Should You Keep Rogue Salespeople On Your Team?

The rogue salesperson is a formidable force when it comes to bringing in revenue. But does their go-it-alone mentality have any place in modern sales teams characterized by teamwork and collaboration? Join Proposify CEO Kyle Racki and Director of Sales Daniel Hebert for part four of a five-part series on sales in SaaS as they discuss if the lone wolf salesperson is an endangered species or whether they still have some value to offer your company.

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What to Look for in a Sales Enablement Manager

A solid sales enablement strategy only works if it’s designed to address the major bottlenecks hindering a sales cycle from optimal functioning. In this episode of LTV, Kyle is joined by Proposify's director of sales, Daniel Hebert, as they clarify exactly who you want to hire in a sales enablement position depending on the unique challenges facing your sellers.

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Sales Enablement: What It Is and Why It Matters

Sales enablement has evolved from a byproduct of established sales roles into an integral function of a robust sales process. Yet as it continues to develop, it has escaped a concrete definition. In this episode of LTV, Kyle is joined by Proposify’s Director of Sales Daniel Hebert as they shed some light on sales enablement and how this important process fits into a SaaS company's sales strategy.

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The Process Behind Our Annual Offsite Planning Session

Before a SaaS company can truly scale, every founder needs to transition from an entrepreneur with a say in every departmental decision to CEO running the company holistically. In this episode of LTV, Kyle explains how this process needn’t be a shot in the dark and how annual planning sessions with your leadership team are the perfect opportunity to map out the future of your business.

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When to Build a Customer Success Department (and How We Did It)

For SaaS companies who operate on recurring revenue and subscription business models, a healthy ongoing customer relationship is one of the surest ways to maximize lifetime value and minimize churn. In this episode of LTV, part one of a two-part series, Kyle explains why a customer success (CS) strategy is crucial for SaaS businesses, which metrics best assess the success of CS, and the history of the CS team at Proposify.

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The Story Behind My Book, Free Trials and Tribulations

The road from struggling freelancer to successful software entrepreneur is never smooth, yet Kyle’s was characterized by a special kind of personal and professional hell. In this episode of LTV, Kyle shares the entire process of writing Free Trials and Tribulations from idea to publication. He delves into the inspiration behind the book, finding his voice as an author, and the struggle to tell his story as honestly as possible and pull no punches.

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Why I Hired a Business Coach

Hiring a business coach is a big decision; it’s expensive, and a huge time commitment for you and your potential coach. But, a great coach can help you level-up as a founder if you find yourself at a standstill. In this episode of LTV, Kyle talks about how his business coach helps make him a better leader and what to look for in a good coach.

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How to Deploy Product Management in Your Startup

Your first decisions as a software founder should revolve around transforming your unvarnished app into a functional, profitable, and scalable digital product. In this episode of LTV, Kyle defines product management, explains its importance in the early stages of a startup, and outlines what to look for when hiring a product manager.

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