100+ people already made the jump

Every story here links to a real, verifiable LinkedIn profile. Browse by situation below to find someone who started from a place a lot like yours.

100+
Verified stories
35
Day average to offer
$85K
Average starting OTE
See If You Qualify (Non-Binding)

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Roles landed at companies including

  • Amazon
  • Snowflake
  • Yelp
  • Motorola Solutions
  • Toast

Find someone in your situation

Hundreds of clients have done it from every background imaginable. Browse by situation and watch on-camera interviews from people who started where you are.

Military & Veterans

2

Service members who successfully transitioned their military skills into high-paying tech sales careers.

Jack's story

2

How Jack went from addiction and jail to $190K in tech sales — and why he built SWORD.

100+ verified stories

The proof speaks for itself

Written reviews, on-camera interviews, and real screenshots — every story links to a verified LinkedIn profile.

Manny Cumplido

Manny Cumplido

AE, Planhat

Despite some serious stretch goals, Jack rolled up his sleeves and we systematized the search, interviews, & outreach in a way that landed 3 offers in 30 days. If you're making a career pivot into tech, Jack is the absolute GOAT.

$180K OTE33 days to offer

Louis McKenna

GTM, Mavenoid

If you're looking to get into tech sales, Jack is your guy. SWORD teaches you the skills and mindset you need to keep the job and grow in it. I would never have achieved the job I have without Jack.

$97K OTE

Ryan Jennings

BDR, Evolv Technology

Cannot thank you enough for SWORD coaching! When I started, I had absolutely no knowledge of SaaS or the tech industry. Through your program, I landed a BDR role in just 32 days!! Your program provided the exact tools and knowledge I needed to succeed.

$90K OTE34 days to offer

Ian Granado

Partnership BDR, Redpanda Data

Jack is great at helping people break into tech sales and getting started in their new career. Not only that, but his course also helps you hit the ground running once you do land a job. Highly recommend!

$90K OTE
Cameron Padilla

Cameron Padilla

Sr. SDR, Dynatrace

Jack's program helped me immensely. I've been looking to get into tech sales for over 3 years. Once I decided to make the jump and take it seriously, SWORD helped me a ton! We practiced interviewing, cold calling, and helped me get where I wanted to go.

$100K OTE34 days to offer
Joseph Trumbo

Joseph Trumbo

Enterprise BDR, Halcyon

Jack is the mentor I would recommend to anyone looking to break into tech sales. His expertise, infectious personality, and strong family grounding played a pivotal role in my breakthrough. I can confidently say it was well worth the investment.

$95K OTE17 days to offer

Jesus Santos

Enterprise BDR, Hazelcast

Jack is the go-to for breaking into tech sales. He worked with me 1:1 to make the right changes, held me accountable, and believed in me when times got tough. He'll give you the tools and the roadmap to succeed, and he'll cheer you on the whole way through!

$90K OTE43 days to offer
Andrew Connell

Andrew Connell

ADR, SOCi

I came from a blue-collar background and knew I had a lot to learn. After a couple of weeks sitting on the fence, I jumped in and couldn't be happier. Jack's mentorship was incredible — I never once felt lost or unsure of what to do next. He helped me land an incredible role with an amazing company.

$86K OTE9 days to offer

Samuel Perdelwitz

Digital AE, Hibu

Jack is an amazing coach who will truly see to every need and every concern with care and wisdom. He helped me break into the tech sector in under two months! Great coach and a better man!

$100K OTE48 days to offer

Daniel Whitehead

SDR, Horizon3.ai

Jack has genuinely changed my life professionally and personally. I did not believe I could do sales until meeting Jack. The tried-and-true systems he has perfected made my journey into tech sales a breeze and a breath of fresh air! IT WORKS!

$90K OTE29 days to offer

Savannah Finch

Strategic Accounts, Snowflake

If you are hesitant to sign up for Jack's program, this is your sign to push those fears aside because this was one of the best decisions I've made in my life. Without this program I truly don't know if I would've found success so quickly in the tech industry.

$90K OTE45 days to offer

DJ Young

GTM EMEA, Payscale

Jack has created a gauntlet of a program that helps anyone break into the tech sales space. He helped me job hunt while I was working full-time and his program was worth every penny. If you want to break into the space, GO TO HIM.

$85K OTE

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