Why His First Tech Sales Job Search Failed (And How He Fixed It)

About this episode

Justin Wilson shares his journey of overcoming a failed tech sales job search and the strategies he used to secure two offers in a short time.

► Free Breaking Into Tech Sales Guide: https://swordadvisory.com/freetraining?utm=podJustin Wilson spent six months trying to break into tech sales, gave up for about two years, then came back and landed two offers in 26 days, doubling his income from $40K to $80K in a fully remote role. In this episode, he breaks down what changed, from networking and custom videos to interview prep, custom decks, and handling rejection without losing momentum.► Social Media (Follow For More Tips!):LinkedIn: https://www.linkedin.com/in/techsalesjackInstagram: https://www.instagram.com/techsalesjackTikTok: https://www.tiktok.com/@techsalesjackX: https://www.twitter.com/techsalesjack

People in this episode

Host: Jack Knight

Guest: Justin Wilson

Topics covered

• tech sales
• job search
• networking
• interview preparation
• career growth

Keywords

• tech sales
• job search
• networking
• interview prep
• career advice

Mentioned in this episode

Organizations: Sword Advisory, LinkedIn, Instagram, TikTok, Twitter

More episodes of The Breaking Into Tech Sales Podcast w/Jack Knight

• How he broke into tech sales in 34 days with no tech background · May 17, 2026 · 30 min
• I Left Law Enforcement For Tech Sales & It Changed My Life (Here’s How) · May 15, 2026 · 19 min
• How To Actually Break Into Tech Sales As A Beginner (Client Interview) · May 13, 2026 · 22 min
• He Sent 600+ Applications Before Breaking Into Tech Sales, Then He 3x'ed His Income · May 11, 2026 · 23 min
• How He Landed A $110K Tech Sales Offer After Nearly 1,000 Applications · May 9, 2026 · 24 min
• How Max Went From Tesla Salesman To SDR In 11 Days (Full Interview) · May 7, 2026 · 25 min