
It comes down to this: relationships are the heart of selling big ideas. In this episode of It Comes Down To This…, I sit down with Jessica Spillers, a digital transformation strategist who turns vague ideas into game-changing solutions for industrial companies. We dive into how to sell intangibles like software by asking “why” and “how,” building trust through genuine care, and aligning teams on data-driven goals. Jessica shares stories of navigating complex sales journeys and why authenticity trumps a scripted pitch every time. If you’re looking to close bigger deals or align your teams for digital transformation, this episode’s packed with insights you can use!
Guest Introduction:
Jessica Spillers is a digital transformation strategist with 20 years of sales experience, helping industrial companies leverage data for smarter decisions. Starting with control systems and shifting to enterprise software, she’s mastered the art of selling ideas by building trust and asking the right questions. Based in Houston, Jessica works with oil and gas giants, turning their challenges into solutions with a relationship-first approach that delivers results.
Key Takeaways:
– Selling ideas starts with curiosity—ask “why” to uncover the customer’s true needs.
– Build trust by showing genuine care, not just pushing for a sale.
– Use “how” to guide clients through their sales journey, helping them sell themselves.
– Research your client’s business and personality to establish quick rapport.
– Align leadership, IT, and operations on the “why” to make tech solutions work.
– Be truthful—even admitting mistakes builds credibility and long-term relationships.
Chapter Markers:
0:00 Intro
0:15 Guest Introduction
1:32 What Clients Want from Software Solutions
3:19 Transitioning to Selling Ideas
6:29 Mentorship in Sales
7:04 Uncovering Client Needs with “Why”
12:03 The Power of Curiosity and Active Listening
14:32 Building Confidence in Sales
18:57 Establishing Rapport Through Research
21:40 The Importance of Genuine Care
24:34 Trust as the Key to Closing Deals
29:40 Navigating the “How” in Complex Sales
32:42 Letting Clients Sell Themselves
37:06 Debunking “Relationship Selling is Dead”
43:36 Advice for New Salespeople
47:09 Closing
Keywords:
Monte Clark, Jessica Spillers, It Comes Down To This podcast, relationship selling, digital transformation, enterprise software sales, sales strategies, building trust, sales journey, why and how in sales, industrial data solutions, team alignment, authenticity in sales, oil and gas industry, sales mentorship