HeadInvest provides financial planning, portfolio management for individuals and small businesses, portfolio management for institutions, selecting other managers, estate planning, and insurance. Financial planning was provided to 101–250 clients last fiscal year.
HeadInvest reports 445 clients. They include 322 high-net-worth individuals, 101 individual clients and 21 charitable organizations. Of its assets, 100.0% ($892M across 1,107 accounts) are managed with discretion.
| Client type | Clients | Assets |
|---|---|---|
| Individuals (other than HNW) | 23% | 6% |
| High-net-worth individuals | 72% | 85% |
| Charitable organizations | 5% | 9% |
| State or municipal government entities | <1% | <1% |
Client breakdown and activity details
| Client type | Clients | Regulatory AUM | AUM share | Avg. per client |
|---|---|---|---|---|
| Individuals (other than HNW) | 101 | $55.3M | 6.2% | $548K |
| High-net-worth individuals | 322 | $755M | 84.7% | $2.34M |
| Charitable organizations | 21 | $77.6M | 8.7% | $3.69M |
| State or municipal government entities | Fewer than 5 | $3.93M | 0.4% | $3.93M |
| Total | 445 | $892M | 100% | — |
- Clients
- 101
- Regulatory AUM
- $55.3M
- AUM share
- 6.2%
- Avg. per client
- $548K
- Clients
- 322
- Regulatory AUM
- $755M
- AUM share
- 84.7%
- Avg. per client
- $2.34M
- Clients
- 21
- Regulatory AUM
- $77.6M
- AUM share
- 8.7%
- Avg. per client
- $3.69M
- Clients
- Fewer than 5
- Regulatory AUM
- $3.93M
- AUM share
- 0.4%
- Avg. per client
- $3.93M
Total
- Clients
- 445
- Regulatory AUM
- $892M
- AUM share
- 100%
- Avg. per client
- —
- Clients outside the U.S.
- 0%
- Clients advised without assets under management last fiscal year
- 0
- Private funds advised
- 0
- Financial planning clients last fiscal year
- 101–250
HeadInvest charges up to 1.25% a year for its Portfolio Management Services. The fee is billed in advance, is negotiable and has a $10,000 annual minimum. The brochure also prices one other service, listed under fee details.
Fee details and sources
Other fees
- Financial Planning
- Fixed fee typically ranging from $3,000 to $5,000 depending on the arrangement; the fee may be reduced or waived for clients who also engage for portfolio management.
C-DSK LLC owns 75% or more of HeadInvest and is in turn owned by Kenneth Blaschke (25–50%), Donna McConnell (25–50%) and Benjamin Clark (25–50%). The leadership team of HeadInvest includes Chief Compliance Officer Stephen Reeves. It has 13 employees, 6 of them in advisory roles.
Staff
- 13 employees
- 6 in advisory functions
- 7 state-registered reps
- Owns 75% or more of Headinvest, LLC
C-DSK LLC
Control person · since August 2013
- Owns 25% to 50% of C-DSK LLC
Kenneth Blaschke
Control person · since August 2013
- Owns 25% to 50% of C-DSK LLC
Donna McConnell
Control person · since August 2013
- Owns 25% to 50% of C-DSK LLC
Benjamin Clark
Control person · since June 2024
Robert Whitehead
Member · Control person · since August 2013
HeadInvest’s regulatory assets grew from $782M (May 2021) to $892M (March 2026); clients rose from 377 to 445 and employees fell from 15 to 13.
Figures from each annual filing
| Filed | Regulatory AUM | Clients | StaffEmployees | Offices |
|---|---|---|---|---|
| Mar 2026March 2026 | $892M | 445 | 13 | 1 |
| Jun 2025June 2025 | $970M | 414 | 15 | 1 |
| Jun 2024June 2024 | $898M | 420 | 16 | 1 |
| Mar 2023March 2023 | $830M | 437 | 15 | 1 |
| Mar 2022March 2022 | $883M | 398 | 15 | 1 |
| May 2021May 2021 | $782M | 377 | 15 | 1 |
Besides its headquarters, HeadInvest has 0 offices, with 1 listed address in 1 state.
