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šŸ˜Ž Interviewing the $100M sales CRM guy, negotiate like an NYC jeweler, and 8 things that'll never change in sales

He built CRMs for Tony Robbins and Jeremy Miner, he knows a thing or two.

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IN THIS EDITION

Good morning team.

BoS #19 coming to you live. Hot off the press.

The number 19 can be seen as unlucky when spoken in Japanese (ā€œjÅ«kyÅ«ā€) because it sounds similar to ā€œjÅ«ku,ā€ meaning ā€œsorrowful suffering.ā€

Good thing our average subscriber is 32 and named Kyle (not Japanese).

Here’s what we’ve got for you this week Kyle:

  • Lessons from $100mm in sales with his systems - Jordan Park

  • Learn how to negotiate like a jeweler in NYC

  • 8 things that’ll never change in sales

  • And more…

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LIVE FROM THE SALES FLOOR

Recent Events

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Learn from this investor’s $100m mistake

In 2010, a Grammy-winning artist passed on investing $200K in an emerging real estate disruptor. That stake could be worth $100+ million today.

One year later, another real estate disruptor, Zillow, went public. This time, everyday investors had regrets, missing pre-IPO gains.

Now, a new real estate innovator, Pacaso – founded by a former Zillow exec – is disrupting a $1.3T market. And unlike the others, you can invest in Pacaso as a private company.

Pacaso’s co-ownership model has generated $1B+ in luxury home sales and service fees, earned $110M+ in gross profits to date, and received backing from the same VCs behind Uber, Venmo, and eBay. They even reserved the Nasdaq ticker PCSO.

Paid advertisement for Pacaso’s Regulation A offering. Read the offering circular at invest.pacaso.com. Reserving a ticker symbol is not a guarantee that the company will go public. Listing on the NASDAQ is subject to approvals.

SELLER’S SECRETS

Who is Jordan Park, and what is RevPilot?

Jordan Park, based in Germany, is a seasoned sales operations expert behind RevPilot. He’s helping high-ticket & SaaS businesses scale via streamlined workflows, AI, and CRM strategy. RevPilot has powered systems that likely influence well over $100M in closed deals.

Check out Jordan’s full interview on Youtube, Spotify, or Apple Podcasts.

Recognize any of his former clients? Pulled from RevPilot site.

Jordan’s come up (in 10 bullet points)

  • Began sales career as call‑center rep at USAA after personal crisis.

  • Became dissatisfied, looked for growth beyond small‑minded environment.

  • Landed role with Dean Graziosi at Mastermind.com in 2018.

  • Survived COVID‑led layoffs by sheer work ethic and adaptability.

  • Shifted into project management: rebuilt CRM, built systems from scratch.

  • Managed affiliate launches worth $16–20 M in three days.

  • Discovered operational creativity while building logic‑based, scalable systems.

  • Started fractional sales leadership, hiring/managing multiple large sales teams.

  • Founded RevPilot to specialize in operations strategy across industries.

  • Built systems contributing to 100+ million dollars in sales impact.

Jordan’s sales alpha and best practices

Solve for the problem before you start building a solution

Jordan emphasizes starting with a strategic diagnosis, not jumping into systems just because they seem ā€œcool.ā€ His process begins with identifying where friction lies within a sales function. Typical culprits are inconsistent workflows, low show‑rates, and messy pipelines.

Once the pain point is identified, he builds., Sometimes even using inversion thinking to eliminate ā€œwhat guarantees failureā€ before designing optimal systems.

Sales rep adoption > a CRM with all the ā€œbells and whistlesā€

Jordan favors sales-specific CRMs like close.com for their simplicity, smart filters, and integrated dialer built for intensive outbound efforts. He avoids over-engineered all‑in‑one tools like Go High Level when they complicate sales adoption.

The key: build the simplest CRM pathways that sales reps actually use with components they understand, that help them win, not just look flashy.

A.I. driven ops to coach and scale

Jordan’s latest innovation: an AI agent powered with N8N workflows that automates call transcription analysis, deal-risk scoring, marketing diagnostics, and call reviews completely customized and pocket‑friendly.

It flags calls needing attention, generates marketing assets (e.g. client quotes), and auto‑updates CRM objects with objection categories which dramatically reduces admin admin load while boosting overall sales insights.

How it feels to build the best sales CRMs in info and software

4 things to try, 4 tips to implement

When a problem arrises, start solving with strategic inversion

  • Clearly define your sales problem (e.g. low show rates)

  • Ask: What would guarantee a failure?

  • Invert those blockers into positive behaviors

  • Brainstorm more positive behaviors based on the inversion

Minimalistic CRM for the win

  • Audit CRM usage: is it intuitive for reps?

  • Remove unnecessary complexity (even if it seems cool)

  • Prioritize smart views, dialers, and streamlined workflows

  • Build to serve helpful outcomes, not to impress.

Add automations to your workflows ASAP

  • Identify repetitive and low-skill sales tasks

  • Use internal CRM automations, or tools like Zapier/N8N to automate

  • Ex: Set up workflows to transcribe & analyze sales calls

  • ^Use output to populate CRM. No manual logging required

Sales calls = marketing angles

  • Use AI outputs to extract compelling quotes or case highlights

  • Feed those into your marketing: emails, social, testimonials

  • Align top-performing messaging from sales directly with marketing assets

  • Create a feedback loop: calls coach marketing, marketing coaches sales.

Connect with Jordan:

Check out Jordan’s full interview on Youtube, Spotify, or Apple Podcasts.

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