Past event

Discovering Your Entry into Tech Sales

Are you a newcomer or someone from a different professional background looking to kickstart a career in Tech Sales? Join our exclusive chat with Gainsight team members, crafted…

Virtual Free to attend
Discovering Your Entry into Tech Sales

About this session

Are you a newcomer or someone from a different professional background looking to kickstart a career in Tech Sales? Join our exclusive chat with Gainsight team members, crafted for individuals entering the field of Tech Sales for the first time. Explore how diverse experiences can play a pivotal role in establishing success as you embark on your journey into this dynamic industry. Interested in another field? The advice our experts will share works for anyone looking to pivot into a new role or explore a different career!

Throughout this conversation, we'll delve into:

  • Initiating your path into Tech Sales and leveraging your unique perspective as a newcomer.
  • Recognizing how varied backgrounds can bring fresh insights and innovation
  • Understanding the specific qualities and experiences that can set you on a trajectory for success

Meet the speakers

Ainsley Steen

Ainsley Steen

Solutions Consultant at Gainsight

Ainsley is a storyteller and a problem solver. With a master's degree in creative writing from the University of Edinburgh, Ainsley embarked on a unique journey into the tech world. She started her career in tech testing EMRs, but discovered that her heart was in communicating with prospects and customers and helping them improve their processes. In 2022, she followed her passion for transformative software and transitioned to Gainsight as a Solutions Consultant, where she thrives in the dynamic realm of pre-sales.

Jennifer Gladden

Jennifer Gladden

Account Executive - Community

Jennifer is an AE at Gainsight, specializing on their Community Platform. A former business owner/event planner/caterer, she switched careers in her 40's, diving headfirst into the SaaS world as an SDR.

Kelly Klein

Kelly Klein

Enterprise Account Executive

Kelly is a seasoned seller bringing a unique perspective to her role using the fundamentals of psychology. Her career in sales started in a nonconventional way - selling Cutco knives with Vector Marketing throughout college. That experience working and connecting with people drove her to pursue a career in tech sales.

About PowerToFly

The bridge between professionals and the companies building what's next.

PowerToFly connects talent, community groups, and industry leaders in one platform. Meet hiring managers, recruiters, and peers from anywhere — and with our virtual events and exclusive career content, hone your skills and grow your network all in one place.

Community
1.1M+ Professionals across every industry, domain, and geography, ready to contribute wherever they're needed.
Events hosted
2,000+ In partnership with employers across every industry.
Verified experts
380K+ Specialists in healthcare, law, finance, and more, vetted and ready.
Countries
190 A truly global community, so you can connect and grow your network without borders.
Women & BIPOC
75%+ More perspectives across the network means better outcomes for everyone.
Years building
12+ Since 2014, building infrastructure for professionals to do meaningful work.

More Chat & Learns

See all events →
November 13, 2026
Chat & learn

Beyond the Offer: Negotiating Your Value Throughout Your Career

Negotiation doesn't end once you accept a job offer, it's something that shows up again and again throughout a career, from performance reviews to promotions to the moment you decide it's time for something new. Join ICF Certified Career and Executive Leadership Coach Cristina Costa for a conversation that looks at…

Cristina Costa
Cristina Costa
Register →
December 2, 2026
Chat & learn

AI for Career Growth: Practical Job-Search Tools, In-Demand Skills, and Career Strategies for Experienced Professionals

AI is changing how people learn, work, and grow their careers, and it’s never too late to start building those skills. Join PowerToFly and Dassault Systèmes for a practical conversation & workship on how experienced professionals can build AI skills, use AI tools to strengthen their job search, and keep their careers…

Sara Porter Noelle D'Agostino Kristen Flanagan
3 speakers
Register →
December 10, 2026
Chat & learn

DESIGN Your Lifestyle Medicine Makeover: Creating Small, Sustainable Habit Changes that Transform Your Health & Optimize Your Performance

Meet Melyssa Allen, Founder & CEO of Melyssa with a WHY, LLC, who's here to prove that getting healthy doesn't have to be miserable. She's a double board-certified lifestyle medicine coach, author of Healthy Living Doesn't Have to SUCK, and someone who mixes real science with a genuinely fun teaching style so habit…

Melyssa Allen
Melyssa Allen
Register →