5 types of business owners + the challenges they face selling to companies
In this episode, Jess Lorimer breaks down the 5 types of business owner she sees most often selling, or trying to sell, to corporate clients, drawn from months of conversations on group calls, masterclasses, one-to-one sales calls, and at live events. Each type tends to run into the same commercial challenge, and once you know which one is slowing you down, it's far easier to fix. This isn't about putting yourself in a box, or beating yourself up about where you are. It's about recognising your primary type so you can spot the gap that's actually slowing down your corporate sales, and fix that first, instead of spending time, money, and energy on the parts of your sales process that were never the problem. If you want to know exactly which practical sales activities to check once you've identified your type, take a listen to the previous episode, how to define your B2B sales activities and whether they're working , which sets out the key indicators to look for. The 5 Types of Business Owner Selling to Corporate Clients Jess is clear that most people will recognise a bit of themselves in more than one of these types of business owners. The useful exercise is identifying the primary one, because that's what tells you which gap to plug first, and which gap will get you the fastest result. Referral Richie Referral Richie already sells to companies, but almost entirely through referrals and warm introductions. Business feels comfortable at first: delivery is busy, contacts keep sending work, and there's no pressure to build a pipeline. The risk shows up later. Referrals dry up, usually somewhere between 6 months and 2 years in, and revenue plateaus and then drops with no proactive sales process behind it to catch the fall. The fix is a proven outbound sales process that runs alongside the warm network, so sales calls aren't dependent on existing contacts all needing the work at the same time. Corporate Charlie Corporate Charlie is ex-corporate, or still working in a corporate role, and understands how big organisations operate from the inside. What they haven't done is sell their own services into one. That creates two common risks. The first is a mindset risk: assuming a small supplier like them could never win corporate business. The second is a practical one: assuming corporate experience is the same as sales experience, which often leads to time spent on bids, tenders, and procurement paperwork rather than a proactive sales process that actually generates qualified conversations. The fix is learning the mechanics of a B2B sales process directly, rather than over-investing in branding, content, or a corporate-facing website. B2C Bella B2C Bella has built a business selling to individuals and now wants corporate clients, usually for one of two reasons: the individual offer isn't getting the uptake it should, or a previously successful one-to-one or membership practice has become exhausting to keep fed with content, launches, and free sales calls. The instinct is to carry B2C habits (offers, sales pages, big audiences, long nurture sequences) into B2B, and it doesn't work, because corporate buyers respond to direct, targeted outbound activity, not mass content. The fix is learning what best practice B2B lead generation and sales conversations look like, rather than trying to replicate a B2C engine for a B2B audience. DIY Danny DIY Danny genuinely wants to sell to corporate clients, knows the opportunity is real, and is wary of investing in support, either because they've never invested before or because a previous investment didn't deliver. DIY Danny usually starts out as a Referral Richie, relying on their warm network until it dries up, and then panics without a proven process to fall back on. The risk isn't the caution itself. It's that the only thing lost while figuring it out alone is time, and for many businesses, that's time they don't have. Invest and Implement Ingrid Invest and Implement Ingrid also wants premium corporate sales without a B2B sales background, but takes a different route: research the right option, make the investment, then follow the process and take action. This is the type that tends to get results fastest, not because of luck, but because less time is spent testing things alone from scratch. Jess shares one client in The C Suite® who set a goal of £10,000 in 95 days and closed 3 deals, including one worth £16,000, by following the process rather than second-guessing it. None of these types is better or worse than another. They just come with different gaps, and different timelines for closing them. Spotting the primary type honestly is what makes it possible to fix the right thing first. Key Takeaways ● There are 5 types of business owners Jess sees most often selling to corporate clients. Referral Richie, Corporate