Kyle Racki

Kyle Racki

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I'm the CEO of Proposify, a software-as-a-service company doing seven figures in ARR. I've been an entrepreneur for over 10 years and have lived hustle, tenacity and resilience. I share what I've learned and what I continue to learn every day because I want to help other entrepreneurs succeed. I do this through my blog, videos, speaking and my upcoming book on building a SaaS business.

10/08/2019

When you’re building a product startup you don’t go out and hire 100 engineers and then say, “ok, what are we building?”

You start with 1 or 2 engineers, talk to a LOT of customers, and iterate quickly on feedback to make your first 20 customers in love with your product.

You gradually scale up as you hit product-market fit.

It’s the same with a sales team.

Most startups who raise VC money go out and try to scale sales prematurely, often breaking out roles into prospectors and closers, and I’ve learned from experience that's the wrong approach.

Go out and hire a couple “full-stack” sales reps, listen to their calls, and iterate until you figure out who your ideal customer is, and what messaging is resonating in market.

When to build a customer success department (and how we did it) 05/31/2019

Over the last decade, customer success (CS) has grown to the point where it is now considered a pillar of SaaS businesses, equally as important as product, engineering, marketing and sales.

In this article, part one of a two-part series on CS, I’ll explain the history of how we built a CS team at Proposify (a team I came to lead for a little while I recruited a VP), how to implement CS strategies in your own SaaS business, and the metrics to keep an eye on to track the success of customer success.

When to build a customer success department (and how we did it) Selling to large companies? Support isn’t enough, you need to invest in customer success — for their own good as well as yours.

Why I hired a business coach 05/22/2019

Behind all hyper-successful individuals exists a network of people willing to lend support, assistance, and guidance at critical times. This can take many forms; a co-founder, a supportive partner, a mentor, an investor.

Then there are those whose objectives are far more specific, someone who’s getting paid to guide you to success: a business coach.

Deciding whether to hire a business coach is a tough call. And so it should be. It’s expensive, and a massive time commitment for both you and your potential coach.

But a successful matchup could have resounding effects on the success of your company, especially if you find yourself at a standstill, not quite sure what to do next.

I’m going to tell you about why I decided to enlist the services of a business coach. I’ll share how I knew it was the right time to do so, the difference it’s made to Proposify, and what that coaching looks like from a day-to-day perspective.

Why I hired a business coach Plus, things to know when considering hiring one yourself.

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