[8] Heels, Hustle, and the Power of First Impressions
First impressions aren’t just about looking the part—they’re about bringing the full package. Whether you’re crushing sales calls, battling Salesforce updates (the struggle is real), or staying consistent in the gym, confidence comes from showing up, preparing, and following through.
🔥 Bring the energy—your presence sets the tone.
📚 Confidence = Preparation. Know your product, your prospect, and your goals.
💪 Consistency wins—because motivation won’t always show up for you.
Accountability is key—time block your day, grab a work buddy for focus sessions, and don’t let yourself turn on Netflix until your tasks are done. Need more personalized strategies? I offer 1:1 coaching—you can book a 30-minute session via my website to level up your sales game. Also, if you need quick, healthy meal ideas to stay fueled, I’ve got you covered!
[7] 7 Sales Lessons from my Great Dane; Ronin
What do sales and raising a 120-pound Great Dane have in common? More than you’d think. From persistence (hello, endless follow-ups) to building confidence (one awkward cold call at a time), my late work-from-home sidekick, Ronin, taught me everything I needed to know about selling—and life.
This post is part heartfelt tribute, part career advice, and 100% proof that even a drooly, oversized lapdog can teach you how to close deals. Plus, I’ve included my ultimate road trip playlist and go-to travel snack—because no great sales journey (or puppy pickup trip) is complete without good tunes and snacks.
🐾 Read now, and bring a little Great Dane energy to your sales game.
[6] The 4 Rs of Prospecting, Jeniffer-Style
Prospecting without structure is like playing volleyball without a game plan—you’re just hoping for the best and getting blocked every time. That’s why I stick to the 4 Rs of Prospecting:
🏐 Research – Know your prospects inside and out (yes, even digging through SEC filings and deep-dive LinkedIn sleuthing).
🤝 Relationships – Build trust before you pitch. No one likes feeling like just another lead in your CRM.
🎯 Relevance – Tailor your message so it actually matters to them—no cookie-cutter outreach here.
📊 Results – Track, tweak, and improve. If it’s not converting, it’s just noise.
Sales isn’t just about numbers—it’s about strategy, execution, and constantly leveling up. And if all else fails? I take a break, watch The Great British Baking Show, and remind myself that even the best bakers burn a few cakes. 🍰
Need a little extra motivation while prospecting? I just dropped a February work playlist —because cold outreach is better with good music. 🎶
[5] From the Arena to the Sales Floor: The Relentless Pursuit of Excellence
Success in sales isn’t about luck—it’s about preparation, execution, and the relentless pursuit of improvement. Learn to bring the mindset of a competitive athlete to the sales floor, focusing on the strategies that separate the good from the great. Just like in three-day eventing, where every jump, stride, and decision determines the outcome, top sales reps don’t just show up—they prepare with precision, anticipate challenges, and adjust on the fly. Whether it’s understanding your prospect like you’d understand your horse, mapping out a sales call like walking a competition course, or handling objections with the same confidence as navigating an unexpected hurdle, sales is about strategy, control, and execution. And just like in competition, the best never settle. If you're looking to refine your approach, improve your pipeline strategy, and close deals with confidence, let’s connect—because winning doesn’t happen by chance. It happens by design.
[4] Pivoting in Pumps: The Art of Adapting in Sales
January in sales can feel like a ghost town—prospects that were eager in December suddenly vanish. Instead of stressing over stalled deals, I’ve been testing creative ways to pivot and keep momentum alive. From time-sensitive incentives (like free migration services) to shifting the conversation toward ROI pain points, small tweaks can make a big difference. The key? Approaching stalled deals with empathy and fresh value. Want more ideas?
[3] Walking the Tightrope: Balancing Confidence and Humility in Sales
2024 was a tightrope year—a new role, a hyper-competitive market, and a humbling Q2 where I missed quota for the first time in years. The lesson? Balancing confidence with humility is the key to staying steady and successful. In my latest Deals in Heels post, I’m sharing how I leaned on the basics like MEDDIC, Sandler, and active listening to rebuild momentum—plus, how walking in heels on cobblestones inspired this whole perspective. Ready to level up your sales game?
[2] Pitch Perfect: The Art of Making Your Message Stick
January means one thing in sales: prospecting season is in full swing. But let’s be real—endless “just circling back” emails aren’t exactly thrilling. In my latest Deals in Heels post, I’m breaking down fresh, budget-friendly ways to make your outreach stand out—think custom flyers, cheeky video messages, and creative follow-ups that actually get replies. Plus, I’m sharing why humor, personality, and a little flair can make your message impossible to ignore. Ready to make your January outreach the talk of 2025?
[1] The Holiday Hustle: Balancing Work and Life During the Weirdest Time of Year
You already know the drill—the stretch between Thanksgiving and the New Year is a whirlwind of closing deals, holiday potlucks, and trying to keep it all together. If you’re feeling the year-end crunch, you’re not alone!
I’m sharing my approach to surviving (and maybe even thriving) during this festive chaos—from wrapping up contracts without losing holiday spirit to baking cookies that would make The Great British Baking Show proud.
This one’s packed with:
🎁 Quick work-life balance tips to stay productive and enjoy the season
🍪 Go-to potluck recipes that won’t let you down
🎶 The best holiday albums to work or bake to (Kaskade’s Christmas Deluxe and A Very Teddy Christmas by Teddy Swims are on repeat!)
Pilot Episode – Meet Your Tall, Heeled Hero
Welcome to Deals in Heels, where I share the real, unfiltered world of tech sales: the highs, the lows, and the hilariously relatable moments in between. I’m Jeniffer—an animal lover, puzzle enthusiast, wake surfer, and UT football fan who thrives on competition and creative problem-solving (and yes, I like to win).
If you’re looking for sales tips, funny quips, or just a fresh perspective on the hustle, you’re in the right place. Click below to join the ride—heels optional. 🖤