Stop selling your expertise like a used car.

Painless Prospecting™ is a 12-week apprentice program for experts who sell knowledge. You’ll turn what you already know into a steady stream of qualified conversations, without awkward scripts, spammy outreach, or starting from scratch every week.

Who Is the Painless Prospecting™ Apprentice Program Designed For?

The Painless Prospecting™ Apprentice Program is designed for experts who sell knowledge for a living—consultants, solopreneurs, agency owners, financial advisors, and independent agents. It’s for the person who has always been exceptional at doing the work but uncomfortable selling it.

You don’t want to chase clients. You want to be chosen. You want prospects who enter the conversation already leaning towards yes, trusting your judgment, believing you’re the savvy, clear, low-risk expert who can help them move forward. You want your value to be self-evident rather than something you must prove or justify.

And while you believe in reputation, trust, clarity, and the long game, the reality of running a professional services business forces you into short-term sales tactics you dislike. You need revenue now, but you desperately want to build the kind of brand and online presence that creates Top-of-Mind-Preference with your most desirable prospects.

You’re not looking for hype or scripts. You want a repeatable methodology that aligns with who you really are — a person who speaks with clarity and confidence born of experience and success.

If you’re ready to stop chasing and start becoming chosen, the Painless Prospecting™ Apprentice Program is purpose-built for you. 

What Is the Painless Prospecting™ Apprentice Program?

The Painless Prospecting™ Apprentice Program is a 12-week, guided experience designed to help you build a steady, content-driven prospecting system without the stress, guesswork, or constant reinvention that usually comes with business development.

How much time will it take?

  • Learning Sessions: Weeks 1, 3, 5, 7, 9, and 11 require attendance at a 90-minute Zoom teaching call. The first 60 minutes is teaching, with the final 30 minutes reserved for Q&A. 
  • Office Hour Sessions: Weeks 2, 4, 6, 8, 10, and 12 require attendance at a 60-minute Zoom coaching and Q&A call. The entire call is treated as an Ask Me Anything session. 
  • Participants should allocate another two to three hours a week for application and mastery of key concepts.
  • All Zoom calls are recorded and accessible post call for the duration of the program.

A True Professional Who Knows What You Don't

I like Tom's style! He is straight to the point and backs up his counsel with proof points and analysis. We held a 20+ executive senior staff training with Tom and the feedback from our senior staff has been phenomenal. Our executives have adopted a number of his techniques and have taken his advice on helpful software programs and apps that have made them more effective at selling and prospecting. Tom is still assisting some of our people with ongoing training. You will not regret working with Tom! He is a true professional who knows what you don't and that is invaluable.

Todd Fromer President

What You'll Master over 12-Weeks

  • LESSON 1

  • LESSON 2

  • LESSON 3

  • LESSON 4

  • LESSON 5

  • LESSON 6

An Online Presence That Makes Prospects Want to Take the Meeting

In this module, you’ll learn how to intentionally design an online presence that looks impressive, sounds credible, and makes prospects more inclined to say yes to a first conversation.

You'll learn how to:

  • Create a LinkedIn profile that projects expertise without sounding self-promotional
  • Optimize your online footprint so AI tools like ChatGPT include you when prospects ask for recommendations
  • Improve your website and overall digital presence to guarantee a great first impression

Included Program Materials

In addition to the live lectures and coaching support, you’ll receive digital copies of all key Painless Prospecting workflows and worksheets to accelerate your efforts.

  • LinkedIn Profile Optimization Planning Worksheet: our simple, step-by-step process for optimizing your LinkedIn profile, along with helpful AI prompts to speed up the process. 
  • Getting Noticed CRM Visual Workflow Maps: skip the guesswork with our custom workflows that ensure you and your team always know the status of every active publicity effort without the need for a status report.
  • Perfect Pitch™ Planning Guide: our 1-Page checklist to ensure every persuasive pitch you make is perfect
  • Painless Prospecting Playbook: Step-by-Step To-Do lists for promoting and leveraging webinars, speaking engagements, blog posts, podcast interviews, and guest post opportunities, to ensure you maximize the marketing impact of your knowledge opportunities.  

Additional AI tools & Subscriptions 

Swipe OUR AI Prompts, Make.com AI automations, and our personal favorite, a 90-day subscription to our customized AI-powered LinkedIn Prospect Monitoring tool. A $787 value, included FREE for the first 25 registrations.

Cornerstone & Cobblestone AI Content Creation Prompts: use our custom AI prompts to convert raw content into blog posts written in your voice and style, and then convert those posts into multiple variations for use as Guest Posts.

Make.com AI Automation Blueprints: automate the creation of blog posts, podcast interview transcripts, and write draft posts directly to an Airtable and get notified when it's time to review, edit (if necessary), and schedule posts.

LinkedIn Real-Time Prospect Monitor AI tool: 90-day subscription for up to 25 profiles to our custom tool that monitors your prospects' LinkedIn activity and then, on a schedule of your choosing, emails you a list of all posts, comments, and likes your prospect has left on LinkedIn. No login required. 

Email Support: unlimited (within reason) email support during the entire 12-week apprenticeship. This is your chance to ask questions in between classes, while you're implementing what you've learned, or when you need to bounce an idea off someone. 

SPECIAL
FREE FOR THE FIRST 25 REGISTERED
OFFER

See what other agency owners and consultants think about our training...

Tom's talk articulated a system of how my company's growth strategy can be built on forming authentic interpersonal relationships. I've been intuitively working this way for years, but it's extremely helpful to have Tom break it down into actionable steps on effective networking and how to articulate our value proposition as an agency.

