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Sales Advice That Will Change How You Sell Forever | EP 17 ft. Michael Kleinfeld
Sales Advice That Will Change How You Sell Forever | EP 17 ft. Michael Kleinfeld
Sep 25, 2025
44:49
On this episode of The YM Show, I sit down with my good buddy Michael Kleinfeld, a top performer in B2B sales. We get super practical about how he actually wins contracts—from the first cold call, to follow-ups, to proposals—and how you can apply the same frameworks in any industry.If you’re in sales (or you’re a founder doing sales yourself), this episode is a cheat-sheet: the ins & outs, do’s & don’ts, misconceptions, and yes—the occasional “scheme” to watch for—so you can close more cleanly and build long-term relationships.👉 If this helped, like & subscribe for more conversations on sales, business, and real estate. Drop your questions and I’ll tackle them in a future episode.🧠 What You’ll Learn🎯 Why there’s no one-size-fits-all script—and how to tailor by industry☎️ The real goal of the first call (it’s not closing) + earning the follow-up🔎 How to show you did your homework without getting weird “too familiar”⏱️ Follow-up cadence that converts (without sounding desperate)🧰 Why service/savings wins with decision-makers🗂️ Building a simple CRM pipeline (Pipedrive/HubSpot/Zoho/Salesforce)🧭 Prospecting with ZoomInfo & CoStar to reach the right people🧠 Reading tone, matching energy, and avoiding rookie mistakes🗣️ Scripts vs natural talk tracks (Shimmy’s actual opener)🔁 Iterating: learn from every call and refine⏩ Skip Around This Episode (Chapters)00:00 – No “one-size-fits-all” sales advice00:35 – First calls = relationships, not closes01:06 – Show you know the prospect (without being creepy)01:40 – Mirroring energy & language on calls01:58 – Welcome + setup: iPhone/Zoom, on-the-go episode02:33 – Why sales? Shimmy’s path into the role03:38 – Early days: low base, fear, no tools, pure hustle04:47 – Calling from lists, pushing through nerves06:00 – Why generic guru tips conflict (and what matters)06:37 – What works with multifamily operators: cut to the chase07:20 – Scripts vs natural flow (how his pitch evolved)08:06 – Goal of the first call & winning the right to follow up09:05 – Targeted outreach beats spray-and-pray10:00 – Research + name-drops to open doors11:01 – Creator example: personalized pitches that worked11:58 – Stop chasing money; know your customer & pain points12:49 – Daily system vs quotas; cadences that actually convert13:36 – Follow-ups: timing, tone, and not looking desperate14:41 – Handling “not now,” ghosting, and the long game15:18 – Do “sales gurus” help? Industry context matters16:35 – Typical objections & next steps (invoices → proposal)17:23 – Positioning a facilities/cleaning pitch (service first)18:22 – Service savings (why decision-makers care)19:22 – Prospecting from scratch: who to contact and why20:15 – CEOs vs ops leaders: getting routed to the right person21:07 – Sample opener Shimmy actually uses22:08 – How the opener changed from “aggressive” to “clear”23:00 – Sales for founders: learning the craft before hiring23:53 – Learn from every call: reading tone and intent24:36 – CRM 101 (Pipedrive, HubSpot, Zoho, Salesforce)25:21 – Building simple pipelines, notes, and reminders26:18 – ZoomInfo & CoStar: finding owners and real contacts27:10 – Who to call at big vs mid-size companies28:02 – When CEO intro helps—and when it doesn’t28:36 – Psychology on calls: “polite no” vs genuine interest29:31 – Don’t fake familiarity; be direct & respectful30:36 – Matching tone without overdoing it (the “one F-bomb” rule)31:15 – Why podcasting helps focus (and a little Shabbos love)33:40 – Closing thoughts + call to action👥 GuestMichael Kleinfeld — Top-performing B2B salesperson🎙️ HostYosef Manoucheri — The YM Show🔗 ConnectSubscribe for more: sales, business, real estate, mindsetComment your biggest takeaway or a cold-call line that works for you!🔖 Hashtags#Sales #B2BSales #ColdCalling #CRM #ZoomInfo #CoStar #SalesTips #Entrepreneurship #BusinessGrowth #TheYMShow