Diana Heldfond of Parallel Learning: 5 Things That Federal, State & Local Governments Can Do To Help Improve The Educational System

Yitzi Weiner
Authority Magazine
Published in
6 min readNov 7, 2023

We must address staffing shortages to give students a fair chance and fight for evidence-based curriculum to be taught in schools. Given recent challenges, the need for mental health support has become absolutely crucial.

As a part of our interview series about 5 Things That Federal, State & Local Governments Can Do To Help Improve The Educational System, I had the pleasure to interview Diana Heldfond.

After being diagnosed with Dyslexia and ADHD at just seven years old, Diana is now on a mission to make psycho-educational services widely available across the nation through her venture, Parallel. Serving as founder and CEO, Diana is building the first tech-enabled, integrated care model to allow schools to function better and ensure that every student receives the support they need to succeed. Previously, she worked in investment banking in New York focused on M&A and restructuring advisory. She also co-founded a scholastic and social platform for college students while in college herself and served as an advisor to a number of early-stage startups. She spent a number of years working with nonprofits, including the Aspen Institute and the Stanford d. School. Diana holds a B.S. from Georgetown University’s Walsh School of Foreign Service, where she studied Science, Technology, and International Affairs.

Thank you so much for doing this with us! Our readers would love to “get to know you” a bit better. Can you share the “backstory” behind what brought you to this particular career path?

When I was seven, I realized I wasn’t progressing like my peers. Reading even simple sentences felt like I was climbing a mountain. I was later diagnosed with severe Dyslexia and ADHD.

My parents worked tirelessly to get me the academic support that I needed. I was fortunate enough to have a team of personal cheerleaders helping me to build the skills and courage to overcome my challenges in the classroom. It was their encouragement and constant support that got me to where I am today. It was not until much later in life that I truly understood the significance of my learning difference and learned to advocate for myself.

I was one of the lucky ones.

Can you share the most interesting story that happened to you since you started your career? Can you tell us what lesson you learned from that?

One lesson I have learned is that nothing is set in stone until a contract is signed. Celebrating prematurely almost cost us a lot of time when we had verbally agreed to terms of a deal and a competitor came out with a slew of great PR the same day. This led to weeks of more negotiation, but we ultimately got the deal signed. Lesson: Don’t celebrate until the contract is inked and be persistent.

Are you working on any exciting new projects now? How do you think that will help people?

We’re working on a project to standardize the curricula used in our services based on each student’s unique needs. It aims to produce clinically valid outcomes, enhancing our services and making education more effective for students with learning differences.

Can you briefly share with our readers why you are an authority in the education field?

I know firsthand what it is like to grow up with a learning difference. I speak with school district leaders daily, witnessing their struggles to support special education. Parallel aims to transform this reality for countless students.

Beyond that, I recognize and deeply respect the expertise of those in the field of education and related services. I surround myself with a team of knowledgeable individuals who work alongside me, lending their expertise and support when I encounter areas where I’m not as well-versed.

Ok, thank you for that. Let’s now jump to the main focus of our interview. From your point of view, how would you rate the results of the US education system?

In my view, the US education system needs significant improvement. There are disparities in funding and resources among schools, affecting students’ opportunities and experiences. Additionally, teaching quality varies drastically, emphasizing the need for educator development and resources. We must address staffing shortages to give students a fair chance and fight for evidence-based curriculum to be taught in schools. Given recent challenges, the need for mental health support has become absolutely crucial. Comprehensive reforms are essential to create a more equitable, effective, and supportive education system.

Can you identify 5 areas of the US education system that are going really great?

Schools and districts are increasingly focusing on equity and inclusion, social-emotional learning, technology, and STEM education. These trends are essential for preparing all students for success and I am optimistic that these trends will continue to grow.

Can you identify the 5 key areas of the US education system that should be prioritized for improvement? Can you explain why those are so critical?

  • Social emotional learning and mental health
  • Equal access to a high-quality education
  • Teacher recruitment, readiness and retention
  • Need for evidence-based curriculum and personalized support to enhance students’ learning
  • Reducing absenteeism and ensuring students are actually able to show up ready to learn

How is the US doing with regard to engaging young people in STEM? Can you suggest three ways we can increase this engagement?

We first need to tackle disparities such as the gender, racial, and socioeconomic gaps, making sure everyone has a fair shot. Second, we need to think about making STEM a priority in schools. It needs to be a part of the core curriculum, offering engaging and hands-on experiences. It is about investing in underserved areas, building partnerships, and offering more scholarships and opportunities.

Do you think it is the role of our educational system to prepare young people to enter the job market and labor force? If so, what can be done to better prepare young people for their future careers?

Gender equality is crucial. At Parallel, over 50% of our team is female, reflecting our commitment to creating an inclusive environment where everyone can thrive. As a society, we must foster gender equality and make sure diverse voices play a role in driving innovation. When we actively involve girls and women in STEM, we’re not just breaking down barriers and challenging stereotypes. It’s a win-win situation. We get more creative problem-solving, more well-rounded teams, and the STEM community becomes stronger and more inclusive.

This is the central question of our interview. Based on your research and expertise, can you please suggest “5 Things That Federal, State & Local Governments Can Do To Help Improve The Educational System?” Can you please share a story or example for each?

More funding and support for Special Education and Mental Health services

  • Enhance teacher training, recognition, and compensation
  • Expand curriculum around race, gender, and sexuality
  • Focus on evidence-based curriculum and end “The Reading Wars”
  • Strong integration of STEM and AI technologies into curricula, ensuring students are prepared for future workforce demands

Can you please give us your favorite “Life Lesson Quote”? Can you share how that was relevant to you in your life?

My grandfather said, “Life is like walking in a forest; there are many paths. Once you choose one, give it your all.” This wisdom has guided me through life’s challenges.

We are blessed that some of the biggest names in Business, VC funding, Sports, and Entertainment read this column. Is there a person in the world, or in the US, with whom you would love to have a private breakfast or lunch, and why? He or she might just see this if we tag them :-)

There are many inspiring individuals, but Richard Branson stands out for his innovative approach to business and his commitment to supporting those with dyslexia and learning differences.

How can readers follow your work online?

Follow Parallel Learning on LinkedIn and Visit ParallelLearning.com to stay updated on our mission to revolutionize education support for students with learning and thinking differences.

Thank you so much for these insights! This was so inspiring!

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Yitzi Weiner
Authority Magazine

A “Positive” Influencer, Founder & Editor of Authority Magazine, CEO of Thought Leader Incubator