Ashlee S. — Business Development Executive
I accidentally fell in love with sales. I didn't know what I wanted to do, so I took a break from college and grabbed the first job I could, selling cars. At 19, I was one of the only women on the sales floor in a boys' club, with no professional experience beyond a few part-time college jobs. My role was 100% commission, and the only training I got was shadowing another rep for a week. Sink or swim. I quickly figured out I didn't need prior experience to succeed. I needed to learn from people who already had it. So whenever I wasn't with a customer, I'd sit next to the top reps, listen to how they sold, study common objections, and break down what made deals fall apart. Armed with that formula, I rose to the top of the sales board within months — outselling people who had been in the business longer than I'd been alive. From there, I transitioned into tech, where I built sales departments from the ground up at three different startups. I thrive in scrappy, high-growth environments — crafting GTM strategy through trial, error, and fast pivots. Over the past 10+ years, I've carried enterprise quotas, managed full sales cycles, and consistently found ways to generate pipeline in markets that weren't easy. I'm also deeply passionate about advocating for women in sales and creating space for the conversations that don't always get airtime in a male-dominated industry. --- What I do beyond the day job: Today, I combine a decade of real sales experience with a LinkedIn platform of 4,800+ followers to help B2B SaaS companies create content that actually resonates with buyers — because I am the buyer. I don't create content that sounds like marketing. I create content that sounds like a conversation between a rep and a prospect, because that's the world I live in every day. Brands I've worked with have used my platform to drive awareness, generate inbound leads, and reach an audience of sales professionals, founders, and revenue leaders who are actively making purchasing decisions. If you're a B2B brand looking to reach a sales audience through content that converts, I'd love to connect. --- A few things I love to talk about: • Building pipeline in tough markets and what actually moves deals forward • Strategies for breaking into and thriving in tech sales • Advocating for women in sales and creating more inclusive revenue teams • Authentic B2B content creation and what makes it land with a sales audience 📩 Open to brand collaborations and content partnerships.
Stackforce AI infers this person is a SaaS sales expert with a strong focus on pipeline generation and team leadership.
Location: Chicago, Illinois, United States
Experience: 11 yrs 2 mos
Skills
- Sales Strategy
- Revenue Generation
- Business Development
- Marketing
Career Highlights
- Generated over $200K in pipeline within ramp period.
- Broke multiple sales records at Revvable.
- Advocate for women in sales and inclusivity.
Work Experience
Teamtailor
Enterprise Account Executive (8 mos)
Revvable
Full Cycle AE & Sales Manager (7 mos)
Manager of, Business Development & Marketing (6 mos)
COUP Champagne
Full Cycle AE & Marketing Manager (1 yr 5 mos)
Beyond
Account Executive (1 yr 11 mos)
Cognos HR
Business Development Manager (11 mos)
Business Development Representative (9 mos)
Carlease.com
Founding BDR (9 mos)
Zeigler Automotive Group
Sales And Leasing Consultant (3 yrs 8 mos)
Education
sales at Victory Lap
Associate of Arts - AA at Elgin Community College