Maine · 1 listed address
- 7 Custom House St, 4th Floor, PortlandHQ
Contact and registration details
- Legal name
- Headinvest, LLC
- Headquarters
- 7 Custom House St, 4th Floor, Portland, ME 04101-4194
- Website
- headinvest.com
- Phone
- 207-773-5333
- SEC file
- 801-66773
- Founded
- 1989
- Structure
- Delaware LLC
- Fiscal year end
- December
HeadInvest’s named custodian for separately managed accounts is Charles Schwab ($892M). HeadInvest has custody of $288M for 268 clients.
- Charles SchwabCharles Schwab & Co., Inc. · Westlake, TX · $892M100%
At year end, HeadInvest’s separately managed accounts were largely in bonds (48%) and stocks (28%). Its reported 13F holdings for the quarter ended 30 June 2026 total $536M across 217 positions; the largest are iShares TR (6.3%), Vanguard Index Fds (3.1%) and Vanguard Index Fds (3.1%).
What the accounts hold
- Stocks28%
- Funds22%
- Bonds48%
- U.S. government and agency bonds20%
- Investment grade corporate bonds20%
- State and local bonds8%
- Cash2%
How many clients does HeadInvest have?
HeadInvest has 445 clients and manages $892 million for them, as of March 2026. They include 322 high-net-worth individuals, 101 individual clients and 21 charitable organizations.
Source: Form ADV Part 1A, Items 5.D and 5.F, filed 19 March 2026
What services does HeadInvest offer?
HeadInvest provides financial planning, portfolio management for individuals and small businesses, portfolio management for institutions, selecting other managers, estate planning, and insurance.
Source: Form ADV Part 1A, Item 5.G, from the SEC's 2 October 2026 data file; Part 2A brochure, Item 4
How much does HeadInvest charge?
HeadInvest charges up to 1.25% a year for its Portfolio Management Services. The fee is billed in advance, is negotiable and has a $10,000 annual minimum.
Which custodians does HeadInvest use?
HeadInvest’s separately managed account assets are held at Charles Schwab & Co., Inc. (Westlake, TX), with $892M. Only custodians holding at least a tenth of those assets are named.
Source: Form ADV Part 1A, Schedule D, Section 5.K.(3), filed 19 March 2026
How many financial advisors does HeadInvest have?
HeadInvest has 7 investment adviser representatives registered with state securities authorities, out of 13 employees, and 6 perform investment advisory functions. None are registered representatives of a broker-dealer or licensed insurance agents.
Source: Form ADV Part 1A, Items 5.A and 5.B, from the SEC's 2 October 2026 data file
What does HeadInvest invest in?
At the end of its last fiscal year, HeadInvest’s separately managed accounts held 28% exchange-traded equities, 22% registered funds (mutual funds, ETFs, BDCs), 20% U.S. government and agency bonds, 20% investment grade corporate bonds, 8% state and local bonds and 2% cash and equivalents.
Source: Form ADV Part 1A, Items 5.K.(1) and 7.B, from the SEC's 2 October 2026 data file
Who owns HeadInvest?
HeadInvest is owned through a holding company by Kenneth Blaschke, Donna McConnell and Benjamin Clark. Its direct owner is C-DSK LLC (75% or more).
Source: Form ADV Part 1A, Schedules A and B, filed 19 March 2026
How does HeadInvest get paid?
HeadInvest is paid through a percentage of assets under management, hourly charges and fixed fees. Its Form ADV lists no commissions or performance-based fees among how it is paid.
Source: Form ADV Part 1A, Item 5.E, from the SEC's 2 October 2026 data file
How do I contact HeadInvest?
HeadInvest’s main office is at 7 Custom House St, 4th Floor, Portland, ME 04101-4194. Its phone number is 207-773-5333. Its website is headinvest.com.
