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Resources


How Speaking Up (and Documenting Wins) Can Transform a Woman’s Career Path
Many women hold back from speaking up at work, a silence that can cost them promotions, raises, and recognition. Learn how tracking and sharing your wins through a brag book can redefine your career. I’ve been there. You work hard, deliver results, and quietly feel proud, but when it’s time for promotions or raises, someone else gets noticed. That was my experience: I didn’t speak up, my contributions stayed invisible, and someone else got rewarded for the work I had done. Th
Holly Bossert
Dec 31, 20253 min read


5 Mindset Shifts Women Use to Close Big SaaS Deals at YearEnd
The end of the year is when SaaS selling gets intense. Timelines shrink. Stakeholders vanish. Deals stall, shift, or slip. For many reps, this pressure triggers the same response: panic pricing . But top women in SaaS sales often take a very different approach. Instead of reacting emotionally, they refocus. Instead of defaulting to discounts, they double down on clarity. Instead of chasing urgency, they create momentum. Here are five mindset shifts women in SaaS sales use at
Holly Bossert
Dec 22, 20253 min read


Why Women in Sales Shine During End‑of‑Quarter Pressure
Discover why women in sales consistently excel during end-of-quarter pressure. Explore the emotional intelligence, collaboration, and leadership traits that help them outperform and support teams when it matters most. Sales Pressure Peaks at Quarter-End, But So Do Women In sales, the end of the quarter is game time. Deals must close, pipelines must convert, and teams must perform. It’s where pressure mounts, urgency skyrockets, and the margin for error shrinks. In these high
Holly Bossert
Dec 11, 20253 min read


The Truth About Women in Sales You’re Not Behind: You’re Underestimating Your Power
For years, women have been told to “lean in,” “speak up,” “be more confident,” “ask for the raise,” and “advocate harder for yourself.” But here’s the truth no one says out loud: Women in sales aren’t struggling because they lack skill, effort, or ambition, they’re struggling because they were never given the blueprint. The industry wasn’t designed with women in mind. But wealth? Influence? Leadership? That absolutely can be. And that’s where sales becomes the great equaliz
Holly Bossert
Dec 4, 20253 min read


Women Didn’t Ruin the Workplace: We’re Rebuilding It for the Better
Continuing the Conversation from LinkedIn. Getty Image This blog continues the conversation from a recent LinkedIn post I shared in response to the provocative New York Times headline, “Did Liberal Feminism Ruin the Workplace?” If you haven’t read that post yet, you’ll find the original thoughts and community response there. This expands on those ideas with data, insights, and a broader look at how women are reshaping the workplace fo
Holly Bossert
Nov 10, 20254 min read


Every Deal Needs a Map: The 3P Framework for Sales Success
In sales, winging it is never a strategy, it’s a gamble. Top-performing sales professionals know that a structured, intentional approach...
Holly Bossert
Aug 26, 20253 min read


Use Silence Like a Weapon: The Secret Sales Tactic SaaS Reps Overlook
In the high-stakes world of SaaS sales, where every second of a demo call feels like a performance, one of the most underutilized but...
Holly Bossert
Aug 19, 20253 min read


Objections Are a Buying Signal: How to Turn “No” Into “Yes”
When you're selling, objections can feel like a stop sign. But savvy marketers and sales pros know the truth: objections are rarely a...
Holly Bossert
Aug 14, 20253 min read


The Power of the Preclose: How Top SaaS Sellers Win Before the Final Ask
You’ve built rapport. Delivered the demo. The buyer is nodding. It’s time to talk pricing but before you do, there's one more step that...
Holly Bossert
Aug 5, 20253 min read


Why Churn is a Sales Issue, Not a Customer Success Problem
In the SaaS industry, customer churn is often seen as a problem for the Customer Success team to handle. However, the reality is that...
Holly Bossert
Jul 10, 20242 min read


How to Pivot Going into H2 Behind Quota: A Guide for Sales Leaders and Trainers
The halfway mark of the year is a crucial checkpoint for sales teams. If you find yourself behind on your quota as you enter the second...
Holly Bossert
Jul 1, 20243 min read


Unplugging to Recharge: Why Vacations Create Better Salespeople
In the fast-paced world of sales, it's easy to get caught up in the constant hustle, always pushing for the next deal, the next client,...
Holly Bossert
Jun 24, 20242 min read


The Power of Team Learning: Enhancing MicroLearnings for Sales Teams
In the ever-evolving world of sales, continuous learning is critical to staying ahead. Sales professionals must consistently update their...
Holly Bossert
Jun 4, 20243 min read


The Power of Storytelling in Presentations: Why Stories Stick and Statistics Slip Away
In the realm of presentations, the power of a well-told story cannot be overstated. Studies reveal a striking statistic: after a...
Holly Bossert
May 16, 20242 min read


Revisiting Basic Sales Fundamental Skills: A Key to Sustained Success for Advanced Sellers
Just as professional athletes regularly practice basic drills to keep their skills sharp and improve their game, so too must seasoned...
Holly Bossert
Apr 30, 20243 min read


Microlearning: Bite-Sized Knowledge for Lasting Impact
We've all been there – those long, drawn-out training sessions or lectures where our brains start to feel like mush. Information overload...
Holly Bossert
Apr 3, 20242 min read


Unlocking Sales Success: The Psychology of Rapport and Trust
In the world of sales, success often hinges on more than just the quality of your product or the persuasiveness of your pitch. It's about...
Holly Bossert
Mar 25, 20242 min read


The Foundation of Sales Success: Building Rapport and Trust
In the dynamic world of sales, success isn't just about pitching a product or service—it's about building meaningful connections. At the...
Holly Bossert
Mar 20, 20243 min read


Final entry on our Debunking sales myths: Sales is a cutthroat profession for sharks and lone wolves.
Hollywood's portrayal of sales often conjures images of "lone wolves" prowling corporate corridors, armed with aggressive tactics and...
Holly Bossert
Mar 11, 20242 min read
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