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Intro
This chapter explores tactical strategies for early stage founders in navigating sales challenges. It highlights the significance of impactful messaging and provides practical advice on initiating contacts, conducting sales calls, and leveraging customer feedback for improved selling effectiveness.
Jen Abel is the co-founder of JJELLYFISH, where she and her team have worked with over 300 early-stage founders to learn how to sell, do early customer discovery, and set up a repeatable sales motion on the way to their first $1M ARR. In our conversation, Jen shares:
• Why founder-led sales is so crucial early on
• The sales process, step by step
• How to craft effective outreach messages
• Where to find leads
• What three channels work best for outreach
• What to say on your first call
• How to maintain momentum
• Strategies for navigating procurement and closing deals
• Common pitfalls in the sales process and how to avoid them
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Brought to you by:
• Brave Search—A smarter way to search
• Vanta—Automate compliance. Simplify security
• Paragon—Ship every SaaS integration your customers want
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Find the transcript at: https://www.lennysnewsletter.com/p/master-founder-led-sales-jen-abel
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Where to find Jen Abel:
• LinkedIn: https://www.linkedin.com/in/earlystagesale
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Where to find Lenny:
• Newsletter: https://www.lennysnewsletter.com
• X: https://twitter.com/lennysan
• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/
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In this episode, we cover:
(00:00) Jen’s background
(02:20) The importance of founder-led sales
(08:24) The steps of a sales cycle
(12:01) Tactics for effective cold outreach
(16:47) Conversion rate vs. win rate
(20:20) The time it takes to find product-market fit
(23:06) Identifying and engaging prospects
(30:58) Nailing the first phone call
(34:14) Buying vs. selling
(38:08) Testing the questions to ask
(41:57) Avoiding common sales questions and securing the second call
(43:08) Co-authoring with customers
(45:06) Time-boxing service contracts
(49:20) Why you should avoid demos on the first call
(51:05) Dealing with procurement
(54:22) The power of enterprise sales
(58:14) Getting a signature
(01:00:15) Choosing a focus and overcoming sales challenges
(01:02:19) General timelines
(01:04:27) Final thoughts and advice
(01:13:32) Working with Jen
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Referenced:
• Wiz: https://www.wiz.io/
• JJELLYFISH: https://www.jjellyfish.com/
• Clay: https://www.clay.com/
• A guide for finding product-market fit in B2B: https://www.lennysnewsletter.com/p/finding-product-market-fit
• Airtable: https://www.airtable.com/
• Figma: https://www.figma.com/
• GitHub: https://github.com/
• Vanta: https://www.vanta.com/
• Christine Cacioppo on LinkedIn: https://www.linkedin.com/in/ccacioppo/
• Glengarry Glen Ross: https://www.imdb.com/title/tt0104348/
• A step-by-step guide to crafting a sales pitch that wins | April Dunford (author of Obviously Awesome and Sales Pitch): https://www.lennysnewsletter.com/p/a-step-by-step-guide-to-crafting
• Sales Pitch: How to Craft a Story to Stand Out and Win: https://www.amazon.com/Sales-Pitch-Craft-Story-Stand-ebook/dp/B0CHY6BNDN
• Sprig: https://sprig.com/
• Zip: https://zip.co/
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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.
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Lenny may be an investor in the companies discussed.
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Listen to the best highlights from the podcasts you love and dive into the full episode