Working at Headspring | Glassdoor

Headspring Overview

Austin, TX
51 to 200 employees
Company - Private
Computer Hardware & Software
$10 to $25 million (USD) per year
Flexible, Collaborative, Transparent. That’s the standard we hold ourselves to, and what you can expect when you partner with Headspring. We're a custom software consulting company driven by the belief that great software has the power to transform ... Read more

Mission: We're here to deliver great software that transforms organizations, and lives.

Headspring – Why Work For Us?

We believe there's a better way

We believe there's a better way to build software, to work with clients, and to do business. And we believe that it all starts with people.

We're much more than a provider of enterprise software strategy and development, and the values that drive our company aren't just lip service. We are motivated by our daily opportunity to create a real impact in the world, and to enable our employees, our clients and our community to achieve beyond their perceived potential.

Headspring Culture

We don't believe in empty culture promises. In fact, our commitment to culture is why we've been recognized as one of the Best Companies to Work for in Texas several years running.

We are authentic: open offices, compensation transparency, and quarterly hardball sessions with the CEO to ask anything you want. We hire the best talent, but not the biggest egos. Promotion advancement isn't wishful thinking, and we highly encourage work-life balance here. We also invest in your career development with the tools, training and coaching you need for success.

How are we different?

Our environment is relaxed, our office is open, and our team members embrace the creative freedom to make their own experience. We put emphasis on making sure our expert team members get to work on projects for which they are uniquely qualified. 

We are looking for the brightest minds who want to make an impact. We recruit and retain top talent because we believe building a strong team is the only way to accomplish our mission.

Dustin Wells

President & CEO


Dustin Wells, CEO of Headspring and Co-Founder of Workify, is a proven entrepreneur. His first company, Headspring, has grown to across 4 offices, domestic and internationally. Headspring has been recognized for rapid growth by INC 500 and has been a 4-year top 10 Best Places to Work in Texas.

Dustin is passionate about using his experiences as an entrepreneur to help other aspiring entrepreneurs.  He is an angel investor and an active mentor for start-up CEOs which includes mentoring at Capital Factory, a cooperative that helps early stage companies launch, fund and grow their businesses.  In addition, Dustin previously served as President of both the Austin chapter of Entrepreneurs’ Organization and the Technology Entrepreneur Exchange (TeXchange), focusing on providing learning and networking opportunities to help business owners more effectively scale their companies.

Dustin is also a member of multiple non-profit boards and remains actively involved in the community with social impact programs including hosting Central Texas GiveCamps at Headspring over the past few years which is a weekend-long event that provides pro bono technical services to area nonprofits.

Dustin’s leadership awards and recognitions include Austin’s Rockstar Entrepreneur of the Year Award and KPMG Executive Leadership Award.

Vasudha Prabhala 

Vice President, Service Delivery

Vasudha is responsible for the delivery for all consulting engagements across all Headspring offices. Vasudha has more than 15 years of industry consulting and helping clients worldwide transform their organizations and improve their competitiveness in the marketplace.

Glenn Burnside

Executive Vice President, Operations and Strategy 

Glenn is responsible for day-to-day operations across all consulting practices and offices for Headspring. He has over 20 years of experience in delivering software solutions, ranging from high speed data acquisition for test and measurement, to global e-commerce platforms. His focus now is on setting strategic vision for Headspring’s consulting services, and ensuring that our consultant engineers are equipped with the right environment, equipment, and skills to deliver great software that transforms organizations.

Jimmy Bogard

Chief Architect

Jimmy oversees the technical design and architecture of Headspring solutions, evaluating potential technologies and increasing awareness of technologies on the horizon. Jimmy has more than 13 years of experience delivering solutions ranging from shrink-wrapped products to enterprise e-commerce applications for Fortune 100 customers.

He is a Microsoft Certified Application Developer (MCAD) and is an active member in the .NET community, serving as President of the Austin .NET User Group, leading multiple open source projects with millions of downloads worldwide, giving technical presentations, and facilitating technical book clubs. Jimmy is the author of the book ASP.NET MVC in Action, has received the “Microsoft Most Valuable Professional” (MVP) award for ASP.NET every year since 2009, and speaks regularly at international technology conferences.

Outside of Headspring, Jimmy is a proud fair-weather fan of Houston sports teams and enjoys attending local sporting events with his wife and children.

John Sarantakes 

Vice President & General Manager

John is responsible for strategic direction, sales management, business development, and marketing at Headspring. He has over 24 years of experience selling enterprise hardware, software, and SaaS solutions (focused on security and asset management) to enterprises in the commercial, public, and educational sectors.

