← Back to Library
Home Service Expert

From TRAILER PARK to MULTI-MILLIONAIRE with SaaS – A Conversation With Josh Latimer

πŸ“… November 28, 2023 ⏱️ 1:26:28 🎀 Tommy Mello, Josh Latimer

Chapters

Click to jump to section

  • 0:00
    Intro: trailer park to multi-million-dollar SaaS
  • 3:15
    Why Josh moved his family to Texas
  • 4:52
    The businesses: SendJim, Conquer, War Paint
  • 5:59
    Fighter jets vs. crop dusters & the struggling 81%
  • 8:41
    Stuck owners only know what they don't want
  • 11:22
    Thinking too small: a million isn't a lot
  • 13:35
    Studying other industries & Al Levi's structure
  • 15:48
    Buy back your time: think percentages, hire leaders
  • 18:30
    Grow and expand: how many apples on a tree
  • 19:34
    Why people don't implement: fear & belief
  • 21:44
    Domination notes & belief before proof
  • 23:53
    Selling is a moral obligation; people buy what they want
  • 25:31
    How value works: Red Bull, Rory Sutherland & irrationality
  • 29:15
    Choreography, decoy offers & the five-star steakhouse
  • 30:52
    Affiliate marketing, SEO & the long game
  • 34:08
    Behavior problem, not information problem; hunger
  • 35:45
    Fix yourself first: habits and health
  • 39:01
    The coming recession as an opportunity
  • 40:38
    COVID contrarianism & running through walls
  • 43:20
    Build to sell; hold and reinvest, don't just spend
  • 47:08
    Faith, purpose and the deal with Jesus
  • 52:36
    Raising kids with money: the Rockefeller model
  • 56:53
    College, EQ over IQ & going for no
  • 1:00:07
    Parenting to your child's bend & weekly one-on-ones
  • 1:06:03
    Speed round: 2024 priorities & mindset shifts
  • 1:10:19
    Finding a great number two & equity done right
  • 1:16:20
    Walkthrough of SendJim & War Plan
  • 1:20:35
    Cost vs. investment & closing thoughts

Speakers

T
Tommy Mello
Host β€” A1 Garage / Home Service Expert
J
Josh Latimer
Founder, SendJim & War Plan / serial entrepreneur (window-cleaning to SaaS)

Key Takeaways

✦

Most stuck small-business owners can only tell you what they DON'T want (stop struggling, be debt-free) β€” high achievers are painfully clear on a 4K, crystal-clear vision of what they're running toward, and that clarity is what makes it happen fast.

✦

It's not an information problem, it's a behavior/belief problem: everything the greats know is now free online, yet people don't implement β€” out of fear, small thinking, and not believing it can work for them (FOPO: Fear, Overwhelm, Procrastination, Overthinking).

✦

Selling is your moral obligation, not something dirty β€” every dollar anyone holds came from someone selling something. People buy what they WANT, not what they need, so walk them through a choreographed sales process with options instead of quoting a commodity price over the phone.

✦

Value is constructed and irrational (Rory Sutherland's Red Bull, red pills work better, wine from a heavy bottle tastes better) β€” a five-star steakhouse justifies a $110 steak through choreography; use a high-ticket decoy offer to make your core offer feel reasonable.

✦

Think in percentages, not dollars, and buy back your time (Dan Martell): a $20K overpayment that irritates you is nothing against the value of your hours β€” hire a leader for each seat instead of building bottom-up.

✦

Build a sellable business even if you never sell β€” it's a hedge of protection for your staff, forces you to build a better 'mousetrap,' and not playing bigger is actually selfish; 'I just want enough to take care of my family' is step one of a 100-point checklist.

✦

A downturn is an opportunity, not a threat β€” stay lean, add an 'acquisitions' tab to your site and mail your local competitors, because you can buy phone numbers, domains and customer lists cheaply when weaker operators fold.

✦

Success comes down to four C's β€” confidence, consistency, clarity, and community β€” not genetics or a Harvard MBA; the people ahead of you are usually 'painfully average' but more confident and clearer about what they want.

✦

Raise kids to their own bend (not your image): use the Rockefeller model (family money as a bank, kids as board members repaying loans), make them earn and buy their own things, and invest weekly one-on-one, intentional quality time over sheer quantity.

Want the full experience?

Join the Inner Circle for full access to every episode, AI-powered insights, personalized coaching, and a network of industry leaders.

Join Inner Circle β†’

Inner Circle Membership Portal © 2026 Power100. All rights reserved.

power100.io