A Guide to Closing Your First (Or Next) $100K+ Annual SaaS Deal Sales Players is Brought to You By: Scale your professional workforce with freelancers Freelance services for Sales Players right at your fingertips. Join for FREE! Join Fiverr for Free > Alright, Sales Players, let’s talk about a major rite of passage in tech sales: your first six-figure annual contract. It’s one of those career milestones where everything changes. You stop thinking in terms of how many logos you need to make...
13 days ago • 4 min read
A Collection Of Mindset Shifts That Shaped My Career & Life Sales Players is Brought to You By: The Go-To-Market Intelligence Platform Get the best AI-powered B2B data and software you need to connect with and close your most valuable buyers – all in one operating system. (Sales Players Only) Extended Free Trial Free > In this week's edition of Sales Players, I'm sharing a collection of key mindset shifts that have shaped my career (and life) in tech sales. A lot of these came from working...
20 days ago • 2 min read
How To Quickly Get Your Team Aligned Around Your Deals Sales Players is Brought to You By: Scale your professional workforce with freelancers Freelance services for Sales Players right at your fingertips. Join for FREE! Join Fiverr for Free > Here’s a hard truth about selling large, enterprise software deals: your value as a seller is directly tied to how well you align internal resources for your customer. You’re the quarterback, and strategic sales is a team sport, you win and lose as a...
27 days ago • 4 min read
A Guide to Building Financial Security as a Tech Seller Sales Players is Brought to You By: Scale your professional workforce with freelancers Freelance services for Sales Players right at your fingertips. Join for FREE! Join Fiverr for Free > Let’s talk about something that doesn’t get nearly enough press coverage: money: moolah, dinero, coin, capital, scratch (you get the idea). And no, I'm not talking about company money either. Not revenue, pipeline, deal size, quarterly forecasts, or...
about 1 month ago • 5 min read
My Storytelling Framework For Winning Deals Sales Players is Brought to You By: Surfe: LinkedIn Prospecting Streamlined! Add prospects to your CRM and access their info directly from LinkedIn. No more tab switching! *Try it out for free. Try It For Free > The best sellers don’t just pitch. They tell a story. 'But, but, Jesse... they didn't cover storytelling in my sales enablement training!!! Besides, Marketing owns our brand narrative, so I'm all set...' Right. In my experience, it's 100%...
about 1 month ago • 4 min read
How I Re-Engage Closed-Lost Opportunities (Copy My Exact Email Template) Sales Players is Brought to You By: ZoomInfo: The Go-To-Market Intelligence Platform Get the best AI-powered B2B data and software you need to connect with and close your most valuable buyers – all in one operating system. Extended Free Trial for Sales Players Only > Alright Sales Players: If you're trying to get traction on the pipeline generation front, then you're going to want to keep reading. I'm about to share an...
about 2 months ago • 4 min read
The Truth About Job Hopping in Tech Sales Sales Players is Brought to You By: folk: Like the sales assistant your team never had. folk CRM does the busy work for you, so you can focus on growing your service business. Try for Free Job hopping is one of the most misunderstood and misjudged aspects of working in tech sales. After over a decade in the space, I've come to realize that it's a feature, not a bug. I've been wanting to cover it for quite a while now... I probably have 3 or 4...
about 2 months ago • 4 min read
Improving Your Discovery Game Sales Players is Brought to You By: folk: Like the sales assistant your team never had. folk CRM does the busy work for you, so you can focus on growing your service business. Try for Free If you want a shot at a multiple six-figure year in tech sales, it’s not about working harder. It’s about working smarter — and more intentionally — especially when it comes to the fine art of discovery. Too many reps treat discovery like a checklist: ask a bunch of questions,...
2 months ago • 2 min read
Why Urgency Should Be Your Default Setting Sales Players is Brought to You By: folk: Like the sales assistant your team never had. folk CRM does the busy work for you, so you can focus on growing your service business. Try for Free Something that doesn't get talked about nearly enough is the importance of urgency—moving quickly, velocity, bias toward action, striking while the iron is hot (you get the idea...) In the highly competitive world of Tech Sales, urgency must be your default...
2 months ago • 2 min read