HeyJaredDiary of a Sales Expert
The Diary of a Sales Expert podcast is all about sales success and sales failures and the whole journey around sales and selling.In the podcast share stories, ideas, mistakes, and learnings to help ensure you can become better at selling.If you would like to find out more…
- Indexed episodes, last 90 days
- 10
- Latest publication
- Sep 9, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 8, 2026
Latest episodes
Building an IT Services Business from the Ground Up: Richard Blandford's Story (opens the original)
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In this episode, Richard Blanford shares his journey of building Fordway, an IT services business, from its inception in 1991 through various transformations, highlighting key lessons on sales, customer relationships, tendering, and business resilience. Richard Blanford also shares his journey of building and exiting a successful MSP business, offering insights on leadership, business growth, and preparing for sale. Chapters 00:00 - Podcast and guest introduction. 00:44 - Founding Fordway and ea
How To Qualify MSP Prospects In The First 15 Minutes (opens the original)
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This episode explores effective strategies for qualifying MSP prospects within the first 10 to 15 minutes of a conversation. Learn how to ask the right questions, identify pain points, and determine if a prospect is a good fit to save time and increase success. Chapters 00:00 - Introduction: Why Quick Qualification Matters 00:29 - The Challenge of Time and Energy in Sales 00:58 - Identifying Why Prospects Agree to Talk 01:24 - The Importance of Asking the Right Questions 02:17 - Understanding Cu
How AI Will Change the MSP Business Model (opens the original)
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Join Me as I explore how AI is transforming the MSP industry, changing client expectations, service models, and sales strategies. This episode offers insights into adapting to rapid technological shifts and maintaining human connection in a digital world 00:00 - Intro to AI's impact. 02:04 - Evolving into MIPs. 02:56 - Higher client expectations. 05:03 - Death of basic support. 09:58 - Outcome-based pricing models. 11:40 - Global workforce & soft skills. 16:34 - Trust & personalized sales. 20:24
The Right (And wrong ways) To Handle Competitors In Sales (opens the original)
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In this episode, we tackle a challenging sales scenario: how to effectively sell against an incumbent or competitor MSP that your prospect already likes. Learn how to qualify the relationship early, stay in control of the sales process, and highlight your unique value without criticizing the competition Chapters 00:13 - Selling against a liked or incumbent MSP competitor. 01:40 - Qualifying the opportunity and understanding relationship dynamics. 05:42 - Asking open-ended qualifying questions. 0
How To Know Which Clients Your MSP Should Walk away from (opens the original)
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Join me as I discuss how to identify which Clients your MSP Business should consider walking away from, focus on profitability, treatment of your team and alignment with your business model. Chapters 00:59 – The "BMW" client acronym. 03:01 – Sign 1: Mistreating your team. 04:39 – Sign 2: Low profitability vs. high support costs. 06:08 – High pain vs. high profit framework. 07:43 - Sign 3: High time and emotional energy drain. 08:56 – Sign 4: Ignoring security or tech advice. 14:52 – Sign 5: Late
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