# Why His First Tech Sales Job Search Failed (And How He Fixed It) Page: https://stenobird.com/podcast/the-breaking-into-tech-sales-podcast-w-jack-knight-7144372/why-his-first-tech-sales-job-search-failed-and-how-he-fixed-it Text version: https://stenobird.com/podcast/the-breaking-into-tech-sales-podcast-w-jack-knight-7144372/why-his-first-tech-sales-job-search-failed-and-how-he-fixed-it.md Podcast: [The Breaking Into Tech Sales Podcast w/Jack Knight](https://stenobird.com/podcast/the-breaking-into-tech-sales-podcast-w-jack-knight-7144372) Published: 2026-05-03T15:00:00+00:00 Episode link: https://podcasters.spotify.com/pod/show/breaking-into-tech-sales/episodes/Why-His-First-Tech-Sales-Job-Search-Failed-And-How-He-Fixed-It-e3ihr7i Audio file: https://anchor.fm/s/fa7bd5f4/podcast/play/119122610/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2026-3-27%2Fba09c122-264c-f060-579e-debc4274c2a2.mp3 Processing state: processed JSON: https://stenobird.com/v1/public/podcasts/the-breaking-into-tech-sales-podcast-w-jack-knight-7144372/episodes/why-his-first-tech-sales-job-search-failed-and-how-he-fixed-it Duration seconds: 1561 ## Resource ► 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 ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/the-breaking-into-tech-sales-podcast-w-jack-knight-7144372/episodes/why-his-first-tech-sales-job-search-failed-and-how-he-fixed-it/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/the-breaking-into-tech-sales-podcast-w-jack-knight-7144372/why-his-first-tech-sales-job-search-failed-and-how-he-fixed-it.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.