---
title: 'Market Leader - Midwest at Grayscale Investments'
canonical: 'https://feeny.ai/job/market-leader-midwest-grayscale-investments-chicago-illinois-g7p7fe15mccc'
type: 'job'
last_seen: '2026-09-09'
---

# Market Leader - Midwest at Grayscale Investments

- **Company:** Grayscale Investments
- **Location:** Chicago Illinois, United States
- **Posted:** 2026-09-08
- **Last confirmed live:** 2026-09-09
- **Apply:** https://job-boards.greenhouse.io/grayscaleinvestments/jobs/7781607003

## Job description

Grayscale is the largest digital asset-focused investment platform in the world by AUM and offers the broadest selection of digital asset investment products in the U.S. based on number of products.

Our platform spans the full spectrum of institutional-grade solutions—from single-asset exposures to diversified and thematic strategies—with a goal of providing every investor with access to the hyper-expanding digital asset universe.  Our firm offers a rare combination of decades of traditional finance work experience and digital asset leadership that brings an institutional mindset to the maturing digital asset industry. This convergence of capabilities positions us to deliver investment solutions and client experiences that are both institutionally robust and technologically advanced, which we believe offers a competitive edge that is difficult to replicate.

We’re proud of our deep crypto expertise and work closely with individual and institutional investors as they explore this asset class as part of their portfolio allocation.

Position Summary:

Grayscale is seeking a Market Leader to own and elevate the Chicago / Midwest territory, building and deepening client relationships to grow our client base. Successful Market Leaders will have a passion for and track record in sales, strong experience within the RIA and private wealth channels, and access to their own business and financial contacts / networks. Serving as the face of Grayscale, the Market Leader will play an integral role in fostering client experiences and engagement in an assigned territory.

Responsibilities:

- Become deeply fluent in Grayscale's product suite (ETFs, Private Placements, Private Funds) and in how to translate that suite for advisors who are still building conviction around the category.
- Lead territory strategy, segmenting the market and prioritizing firms and advisors, to direct new client acquisition and raise assets into Grayscale's family of products.
- Create new relationships and maintain existing relationships with HNW investors, RIAs, Financial Advisors, Family Offices, and other eligible investors to introduce Grayscale products.
- Attend meetings, industry events, and conferences to meet potential investors and represent the firm.
- Proactively communicate insights and key metrics for measuring impact of sales tactics and quality of message on a continuous basis.
- Stay current on developments in the digital currency ecosystem.
- Develop and mentor junior employees on the distribution team.
- Assist in creation of sales resources such as marketing materials and other collateral for use on client / prospect presentations.

Prior Experience/Requirements:

- 8-15+ years of experience in a proactive, successful sales and service role (preferably in the financial sector or digital currency investments) and/or an established network of potential accredited investors.
- Experience selling diverse investment products to HNW, family office and RIA channel, and pre-existing relationships with this investor base.
- Exemplary communication, presentation, time-management, and organizational skills.
- Strong interest in digital currencies, blockchain technology, and related concepts.
- Deep market knowledge of the global asset management industry (alternative investments preferred) as well as deep understanding of various client segments (including products, key regulatory, and industry trends).
- Talented at networking with businesses and personal communities.
- Self-starter with enthusiasm, grit and a passion for raising capital.
- Ability to work effectively within a team – someone who is collaborative, flexible and adaptable, reliable with a strong ‘can do attitude’.
- Ability to operate in a fast-paced environment.
- Prior experience with Salesforce to track and monitor sales efforts.
- FINRA Series 7, 63 required.

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

## About Grayscale Investments

## Company Overview
- **One-liner**: Grayscale Investments is a crypto-focused asset manager that enables investors to access the digital economy through a family of single asset, diversified, and thematic investment products.
- **Entity Type**: Private (Privately Held)
- **Headquarters**: Stamford, Connecticut, United States
- **Founded**: 2013
- **Founders**: Not publicly available (founded by the team at Digital Currency Group, which remains the parent company)

## Core Business
- **Primary industry**: Financial Services / Crypto Asset Management
- **Target customers**: Institutional investors, financial advisors, allocators, and accredited investors (B2B/Institutional focus)
- **Mission or purpose**: To transform disruptive digital technologies into accessible investment opportunities and deepen understanding of the crypto landscape.

