Juicebox) to accelerate sourcing, interviewing, and offers

Sometimes the most significant opportunities come from the biggest challenges. When Redwood needed to transform its entire recruitment function, I saw the potential to create something exceptional. The result? A $2M+ reduction in annual recruitment costs while improving both quality of hire and speed to market. By partnering closely with our executive team, we built a talent acquisition engine that drove sustainable growth and competitive advantage. Our reimagined approach reduced hiring timelines by 50% while consistently delivering high-performing GTM talent. 𝐊𝐞𝐲 𝐂𝐨𝐧𝐭𝐫𝐢𝐛𝐮𝐭𝐢𝐨𝐧𝐬: • Developed scalable recruitment frameworks that set new organizational standards • Built high-impact sales teams that accelerated market expansion • Implemented candidate assessment frameworks that elevated hiring decisions and improved overall quality of hire.

Some say entrepreneurship is about taking risks. But I founded Affiliated Recruiters because I saw possibilities others didn't. I envisioned a different kind of technology sales recruitment firm built on deep expertise, genuine relationships, and exacting standards. What began with a single desk grew into a respected firm generating $2M+ in annual revenue. This chapter of my career proved that when you combine deep industry knowledge with genuine commitment to results, exceptional things happen. Every relationship built and every placement made contributed to a larger story of mutual success. 𝐃𝐞𝐟𝐢𝐧𝐢𝐧𝐠 𝐀𝐜𝐡𝐢𝐞𝐯𝐞𝐦𝐞𝐧𝐭𝐬: • Created recruitment methodologies that became industry standards • Built and mentored teams that consistently exceeded client expectations • Established lasting partnerships throughout the technology sector • Set new benchmarks for service quality and results

Great careers are built on foundational lessons in excellence. At Elinvar, I led the Financial Services Executive Search Division, which taught me the core principles that still define my approach today—precision, persistence, and the power of genuine relationships. Promoted from Recruiter → Manager → Vice President, I consistently ranked as the top revenue generator for seven consecutive years, driving over $3M in annual revenue alongside my team.

Long Island University, C.W. Post Campus