Position Summary
We’re looking for a high-performing Sales Executive/New Business Hunter to help drive the next stage of growth at our client, a growing, established IT managed services firm supporting small and mid-sized businesses across the DMV.
This is not an account management role, and it’s not a position where you’ll wait for marketing to hand you qualified leads. We’re looking for someone who genuinely loves hunting — building a pipeline from scratch, picking up the phone, opening doors, networking in the community, and turning new relationships into long-term clients.
What You’ll Do
- Own new-logo business development across the DMV
- Build and maintain a strong pipeline through high-volume outbound prospecting, including cold calling, email, LinkedIn, networking and referral partnerships
- Consistently generate your own meetings and opportunities rather than relying on inbound leads
- Get out into the market — attend networking events, build referral relationships, participate in local business organizations, and meet prospects face-to-face
- Sell recurring IT solutions including managed IT services, cybersecurity, cloud, infrastructure, and related technology services
- Lead the sales process from initial outreach and discovery through proposal, negotiation, and close
- Partner closely with technical and operations teams to scope solutions and ensure a smooth transition from sale to delivery
- Maintain disciplined CRM activity, pipeline management, and forecasting
- Help refine our sales approach as the company continues to grow
What We’re Looking For
We care more about how you sell than having the perfect job title.
You may come from an MSP, telecom, connectivity, cybersecurity, technology services, or another B2B environment where you’ve had to create your own opportunities.
You’ll likely be successful here if you:
- Have a proven track record of self-generating pipeline and winning new logos
- Are comfortable with a high level of daily outbound activity
- Don't need inbound leads to be successful
- Can demonstrate consistent quota attainment and explain exactly how you achieved it
- Enjoy cold prospecting and aren't afraid to pick up the phone
- Are equally comfortable prospecting remotely and meeting prospects in person
- Can sell consultatively to SMB owners, executives, and technology leaders
- Are organized enough to prospect aggressively while continuing to move active opportunities through the funnel
- Thrive in a smaller, entrepreneurial company where you’ll have autonomy but won't have layers of sales and marketing infrastructure around you
- Are coachable, accountable, competitive, and motivated by results
Experience selling managed IT services is strongly preferred, but we’re also open to exceptional technology/telecom hunters who have the technical aptitude and desire to learn the MSP space.
What This Role Is — and Isn't
We want to be transparent about the opportunity.
This is a true hunter role. You will be expected to create significant outbound activity every day and consistently generate your own meetings. If your ideal sales role comes with a steady stream of marketing-generated leads, this probably isn't the right fit.
But if you enjoy the chase, like building something from the ground up, and want the freedom to use phone outreach, networking, partnerships, events, referrals, and face-to-face selling to create business, you'll have a lot of room to operate here.
The role is remote, but candidates must live in the DC/MD/VA region and be willing to regularly meet prospects and referral partners throughout the DMV.
Skills Required
- Proven track record of self-generating pipeline and winning new-logo business
- Experience with high-volume outbound prospecting and cold calling
- Consistent quota attainment with the ability to explain how targets were achieved
- Ability to sell consultatively to SMB owners, executives, and technology leaders
- Ability to prospect remotely and meet prospects in person
- Strong organization for managing prospecting and active sales opportunities
- Coachability, accountability, competitiveness, and results motivation
- Technical aptitude and willingness to learn the MSP space
- Experience selling managed IT services
- Experience in MSP, telecom, connectivity, cybersecurity, technology services, or another B2B environment
- Residence in the DC, Maryland, or Virginia region
- Willingness to regularly meet prospects and referral partners throughout the DMV
What We Do
STR8 Financials Consulting helps small and midsize businesses navigate financial complexity during growth, acquisitions, capital investments, and other transactions. It provides strategic consulting, business-process outsourcing, transaction support, and talent acquisition, alongside on-demand accounting and FP&A services. The firm helps clients build stronger finance functions, become transaction-ready, improve operational performance, and maximize enterprise value while accessing critical resources for sustainable growth.