John helps clients achieve their long-term strategic goals by positioning our unique and accelerated planning and delivery model, aligning software application development to enterprise business goals. His focus now is on setting the strategic vision for Headspring sales and marketing, ensuring that our business is equipped to deliver great software that transforms organizations.

Kathy Chesner 

Director of Finance 

Kathy oversees the daily operations related to all financial accounting and reporting activities.  As a member of the Leadership Team, Kathy provides financial information and forecasts to assist with strategic planning.

Kathy brings over 16 years of both public and private accounting experience to Headspring.   Kathy graduated from Kansas State University with a degree in Accounting and went to work at the accounting firm KPMG upon graduation.  Most recently Kathy was Finance Manager-Corporate Financial Reporting and Analysis at Hewlett-Packard.

Kathy has been an active volunteer at her daughters’ school in the past and, now that they are older, enjoys volunteering alongside them in the Austin community.  Kathy is an avid Kansas City Chiefs fan and enjoys playing golf.

Headspring Reviews

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Headspring Founder and CEO Dustin Wells
Dustin Wells
52 Ratings
  • "A Place You Can See Yourself for a Long Time"

    • Work/Life Balance
    • Culture & Values
    • Career Opportunities
    • Comp & Benefits
    • Senior Management
    Current Employee - Anonymous Employee
    Current Employee - Anonymous Employee
    Positive Outlook
    Approves of CEO

    I have been working at Headspring full-time


    Headspring cares so deeply about their values. From very intentional career planning to leadership meetings everyone can listen into to random pancake breakfasts, you see the values everyday from the biggest and smallest of actions.

    There's a lot of developers in this world that have god complexes. None of those types of developers are at Headspring. There's so much intelligence and expertise here, but there's just as much humility and excitement to teach. I feel like everyone here is rooting for my success and ready to help whenever they can.

    All the benefits are great - solid amount of PTO (on top of week of Christmas off), work from home Wednesday's (or whenever you need), flexibility work hours, catered Friday lunch... the list keeps going.


    No company will ever be perfect, but Headspring is really great at fixing a problem whenever something comes up.

See All 62 Reviews

Headspring Photos

Headspring photo of: Jam Session
Headspring photo of: Quarterly celebration
Headspring photo of: Women of Headspring Happy Hour
Headspring photo of: Cornhole!
Headspring photo of: Just lounging
Headspring photo of: Surviving the Puzzle Room
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Headspring Interviews



Getting an Interview

Getting an Interview




  1. Helpful (6)  

    Junior Software Developer Interview

    Anonymous Interview Candidate
    No Offer
    Negative Experience


    I applied online. The process took a week. I interviewed at Headspring.


    I had a very odd experience. I submitted my resume online and also sent it to a hiring manager (as is my typical procedure). I got a call from HR a couple of days later to set up the initial screening. The recruiter asked the typical questions: salary expectations, why do you want to work here, etc. As for salary, I did give them a number but said it was negotiable (I am changing careers and realize that I may need to take a pay cut). She said my information would be forwarded to the hiring manager. About 2 days later, I got an email from her stating that my qualifications did not match their needs at this time. I really wanted to work at this company (at the time), and so I replied and asked if there was any other feedback from the hiring manager, so that I could improve my skills or presentation for next time. I also sent a similar email to the hiring manager I had contacted.

    I got a response from neither the recruiter nor the hiring manager, but instead from the director of HR. She told me that my salary expectations were way out of line for the role and that was why I got rejected. I replied and said I really didn't want that to be the reason that I wasn't considered, and repeated that I was willing to take a pay cut for the right position. I never heard back.

    All in all, it was a very strange experience that I have not experienced with any other company. I thought it was silly that they wouldn't even talk to me just because my previous salary was above their range for this position, even though I specifically said I would take a pay cut. Maybe this was a bogus reason and the real reason was something else...I don't know. It didn't leave me with a great impression of this company though and now I think I'm better off not working there.

    Interview Questions

    • What are your salary expectations (based on my experience, don't answer this one honestly).   Answer Question
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Headspring Awards & Accolades

  • Best Companies to Work for in Texas, Best Companies Group, 2018
  • Best Companies to Work For in Texas (Small), Best Companies Group, 2017
  • Best Companies to Work For in Texas (Small), Best Companies Group, 2016
  • Top 100 Tech Companies in Austin, Built in Austin, 2015
  • Best Place to Work for Millennials, The Center for Generational Kinetics, 2015
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Pledges & Certifications

Pay Equality Pledge

Committed to paying equitably for equal work & experience

Tech Hiring Commitment

Helping to train, hire and promote more technology workers

Career Advancement Program

Helping employees "upskill" into higher-paying positions

Diversity Commitment

Has programs that support a diverse and inclusive workforce

First Job Programs

Maintain entry-level hiring and career development programs to give people career starts

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