## Products & Services
- **Grayscale Bitcoin Trust (GBTC)**: A publicly-traded Bitcoin investment fund that was the first of its kind, allowing investors to gain Bitcoin exposure through a traditional security.
- **Grayscale Ethereum Trust (ETHE)**: The first SEC-reporting Ethereum investment fund, offering similar regulated exposure to Ether.
- **Grayscale ETF Suite**: Includes Bitcoin ETF, Ethereum ETF, and other recently filed products (Solana ETF, XRP Large Cap Fund, etc.) designed for exchange-traded accessibility.
- **Grayscale Private Funds**: Tailored investment vehicles for institutional and accredited investors seeking concentrated crypto exposure.
- **Grayscale Research & Education**: Proprietary insights, market reports, and educational resources published to help investors navigate the digital asset space.

## Market Standing
- **Valuation/Market Cap**: Not disclosed (private company; GBTC alone is a publicly traded trust)
- **Key Metric**: Annual Revenue of **$156.0 million** (LinkedIn estimate)
- **Notable Investors/Partners**: Backed by Digital Currency Group (DCG), with institutional-grade partners including industry-leading custodians, auditors, and legal advisors. Key client talent sourced from firms like Goldman Sachs (6 hires), J.P. Morgan (4 hires), EY (4 hires), and BNY (4 hires).
- **Growth Signals**: 25.0% year-over-year headcount growth (+30 new employees), expanding product lineup into new ETF filings (Solana, XRP), and a growing global presence with offices and remote workers in Romania, Georgia, and Australia.

## Competitive Advantages
- **First-mover and regulatory moat**: Pioneered the first publicly-traded Bitcoin and Ethereum funds, operating within established SEC-reporting frameworks—a trust advantage in a rapidly evolving but uncertain regulatory environment.
- **Tenure and brand trust**: With over a decade of specialized crypto asset management, Grayscale is the largest digital asset-focused investment platform, trusted by advisors and allocators.
- **Institutional-grade operations**: Backed by custodians, auditors, and a leadership team with deep traditional finance experience, bridging the gap between crypto and regulated markets.
- **Product breadth**: A full suite from single-asset trusts to diversified funds and ETFs, covering both retail and institutional demand.

## Strategic Focus
- **ETF expansion and product diversification**: Continually filing for and launching new ETFs (e.g., Solana, XRP) to expand accessible crypto exposure.
- **Education and research leadership**: Investing in proprietary research and content to position Grayscale as the go-to educational authority for crypto investing.
- **Talent acquisition from traditional finance**: Actively hiring from top-tier banks and asset managers (Goldman Sachs, J.P. Morgan, Deutsche Bank) to bring institutional rigor to crypto.
- **Global distribution growth**: Building out distribution teams (Vice President, National Accounts; Market Leader roles) to penetrate deeper into wealth management and advisory channels.

## Why Work Here
- **Culture and benefits**: 100% company-paid medical, vision, and dental premiums; 401k match $1 for $1 up to 5% (fully vested); state-of-the-art waterfront offices with casual dress code, outdoor terraces, barista/smoothie bar, free gourmet breakfast & lunch, and fully stocked beverage fridge and snack pantry.
- **Work environment**: Hybrid/office-first culture centered primarily in Stamford, CT (HQ) and New York City, with growing remote presence in select global locations (Romania, Georgia, Australia).
- **Engineering culture**: Technical teams (9 employees, 6% of workforce) working on product and data science roles—this is a fintech/asset management hybrid, not a heavy engineering shop, but data scientists and client insights roles are actively hired.
- **Career growth**: High growth trajectory (25% YoY headcount expansion) and significant recent departures at the director/senior VP level suggest regular restructuring and upward mobility. The firm is in an "industry rapidly evolving and institutionalizing."
- **Notable perks**: Casual dress code, free gourmet meals, active social media and marketing team, and office in a waterfront location in Stamford.

## Sources
1. [grayscale.com](https://www.grayscale.com/)
2. [grayscale.com - About Us](https://www.grayscale.com/company/about-grayscale)
3. [greenhouse.io](https://job-boards.greenhouse.io/grayscaleinvestments)
4. [grayscale.com - Careers](https://www.grayscale.com/company/careers)
5. [linkedin.com](https://www.linkedin.com/company/grayscale-investments)

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