Sales Executive

Founding Go-to-Market Hire · Arcana (Enigma Agency Inc.)

Remote · Contract · Commission to salary by end of 2026

COMMISSION ONLY TO BEGIN WITH - PIPELINE CURRENTLY $40,000, NEED A CLOSER

About Arcana

Enigma Agency Inc. builds Arcana, an AI-powered decision intelligence platform that helps organizations make high-stakes decisions with confidence. Most tools optimize the options you already see. Arcana answers the harder question — “What am I not thinking of?” — surfacing blind spots and generating unconventional strategies through structured, agentic analysis.

Arcana serves two markets

• Small and mid-sized businesses (roughly $1M–$5M in revenue) facing competitive, growth, and strategic decisions without an in-house strategy function.

• Think tanks, policy, and research organizations that need enterprise-grade scenario modeling and strategy stress-testing without enterprise-tier cost or complexity.

Every Arcana output is defensible and auditable: each figure is explicitly sourced, estimated, or projected, and analyst synthesis is separated from raw input. That trust standard is built into the product, not bolted on. Arcana was validated inside enterprise engagements and is now building its founding commercial motion through a warm-referral pipeline and design-partner pilots.

The Role

This is a remote, contract Sales Executive role — the founding go-to-market hire. You will build and own Arcana’s early pipeline from the ground up: identifying and qualifying the right organizations, running consultative discovery on the real decisions they’re wrestling with, and converting design-partner conversations into pilots, and pilots into paying accounts.

This is not a transactional, high-volume sale. Arcana is a sophisticated product bought by founders, executive directors, and research leads who own their decisions outright — no procurement committees. Your edge is the ability to draw out what a client is actually deciding and what’s at stake, then show how Arcana changes the quality of that decision.

What you’ll do

- Build a warm-referral-led pipeline, supplemented by targeted outbound across email, social, and calls, into the two core markets above.




- Run discovery meetings with founder- and ED-level decision-makers to understand the high-stakes decisions they face.
- Present tailored solutions — competitive intelligence, strategy generation and stress-testing, blind-spot detection, and auditable analysis — mapped to each client’s decision.
- Convert design-partner conversations into active pilots, and pilots into paying accounts as the build matures.
- Manage the full pipeline: prospecting, proposals, negotiation, and close, with disciplined CRM hygiene.
- Feed market signal back to the founder and delivery team to sharpen messaging, offers, and targeting.

Who you’ll sell to

- Service-led and growth-stage SMBs ($1M–$5M) making competitive, positioning, or strategic decisions.
- Think tanks, policy shops, and research organizations needing scenario modeling and strategy stress-testing.
- Selectively, venture and investment firms applying Arcana to portfolio and diligence analysis.

Compensation — Commission to Salary

Structured so that early effort is rewarded against milestones that are achievable today — not gated behind a fully built product — with a clear path to base salary as revenue ramps. Indicative figures below are placeholders to be confirmed.

Phase

Structure

Phase 1 — Build (now → trigger)

Commission-weighted. [$ bounty] per qualified design partner signed, plus [X]% of first-year contract value on each converted paying account. Pre-approved tools and expenses covered.

Transition trigger

Base salary introduced once the Company reaches its compensation trigger — the earlier of (a) close of seed financing or (b) sustained monthly recurring revenue above [$ threshold] for two consecutive months — consistent with the founding-team compensation structure. Target: in place by end of 2026.

Phase 2 — Salary + commission

Base salary of [$ range] plus ongoing commission of [X]% on new business and [X]% on renewals/expansion.



Reviewed at the first revenue milestone.

This role suits someone who wants founding-level upside and is comfortable with an early-stage, build-toward-revenue arrangement — not someone needing a full base salary from day one.

Qualifications

- Proven B2B consultative or solution-sales experience — ideally in SaaS, analytics, research, consulting, or other technology-enabled professional services.
- Comfort selling a sophisticated AI or analytics product to both non-technical owners and analytical, technical buyers.
- Strong discovery skills: the ability to surface a client’s real decision and its stakes, not just their stated surface need.
- Demonstrated strength in prospecting, lead generation, and pipeline management — outbound outreach, warm-referral nurture, and disciplined follow-up.
- Ability to develop tailored proposals, negotiate, and close with founder- and ED-level decision-makers.
- Comfort with CRM and prospecting tools (e.g., Apollo.io) to track activity, opportunities, and performance.
- Excellent written and verbal communication — able to articulate a nuanced value proposition and present to small groups of stakeholders.
- Robust organization and time management; able to prioritize multiple prospects and deadlines independently in a remote setting.
- Self-motivated and goal-oriented, comfortable working independently under a contract, commission-first arrangement.

Assets (not required):

• An existing network in SMB business communities, the policy / research / think-tank world, or venture and investment.

• Experience with design-partner or pilot-led go-to-market motions at an early-stage company.

• Familiarity with decision science, competitive intelligence, or strategy consulting.

First 90 Days — What Success Looks Like

- A qualified, warm-referral-led pipeline established and tracked in CRM.
- Discovery meetings booked and run with founder- / ED-level decision-makers across both core markets.
- [N] design-partner conversations converted into active pilots.
- A repeatable outreach cadence and messaging refined from real market feedback.

- To apply, reach out to Alexandra Kubrak, Founder & CEO, Enigma Agency Inc. — [email protected] or apply on LinkedIn

📌 Business Development & Strategy Lead (Canada)
🏢 Enigma Thinkers
📍 Canada