Proposal Strategist & Designer

Location

Lebanon, TN — Hybrid (minimum 3 days per week in office)

Full-Time

We cover 100% of healthcare, dental, and vision for you and your family (after your first 90 days). Full coverage for your whole family, on us. Agencies our size never do that — we do it because we actually want the people on this team to thrive. Add a 401(k) with company match, paid vacation, paid holidays with an extended Christmas break, and monthly cell phone and home office stipends.

Our Business Development team meets with a prospect and comes back with the full story: what they’re worried about, what they’ve tried, what they actually need. Your job is to turn that conversation into a winning proposal.

You identify the prospect’s #1 problem, scope and price the right mix of our services (strategy, design, paid ads, video, websites, photography, etc.), build a sharp deck that makes the case, and own it all the way to completion. You won’t be inventing strategy from thin air — you’ll have strong source material and a full team behind you. The job is having the judgment to find the story, sharpen it, and turn it into something visually beautiful that a prospect says yes to.

• Translating discovery into strategy. Turn discovery notes and briefs from the sales team into a clear narrative on what the prospect needs and how GSF wins the business.
• Building prospect-centric proposals. Lead with the prospect’s #1 problem and their world, not a menu of everything GSF offers. Every deck should answer their question before it sells our services.
• Scoping and pricing the service mix. Know each of our services well enough to price and lay out solutions/deliverables correctly. You’ll have experienced teammates to bounce ideas off of, but you own ultimately getting it right.
• Designing with a strong eye. You own layout, hierarchy, brand consistency, imagery that fits the prospect, and clean flow.
• Own the handoff. A proposal isn’t done when it’s built, it’s done when it’s in the prospect’s hands. Track it in our project management software, confirm it was sent, and create the follow-up tasks.
• Protect the details. You’re the last line of defense: the wrong logo, mismatched creative, a typo, pricing that shouldn’t be there, unrealistic deliverables.

• Speed: first drafts within 24 hours of assignment; prospect-ready proposals within 48 hours of discovery. Timeliness wins deals.
• Accuracy: drafts that need progressively less rework, on a defined 30/60/90 ramp — we’ll show you the exact scorecard in the interview process.
• Follow-through: every proposal tracked to “sent,” with follow-ups created. Nothing stalls in someone else’s court.
• Wins: a per-deal bonus on every closed piece of business you built the proposal for.

Your first 30 days are for learning: shadowing the sales team, studying what’s worked, learning our services and pricing. Days 30–60, you build with heavy feedback. By day 90, you own it. Eventually we want you teaching us.

This is a sales seat, and sales is emotional. You’ll work right next to our business development team — the people at the front of every deal, winning business on relationships built over years, spending their own personal collateral on every pitch, and fighting the objections in the room. When a proposal goes out under their names, it’s personal to them.

That means feedback is direct, fast, and sometimes arrives in the heat of a deadline.

You need to be able to hear “this misses the mark”, apply the note the same day, and — when you’re convinced you’re right — push back with a better idea instead of going quiet. Some people read that and feel stress; some read it and feel energy. Be honest with yourself about which one you are.

This position is a front-row education in how business actually gets won. You’ll learn how trust gets earned and get to see your work help win real deals within weeks of building it.

We’re an AI-forward agency and we expect you to use tools like Claude and Gemini every day. Beyond the chat window, we work with connected AI —…