
Careers
Build the Future of GovCon with Us
Join a team that's revolutionizing how government contractors win

Why Join WinMoreBD
More Than a Job – A Mission That Matters
When you join WinMoreBD.ai, you're not just building or selling software. You're helping government contractors deliver better solutions to federal agencies, which ultimately results in better projects and serves our nation. Every feature you develop, every customer you support, and every strategy you help implement contributes to more efficient government procurement and better outcomes for the people while delivering value for taxpayers.
WHAT MAKES US DIFFERENT

Actual Impact
Your work directly influences billions in government contracts and the services they deliver

Deep Domain 
 Expertise
Learn from industry leaders who've shaped GovCon for decades

Startup Speed, 
 Enterprise Standards
Move fast while building robust, secure solutions

Continuous 
 Learning
Access to top-tier GovCon training and AI/ML resources

Work-Life 
 Integration
Remote-first culture with hubs in Maryland and Florida
Open Positions
Customer Success
GovCon Success Manager Remote | Full-time Guide customers from onboarding through expansion. Must understand capture/proposal processes. APMP certification preferred.
Sales & Marketing
Enterprise Account Executive Mid-Atlantic Region | Full-time Drive growth with large GovCon organizations. Existing relationships in the federal contracting space 
essential.
essential.
Don't See Your Role?
We're always looking for exceptional talent. Send your resume and tell us how you'd contribute to our mission.
Our Values in Action
- Human and AI Partnership We build tools that amplify human expertise, and we apply the same philosophy internally – technology enhances our work, not replaces it
- Excellence Through Experience We hire people who've lived the problems we're solving
- Continuous Innovation Your ideas matter, regardless of your title or tenure
- Growing Expertise Generous learning budgets and dedicated professional development time
- Customer Success First Customer-facing or not, everyone contributes to client wins


Our Mission
Democratizing Winning Strategies
We believe every government contractor deserves access to top-tier capture intelligence and processes.
Too long, only the largest contractors could afford the talent and tools needed to consistently win. WinMoreBD.ai changes that equation – bringing enterprise-level capabilities to organizations of all sizes.
Our mission is simple: Enable government contractors to win the right opportunities through intelligent automation that amplifies human expertise, which leads to better planned opportunities directly benefiting our Nation.
Benefits & Perks
Join our fast-growing startup.

Compensation
- Competitive base salary
- Equity participation for exceptional talent
- Performance bonuses tied to company growth

Health & Wellness
- Health, dental, and vision coverage
- Wellness stipend

Time & Flexibility
- Unlimited PTO
- Remote-first culture
- Flexible working hours

Growth & 
 Development
- $2,500 annual learning budget
- Conference attendance
- APMP certification support
- Access to OST Global Solutions training and Apprenticeship in Government BD

Additional Perks
- Powerful equipmen
- Home office setup allowance
- Monthly team events (virtual and in-person)
- Annual company retreat
Note that while our benefits are subject to change, we are always monitoring the market and seeking to support our team in line with or better than what the market offers.
Interview Process
Transparent and Respectful

Initial Chat 
 (30 min)
Get to know each other

Technical/Functional 
 Review (60 min)
Demonstrate your expertise 
and sample tasks
and sample tasks

Team Fit 
 (45 min )
Meet potential colleagues

Final Discussion 
 (45 min)
Leadership conversation 
and offer details
and offer details
We move quickly – typically 2 weeks from application to offer.

Life At WinMoreBD
"The perfect blend of startup energy and deep established expertise"
- Jonathan Chashper, CTO
"I've worked at big tech and traditional companies. WinMoreBD combines the best of big tech and GovCon – we move fast but with purpose, backed by decades of domain knowledge."
WinMoreBD.ai is an Equal Opportunity Employer committed to building an inclusive environment where everyone can do their best work.
Ready to Transform an Industry?
Join us in revolutionizing how government contractors compete and win.

