Episode 30: From Corporate Naivety to $10K+ Deals: How Tom Mckeown Cracked LinkedIn Outreach and Built a Partnership-Driven Business in 2.5 Years

Season #1

Show Notes:

What happens when a seasoned corporate executive discovers that everything they thought they knew about business development is wrong? How do you go from expecting clients to knock down your door to systematically building a thriving consulting practice?

In this episode, host AJ Riedel talks to Tom McKeown, B2B Go-to-Market Consultant based in Boston who helps B2B SaaS technology companies optimize their sales cycles and increase revenue share.

Why You Should Listen to This Episode: 

If you're struggling with the transition from corporate success to consulting success, or if you're tired of marketing tactics that don't convert to actual paying clients, this episode provides a roadmap. Tom's honest account of his failures and breakthroughs offers practical strategies you can implement immediately, especially around LinkedIn outreach and building strategic partnerships that multiply your reach without the overhead of hiring staff.

What You'll Learn in This Episode: 

  • Why your corporate expertise alone won't bring clients to your door (and what actually will) 
  • The exact LinkedIn outreach formula that converted a job posting into a closed deal in just 3 weeks
  • How to conduct discovery conversations that naturally lead to sales opportunities without being pushy
  • Why outsourcing your sales process as a solo consultant often backfires (and what to do instead)
  • The partnership strategy that's scaling Tom's business through complementary service providers
  • The critical mindset shift from corporate optimization to consultant growth mode
  • What to do differently in your first year to avoid common pitfalls

Listen to These Key Moments:

1:48 - The Reality Check: Why Tom's corporate success didn't translate to immediate consulting success

4:28 - The Meta Analysis: How helping companies with go-to-market strategy didn't help him with his own

7:54 - The Discovery Process: How to ask the right questions at networking events to uncover real problems

14:27 - The Turn: When and how to transition from research to sales in conversations

18:56 - The LinkedIn Success: Step-by-step breakdown of the outreach that closed a major deal

26:24 - The Mindset Shift: From corporate optimization to consultant growth mode

31:16 - The Scaling Mistake: Why outsourcing sales didn't work and what he learned

32:47 - The Partnership Strategy: How to build a network of complementary service providers

37:05 - The Time Machine: What Tom would do differently if starting over

Connect with Tom on LinkedIn: https://www.linkedin.com/in/thomasmckeown/