Charlie, B2C Bella, DIY Danny, and Invest and Implement Ingrid. Most people recognise traits of several, but identifying the primary type is what reveals the specific gap holding back corporate sales. ● Referral Richie's warm network usually stops working within 6 months to 2 years. A business built on referrals and introductions feels stable until the referrals dry up, at which point revenue plateaus and drops quickly, with no proactive sales process in place to replace it ● Corporate Charlie's corporate experience doesn't automatically translate into corporate sales experience. Knowing how a big organisation works from the inside is different from knowing how to sell into one. This can produce either a mindset block about being 'too small', or wasted time on bids, tenders, and procurement admin instead of proactive selling. ● B2C habits don't transfer to B2B. Corporate buyers don't respond to content, offers, and sales pages the way individuals do. B2C Bella's instinct to replicate a content-and-launch engine for corporate clients wastes time, because companies buy through direct, targeted outbound activity and relationships, not mass marketing. ● DIY Danny's hesitation to invest isn't the real risk. Lost time is. Whether from never having invested before or being burned by a past programme, going it alone without a proven process means the only thing being spent is time, and that's often the one resource the business can't afford to lose. ● Invest and Implement Ingrid tends to get results fastest by following a proven process rather than testing alone. Researching the right investment, then committing to it and taking action, is what let one C Suite® client close £16,000 from a single deal while working toward a £10,000 goal in 95 days. ● The fix starts with identifying your primary type honestly, not fixing everything at once. Forewarned is forearmed. Once you know which gap is actually costing you conversions, you can stop spending time and money on parts of your sales process that were never broken. Key Quotes "Forewarned is forearmed." "We don't always make the best decisions from a place of panic." "The only thing that you lose if you are in that DIY Danny spot is time, right? But you lose time that you don't have." Resources and Links The C Suite ® Jess's flagship, B2B sales programme is open now for Q1, with limited spaces. It includes monthly hot seats, weekly WhatsApp Q&As, a one-to-one with Jess, an in-person day, and access to the proven cash injection strategies referenced in this episode. https://sellingtocorporate.com/the-c-suite-self-study/ Profit and Process masterclass The free masterclass Jess refers business owners to throughout this episode, covering the mechanics of a proactive B2B sales process. Available via the homepage at sellingtocorporate.com. Join the B2B Sales Edit: Busyness to Business Weekly newsletter for coaches and consultants, sharing the real B2B sales techniques that have taken over 30,000 sales processes from busy to balanced and profitable. https://magic.beehiiv.com/v1/988ac64b-5875-4924-9d10-50faad2aa4ad?email=%EMAIL The Expert Services Directory Episode sponsor. A curated directory that proactively markets your services to corporate decision makers every month, and is actively crawled and trusted by AI search platforms. https://bit.ly/ExpertServicesDirectory Cold → Closed The self-paced B2B sales experience for coaches, consultants, speakers, trainers, and done-for-you service providers who want scalable, sustainable sales from brand new corporate clients in 90 days or less. https://smartleaderssell.thrivecart.com/-cold-to-closed-product/ If you've enjoyed listening to 5 types of business owners + the challenges they face selling to companies, check out these episodes. ● STC184 - How to Define Your B2B Sales Activities (and Whether They're Working!) https://sellingtocorporate.com/podcast/how-to-define-b2b-sales-activities/ ● STC183 - 3 Reasons September Is the Best Time to Sell to Companies (With a Proven Sales Process) https://sellingtocorporate.com/podcast/3-reasons-september-is-the-best-time-to-sell-to-companies/ ● STC108 - Why You Shouldn't Be Creating Offers Before You Have Sales Conversations https://sellingtocorporate.com/podcast/stc108-why-you-shouldnt-be-creating-offers-before-you-have-sales-conversations/ Content Disclaimer The information contained above is provided for information purposes only. The contents of this article, video or audio are not intended to amount to advice and you should not rely on any of the contents of this article, video or audio. Professional advice should be obtained before taking or refraining from taking any action as a result of the contents of this article, video or audio. Jessica Lorimer disclaims all liability and responsibility arising from any reliance placed on any of the contents of this article, video or audio.






