The Reality of EdTech Jobs: Layoffs, Hiring Trends, and How to Actually Get Hired

In this episode of the Boys of EdTech, the crew is joined by Jenna Farone, Vice President of Education at Rockwood Search, for a timely and unfiltered conversation on the current state of the edtech job market. Jenna shares her journey into edtech recruiting, from entering the industry with no prior experience to building a strong network and becoming a trusted partner for both candidates and companies. She offers a behind-the-scenes look at how hiring really works in edtech today and why relationships matter more than ever. The conversation dives into the wave of layoffs and restructuring happening across the industry, unpacking what is actually driving these changes. From post-COVID overhiring and shifting budgets to evolving expectations around performance, the group explores why companies are becoming more selective and risk-averse in their hiring decisions. Jenna also shares practical advice for job seekers navigating this uncertain market. She emphasizes the importance of leveraging your network, being clear about your experience, and avoiding the common mistake of mass applying without a strategy. The discussion highlights how strong candidates differentiate themselves by understanding their strengths, asking the right questions, and treating interviews like a true two-way process. The episode also explores the role of AI in hiring, the importance of self-awareness in career decisions, and how both candidates and companies can make smarter, more intentional choices. Whether you are hiring, job searching, or simply trying to understand the market, this episode offers valuable insights grounded in real-world experience. Connect with the Boyz Rick Fernandez:   / dr-rick-fernandez-40692434   Matthew Millstein:   / matthew-millstein   Jacob Kantor:   / thejacobkantor   Ryan Patenaude:   / ryanpatenaude   Jeff Piontek:   / jeffpiontek   Key Moments 04:30 Current state of layoffs and hiring trends 05:07 Why the edtech job market feels confusing 06:06 Changing expectations for sales performance 07:48 Impact of funding and district budgets on hiring 09:36 What to do immediately after a layoff 12:01 Why networking matters more than applying 20:07 Importance of self-awareness in job searches 25:40 What separates candidates who get offers 28:20 How to assess leadership and company culture 31:11 Advice for founders making their first sales hire 32:52 Common hiring mistakes companies make 35:01 Importance of hiring for specific needs, not everything 41:55 When to work with a specialized recruiter Connect with Guest Jenna Farone:   / jennafarone   Interested in joining the show? Fill out the form: https://forms.gle/SRVhzpXikBombee38