Aidan Foster

President | Foster Interactive

I picked up a huge nugget in the "Mining for Gold" lesson. I just met an agency owner who supports one of our niches. She has a goldmine of contacts that could be valuable to nurture.  

Jamie Shibley

Founder — The Expressory

A eureka lightbulb went off in my head while listening to Tom's talk on business development today. This is a better and more pragmatic approach to building my business. Thank you, Tom, for showing me the way - I am excited to follow this much more promising path to success.

Fred Moore

President, Big River Advertising

I'm extremely satisfied with Tom's Master Class. He provides excellent content and a solid structure that is very useful in developing strong new business strategies and tactics. We also appreciate his flexibility with the pace of working through the lessons. Highly recommended for marketing agencies seeking proven methods to jumpstart their new business processes.

Andy Rogers

Frequently Asked Questions

is this a sales training program?

Not in the traditional sense. This program is designed for agency leaders who don’t want their firm relying on cold calls, spray-and-pray outreach, or awkward follow-ups. It focuses on building a steady flow of qualified conversations by making your agency easier to recognize, easier to trust, and easier to justify choosing, without turning you or your team into stereotypical salespeople.

Can this help if our agency struggles to convert prospects into clients?

YES! Most agencies failure point isn't outreach but in the early conversations and most importantly pitching. That's why our program dedicates an entire session to structuring and delivering pitches that clearly communicate the differentiated reason to hire your agency, while reducing risk in the prospect's mind, thus increasing the chance prospects choose you instead of hesitating.

How does this help my agency stand out from competitors?

Most agency leaders don’t struggle because they aren’t good. They struggle because prospects can’t easily see why they’re different. This program helps you make your thinking visible in the right places so prospects start to understand your value long before you ever sit down for a first conversation.

For agencies looking for a more focused agency positioning service, we recommend looking at our Getting-To-Go offering or our Perfect Pitch™ offering. 

Will this help if we already have a biz dev person or team?

Yes. Even agencies with a dedicated biz dev role struggle when there’s no clear through-line between visibility, outreach, and real conversations. What usually exists is activity without cohesion. This program gives you a practical framework your biz dev lead can actually run, so new business stops feeling like a constant scramble and starts feeling intentional.

We need new business now. Will this help in the short term, or is this a long game?

Both. Part of the program is focused on building longer-term visibility and preference, but you’ll also learn Outbound Teaching™ techniques agencies use to open conversations within weeks, not quarters. The goal is to support near-term pipeline needs while you build a business development engine that produces qualified leads without traditional cold outreach tactics.

Is this relevant if I already have a CRM and some inbound activity?

Yes. Most agencies already have tools and activity but lack a clear, repeatable way to turn visibility into conversations. This program helps you connect the dots between content, outreach, follow-up, and pitching so business development stops feeling reactive.

Is this only for founders, or is it suitable for a biz dev director?

It works for both. Founders often use it to regain control of new business without burning themselves out. Biz dev directors use it to create a clearer, more credible approach they can execute without constant reinvention or pressure from leadership to “just get more leads.”

Will this work if my agency isn’t well known?

Yes. The program is built for agencies that know they do strong work but struggle to consistently get in front of the right prospects. You’ll learn how to create visibility and credibility from where you are now, not where you wish you were.

Is this another content marketing program?

No. This isn’t about publishing more content for its own sake. You’ll learn how to use content intentionally, based on the science of Propinquity, to support outreach, follow-up, and conversations that lead to real opportunities. Everything is tied back to pipeline, not vanity metrics.

Does this replace our current business development approach?

For agencies with some form of business development program, it refines and simplifies what they’re already doing. You’ll likely stop doing some things that create friction and double down on the activities that actually move opportunities forward.

How much time will this take on top of running the agency?

The program is designed to take less than a couple of hours a week to attend sessions and work on your own to apply the knowledge to your own business development efforts. Overall, you will need a minimum of 12-15 hours a month, but should easily be able to complete all work and attend all meetings in less than 20 hours a month.  

What if I miss a live session because of client commitments?

While we strongly encourage attendance at all sessions, we do record all of them and they're available to stream for the duration of the program. You won’t be able to download or share them, but you won’t fall behind if client work gets in the way.

Will this help us pitch better, or is it only about getting meetings?

Both. You’ll learn how to create conditions where prospects arrive more confident in your agency, and how to deliver a Perfect Pitch™ that reinforces that confidence when it matters most. The goal is to reduce hesitation in the buying process, not increase pressure.

What happens after the 12 weeks?

You’ll leave with a working prospecting system, reusable assets, and a clearer way to manage business development without constant urgency. Some agencies choose to continue with coaching or workshops, but there’s no requirement to do so.

Who Shouldn't Enroll?

If you’re looking for quick hacks, scripts, or a guarantee that every conversation turns into a deal, this isn’t the right fit. This program is for agency leaders who want a more sustainable, scientifically designed way to win new business based on building trust-based relationships.

Two Convenient Pricing Plans to Choose From

Monthly Payments

$599/mo + 2.99% credit card fee for 3 months billed automatically on the 1st of every month beginning February 1, 2026.

$599/month

Satisfaction-Guarantee

You're Fully Protected by Our 100% Satisfaction-Guarantee.

100%

If, after the first 30 days, you don't feel like you're learning a better way to consistently build a sustainable business development engine, that isn't based on referrals and hope, just tell us and we'll refund 100% of your first month's tuition.